GIOVANNI FRONZA CURRICULUM VITAE Nato a Nave San Rocco ...
GIOVANNI FRONZA CURRICULUM VITAE Nato a Nave San Rocco ...
GIOVANNI FRONZA CURRICULUM VITAE Nato a Nave San Rocco ...
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<strong>GIOVANNI</strong> <strong>FRONZA</strong><br />
<strong>CURRICULUM</strong> <strong>VITAE</strong><br />
<strong>Nato</strong> a <strong>Nave</strong> <strong>San</strong> <strong>Rocco</strong> (TN) il 5 Settembre 1943.<br />
Maturità conseguita nel 1963 presso il Liceo Classico Prati di Trento.<br />
Laureato presso l’Università degli Studi di Pavia nel Luglio 1969 con una tesi sperimentale in<br />
seguito pubblicata e votazione di 110/110.<br />
Il 1 Novembre 1969 ottenne la nomina ad assistente incaricato presso la Cattedra di Chimica II della<br />
Facoltà di Ingegneria del Politecnico di Milano.<br />
Il 1 Novembre 1970 vinse il concorso per il posto di Aspirante Ricercatore del C.N.R. presso il<br />
Centro per lo Studio della Chimica della Sostanze Organiche Naturali di Milano.<br />
Il 1 Novembre 1975 è nominato Ricercatore qualificato.<br />
Dal 1 Luglio 1989 è inquadrato nel livello II, profilo Primo Ricercatore presso il Centro per lo<br />
Studio della Chimica delle Sostanze Organiche Naturali di Milano confluito dal 1 gennaio 2002<br />
nell’Istituto di Chimica del Riconoscimento Molecolare.<br />
Con decreto del Presidente del CNR n° 13612 del 18 Dicembre 1995 è nominato membro del<br />
Consiglio Scientifico del Centro nel quale svolge anche la funzione di segretario, incarico che<br />
ricopre fino al 31 Dicembre 2001.<br />
Con provvedimento del Direttore dell’Istituto di Chimica del Riconoscimento Molecolare del 20<br />
gennaio 2002 è nominato componente del Comitato di Istituto.<br />
Ha coordinato l’attività di servizio svolta essenzialmente nel reparto Grandi Apparecchiature del<br />
Centro per lo Studio della Chimica delle Sostanze Organiche Naturali in precedenza ed ora<br />
dell’Istituto di Chimica del Riconoscimento Molecolare.<br />
Attività Scientifica<br />
L’attività scientifica del candidato si è svolta nell’ambito della Chimica Organica strutturale usando<br />
quale mezzo di indagine prevalentemente la Spettroscopia di Risonanza Magnetica Nucleare. Essa<br />
ha riguardato studi strutturali di sostanze naturali, studi conformazionali di molecole<br />
biologicamente attive, studi meccanicistici di reazioni mediate da microrganismi, studi sulla<br />
determinazione dell’origine di sostanze di uso alimentari e studi sul riconoscimento molecolare<br />
mediante ciclodestrine di sostanze di interesse farmacologico e alimentare.<br />
Autore o coautore di numerose pubblicazioni.<br />
1
Ha partecipato a numerosi Congressi con comunicazioni su invito, orali e poster.<br />
Descrizione analitica dell’attività scientifica<br />
Le ricerche sulle sostanze naturali hanno portato a determinare la struttura di nuovi<br />
composti che sono responsabili del sapore acre e delle intossicazioni gastro-intestinali provocate da<br />
alcuni funghi non commestibili appartenenti alla classe dei Basidiomiceti. Queste sostanze sono<br />
principalmente composti sesquiterpenici e triterpenici poliossidrilati alcuni dei quali hanno<br />
dimostrato attività antitumorale in vitro. Nell’ambito delle sostanze naturali particolare rilievo<br />
hanno avuto gli studi strutturali e conformazionali di una serie di glicolipidi, detti gangliosidi,<br />
componenti normali della membrana esterna delle cellule nervose dei vertebrati. Essi sono costituiti<br />
da una catena oligosaccaridica idrofilica e da una porzione idrofobica, il ceramide, legate da un<br />
legame glicosidico la cui funzione è di interagire con leganti esterni e trasmettere opportuni segnali<br />
attraverso la membrana stessa. Sono stati isolati sia dal cervello umano che da cellule nervose di<br />
roditori alcuni lattoni di gangliosidi di cui è stato determinato il sito di lattonizzazione e la struttura<br />
secondaria della catena oligosaccaridica. Tra le sostanze naturali sono stati studiati alcuni<br />
importanti antibiotici quali adriamicina, daunomicina e alcuni derivati dell’eritromicina di cui sono<br />
state determinate approfonditamente le proprietà conformazionali in soluzione.<br />
Gli studi strutturali su sostanze di origine sintetica hanno avuto importanza nelle ricerche<br />
sull’addizione di varie specie nucleofile su alcuni composti carbonilici otticamente attivi ottenuti<br />
dall’aldeide cinnamica e dall’aldeide acetica per fermentazione. L’interesse di queste reazioni era<br />
duplice. Da un punto di vista sintetico esse hanno portato alla sintesi di un gran numero di<br />
desossizuccheri della serie L, biologicamente importanti e difficilmente accessibili per altre vie. Da<br />
un punto di vista meccanicistico si è dimostrato che la stereoselettività e l’orientamento della<br />
reazione di addizione dipende dal nucleofilo usato. L’individuazione del decorso sterico delle<br />
reazioni è stato possibile soltanto dall’analisi dei prodotti ciclici finali ed ha comportato la<br />
determinazione della struttura e della conformazione di una serie di desossiamminosaccaridi.<br />
In questo filone si collocano anche gli studi sul decorso sterico di alcune trasformazioni mediate da<br />
microorganismi (lievito di panificazione ed altri) condotte mediante l’impiego di molecole marcate<br />
con deuterio. Queste ricerche richiedono l’uso combinato della spettroscopia NMR dell’idrogeno e<br />
del deuterio. E’ stata così determinata la stereochimica di varie reazioni: la riduzione dei doppi<br />
legami nella biogenerazione di (S)--decanolide da idrossiacidi saturi, la trasformazione del 3-<br />
cloropropiofenone in propiofenone, la riduzione del 2--decenolide in 2--decanolide, l’origine del<br />
frammento C3 nella biogenerazione di (R) S-benziltioglicerato.<br />
L’esperienza nella spettroscopia del deuterio sviluppata negli studi sopra accennati con l’uso<br />
di molecole marcate ha costituito lo stimolo per estendere le ricerche a nuovi problemi andando a<br />
misurare il nucleo del deuterio in abbondanza naturale. Il deuterio è un nucleo poco abbondante e<br />
sono necessari strumentazione adeguata e tempi lunghi per ottenere buoni spettri. Esso apre però<br />
orizzonti nuovi poiché la misura quantitativa del contenuto di deuterio nelle varie posizioni di una<br />
molecola fornisce delle informazioni sulla storia sintetica che ha portato alla formazione della<br />
molecola stessa: in altre parole costituisce un metodo sia per lo studio di cammini biosintetici di<br />
sostanze naturali che per avere informazioni sull’origine di un prodotto. E’ del tutto superfluo<br />
sottolineare qui l’importanza di conoscere l’origine di un prodotto specialmente nel campo degli<br />
2
alimenti dove è richiesta grande attenzione per garantire genuinità e sicurezza. Abbiamo preso in<br />
considerazione un certo numero di aromi usati come additivi in alimenti<br />
Parallelamente e ricerche hanno riguardato lo studio di complessi supramolecolari con<br />
ciclodestrine. Lo studio del meccanismo di azione di una molecola biologicamente attiva passa<br />
necessariamente attraverso la conoscenza dettagliata delle modalità di binding della molecola stessa<br />
con un sito recettoriale. L’uso di ciclodestrine quali semplici modelli recettoriali può essere utile per<br />
lo studio di possibili siti di binding, delle proprietà conformazionali della molecola legata ad un<br />
recettore e delle interazioni non covalenti che stabilizzano il complesso molecola/recettore. La<br />
natura e l’intensità delle relazioni che governano il binding possono essere ottenute dall’analisi<br />
degli effetti NOE intermolecolari in soluzione tra molecola ospitante e substrato con essa<br />
interagente. Questi studi sono di interesse per l’industria farmaceutica, cosmetica ed alimentare in<br />
quanto generalmente i complessi con ciclodestrine portano ad un aumento della idrosolubilità,<br />
stabilità e biodisponibilità delle molecole incluse e possono essere importanti per la veicolazione di<br />
molecole attive. Proprio dalla collaborazione con una industria farmaceutica sul problema preciso<br />
del complesso ciclodestrina/piroxicam (nome commerciale Brexin), un antiinfiammatorio non<br />
steroideo è nato l’interesse del candidato nel campo della chimica supramolecolare, esteso poi allo<br />
studio dei complessi con altre molecole di interesse farmacologico o alimentare.<br />
Elenco delle pubblicazioni<br />
1. P. Bravo, G. Fronza, G. Gaudiano, C. Ticozzi and M. G. Zubiani<br />
Trisubstituted Cyclopropanes from the Reaction of Stable Sulphonium Ylides with -Halocarbonyl<br />
Compounds.<br />
Tetrahedron, 27, 3563 (1971)<br />
2. T. Caronna, G. Fronza, F. Minisci and O. Porta<br />
Nucleophilic Character of Acyl Radicals. Substituent Effects on the Homolitic Acylation of Protonated<br />
Heteroaromatic Bases.<br />
J. Chem. Soc., Perkin II, 1477 (1972)<br />
3. T. Caronna, G. Fronza, F. Minisci and O. Porta<br />
Homolytic Acylation of Protonated Pyridine and Pyrazine Derivatives.<br />
J. Chem. Soc., Perkin II, 2035 (1972)<br />
4. P. Bravo, G. Fronza, G. Gaudiano and C. Ticozzi Palladium(II) Complexes with<br />
Sulphonium Ylides.<br />
Gazz. Chim. Ital., 103, 623 1973)<br />
5. M. Croci, G. Fronza and P. Vita-Finzi<br />
Concerning the Structures of 4,4'-Azoisoxazol-5-ones and Some of Their Methyl Derivatives.<br />
Gazz. Chim. Ital., 103, 1045 (1973)<br />
6. C. Cistaro, G. Fronza, R. Mondelli, S. Bradamante and G. Pagani<br />
The Sign of J in Thietane Sulphones and Correlation with Stereochemistry.<br />
Tetrahedron Letters, 189 (1973)<br />
7. A. d'Annibale, L. Lunazzi, G. Fronza, R. Mondelli and S. Bradamante<br />
Conformational Investigation of Cyclobutane and Thietan in Liquid Crystalline Solvents.<br />
J. Chem. Soc., Perkin II, 1908 (1973)<br />
3
8. P. Bravo, G. Fronza, G. Gaudiano and C. Ticozzi Palladium(II)<br />
Complexes with Sulphonium Ylides.<br />
J. Organometal. Chem., 74, 143 (1974)<br />
9. G. Fronza, A. Gamba, R. Mondelli and G. Pagani<br />
Sign Determination of Carbon-Proton and Proton-Proton Coupling Constants in Thiete-1,1-Dioxide.<br />
J. Magn. Resonamce, 12, 231 (1973)<br />
10. G. Fronza, R. Mondelli and E. W. Randall<br />
Effects of Relaxation Reagents on the Relative Widths of Lines in Spin Multiplets.<br />
J. Chem. Soc., Chem. Comm., 195 (1974)<br />
11. C. Cistaro, G. Fronza, R. Mondelli, S. Bradamante and G. Pagani<br />
NMR Study of Four-membered Rings. VI. 1 H Spectra and Conformation of Thietane-l-Oxide and<br />
Thietane-1,1-Dioxide.<br />
J. Magn. Resonance, 15, 367 (1974)<br />
12. G. Vidari, L. Garlaschelli, M. De Bernardi, G. Fronza and P. Vita-Finzi<br />
The Structure of a New sesquiterpene Epoxylactone from Lactarius scrobiculatus Scop. (Russulacae)<br />
by spectroscopic methods.<br />
Tetrahedron Letters, 1773 (1975)<br />
13. C. Cistaro, G. Fronza, R. Mondelli, S. Bradamante and G. A. Pagani<br />
NMR Study of Four-menbered Rings. VII. Preferential Axial Orientation of Groups in 3-Substituted<br />
Thietane-1,1-Dioxides.<br />
J. Magn. Resonance, 17, 219 (1975)<br />
14. M. De Bernardi, G. Fronza, G. Vidari and P. Vita-Finzi<br />
Fungal Metabolites II: New Sesquiterpenes from Lactarius scrobiculatus Scop. (Russulaceae).<br />
La Chimica & L'Industria, 58, 177 (1976)<br />
15. G. Fronza, R. Mondelli, G. Scapini, G. Ronsisvalle and F. Vittorio<br />
C-13 NMR Studies of N-Heterocycles. Conformation of Phenothiazines and 2,3-Diazaphenothiazines.<br />
J. Magn. Resonance, 23, 437 (1976)<br />
16. G. Vidari, M. De Bernardi, P. Vita-Finzi and G. Fronza<br />
Sesquiterpenes from Lactarius blennius.<br />
Phytochemistry, 15, 1953 (1976)<br />
17. A. Arnone, G. Fronza, R. Mondelli and A. Vigevani<br />
C-13 NMR Analysis of the Antitumor Antibiotics Daunorubicin and Adriamycin.<br />
Tetrahedron Leters, 3349 (1976)<br />
18. P. Bravo, G. Fronza and C. Ticozzi<br />
Palladium(II) Complexes with Sulfur Ylides: a New Complex Containing Methylsulfoxonium<br />
Dimethylide as a Chelating Ligand.<br />
J. Organometal. Chem., 118, C78 (1976)<br />
19. P. Bravo, G. Fronza and C. Ticozzi<br />
Palladium(II) Complexes with Keto-Stabilized Phosphonium, Arsonium and Pyridinium Ylides.<br />
J. Organometal. Chem., 111, 361 (1976)<br />
20. P. Bravo, G. Fronza, D. Maggi and C. Ticozzi<br />
2-( -Hydroxy- - Methylsulfinylmethyl)Alkyl-2,3-Dihydro-l-Benzofurans by Addition of the Whole<br />
Molecule of Dimethyloxosulfonium Methylide to o-Hydroxybenzalketones.<br />
Tetrahedron Letters, 1077 (1977)<br />
21. G. Fronza, R. Mondelli, E. W. Randall and G. Gardini<br />
4
C-13 Nuclear Magnetic Resonance of N-Heterocygles. Part 2. Natural Abundance Carbon-13 and<br />
Nitrogen-15 NMR Studies of - and 4 -Pyrrolin-2-ones and Model Compounds.<br />
J. Chem. Soc., Perkin II, 1746 (1977)<br />
22. A. Arnone, G. Fronza, R. Mondelli and J. St. Pyrek<br />
C-13 NMR Analysis of Anthraquinones as Models for Anthracycline Antibiotics.<br />
J. Magn. Resonance, 28, 69 (1977)<br />
23. G. Fronza, C. Fuganti and P. Grasselli<br />
Non-Carbohydrate-Based Enantioselective Synthesys of D(-)-Allomuscarine.<br />
Tetrahedron Letters, 3941 (1978)<br />
24. G. Fronza, P. Bravo and C. Ticozzi<br />
Carbon-13 Nuclear Magnetic Resonance Studies of Some Phosphonium, Arsonium, Sulfonium and<br />
Pyridinium Keto-Stabilized Salts and Ylides and of Their Palladium(II) Complexes.<br />
J. Organometal. Chem., 157, 299 (1978)<br />
25. G. Fronza, C. Fuganti, P. Grasselli and G. Marinoni<br />
Synthesis of N-benzoyl L- and D-2,3,6-Trideoxy-3-amino-xylo-hexose from NonCarbohydrate<br />
Precursors.<br />
Tetrahedron Letters, 3883 (1979)<br />
26. A. Arnone, L. Camarda, R. Cardillo, G. Fronza, L. Merlini, R. Mondelli, G. Nasini and J. St. Pyrek<br />
C-13 NMR Analysis of Dihydrogranaticin Methyl Ester. A Case of Mixed Biogenesis.<br />
Helv. Chim. Acta, 62, 30 (1969)<br />
27. G. Fronza, R. Mondelli and S. Bradamante<br />
NMR Study of Four-Membered Rings. IX. Conformation of Thietan-1,1-Dioxide and Thietan-1-Oxide<br />
from Their NMR Spectra in a Nematic Solvent.<br />
J. Magn. Resonance, 36 343 (1979)<br />
28. M. De Bernardi, G. Fronza, G. Mellerio, G. Vidari and P. Vita-Finzi<br />
New Sesquiterpene Hydroxylactones from Lactarius Species.<br />
Phytochemistry, 18, 293 (1979)<br />
29. P. Bravo, C. Ticozzi, G. Fronza, R. Bernardi and D. Maggi<br />
Oxygen Heterocycles by Sulfur Ylide Annulation. 2,3,4,5-Tetrahydro-3-Hydroxy-l-Benzooxepins from 2-<br />
(o-Hydroxyphenyl) Allylketones and Dimethyloxosulfonium Methylide.<br />
Gazz. Chim. Ital., 109, 137 (1979)<br />
30. G. Fronza, C. Fuganti and P. Grasselli<br />
Synthesis of N-Trifluoroacetyl-L-Acosamine and L-Daunosamine.<br />
J. Chem. Soc., Chem. Commum., 442 (1980)<br />
31. G. Fronza, C. Fuganti and P. Grasselli<br />
Synthesis of N-Benzoyl-L-Ristosamine.<br />
Tetrahedron Letters, 2999 (1980)<br />
32. D. Andina, M. de Bernardi, A. Del Vecchio, G. Fronza, G. Mellerio, G. Vidari and P. Vita-Finzi.<br />
Sesquiterpenes from Russula sardonia.<br />
Phytochemistry, 19, 93 (1980)<br />
33. M. De Bernardi, G. Fronza, G. Mellerio, G. Vidari and P. Vita-Finzi<br />
Stereochemistry of Blennin A and Blennin D from Lactarius blennius.<br />
Phytochemistry, 19, 99 (1980)<br />
34. S. Bruckner, G. Fronza, L. Malpezzi-Giunchi, V. A. Kozinski and O. Zelenskaja<br />
Synthesis and Structure of the New Mesoionic 1-Thiasydnonimine System.<br />
Tetrahedron Letters, 2101 (1980)<br />
5
35. R. Battaglia, M. De Bernardi, G. Fronza, G. Mellerio, G. Vidari and P. VitaFinzi<br />
Fungal Metabolites. VIII. Structure of New Sesquiterpenes from Lactarius scrobiculatus.<br />
J. Nat. Products, 43, 319 (1980)<br />
36. M. De Bernardi, G. Mellerio, G. Vidari, P. Vita-Finzi and G. Fronza<br />
Fungal Metabolites. Part 5. Uvidins, New Drimane Sesquiterpenes from Lactarius uvidus Fries.<br />
J. Chem. Soc., Perkin I, 221 (1980)<br />
37. E. Conca, M. De Bernardi, G. Fronza, M. A. Girometta, G. Mellerio, G. Vidari and P. Vita-Finzi<br />
Fungal Metabolites 10. New Chromenes from Lactarius fuliginosus and Lactarius picinus Fries.<br />
Tetrahedron Letters, 4327 (1981)<br />
38. G. Bertolli, G. Fronza, C. Fuganti, P. Grasselli, L. Majori and F. Spreafico<br />
On the -Ketols Obtained from -Unsaturated Aromatic Aldehydes and Bakers' Yeast.<br />
Tetrahedron Letters, 965 (1981)<br />
39. M. De Bernardi, G. Mellerio, G. Vidari, P. Vita-Finzi, G. Fronza, M. Kocor and J. St. Pyrek<br />
Fungal Metabolites. IX. Triterpenes from Naematoloma sublateritium.<br />
J. Nat. Products, 44, 351 (1981)<br />
40. G. Fronza, C. Fuganti, P. Grasselli, G. Pedrocchi-Fantoni and C. Zirotti<br />
On the Steric Course of the Addition of Diallylzinc onto alfa,beta-Dialkoxy Chiral Carbonyl<br />
Compounds: Stereospecific Synthesis of 2,6-Dideoxysugars of the L-Series.<br />
Tetrahedron Lett., 3143 (1982)<br />
41. G. Fronza, E. Ragg and G. Ronsisvalle<br />
Conformation of Thiantren and 2,7-Dichlorothiantren Partially Oriented in a Nematic Phase.<br />
J. Chem. Soc. Perkin II, 1209 (1982)<br />
42. G. Fronza, C. Fuganti, P. Grasselli, L. Majori, G. Pedrocchi-Fantoni and F. Spreafico<br />
Synthesis of Enantiomerically Pure Forms of N-Acyl Derivatives of C-Methyl Analogues of the<br />
Aminodeoxy Sugar L-Acosamine from Non- Carbohydrate Precursors.<br />
J. Org. Chem., 47, 3289 (1982)<br />
43. E. Ragg, G. Fronza and R. Mondelli<br />
Dynamic Aspects of the Stereochemistry of Phenothiazines in Solution. Part 2. Segmental Motion and<br />
Conformational Analysis of the Side-Chain in Promazines.<br />
J. Chem. Soc., Perkin II, 1587 (1982)<br />
44. G. Fronza, C. Fuganti and P. Grasselli<br />
Structure and Conformation of N-Benzoyl Derivatives of the Biologically Important 3-Amino-2,3,6-<br />
trideoxy-L-hexoses and Their Synthetic Precursor - and -Lactones; a H-1 and C-13 Nuclear<br />
Magnetic Resonance Study.<br />
J. Chem. Soc., Perkin I, 885 (1982)<br />
45. G. Fronza and E. Ragg<br />
Conformational Investigation of Dibenzo-p-Dioxin by Proton Magnetic resonance in a Liquid<br />
Crystalline Solvent.<br />
J. Chem. Soc., Perkin Trans. II, 291 (1982)<br />
46. E. Beltrami, M. De Bernardi, G. Fronza, G. Mellerio, G. Vidari and P. Vita-Finzi<br />
Coatline A and B, two C-Glucosyl--Hydroxydihydrochalcones from Eysenhardtia polystachya.<br />
Phytochemistry, 21, 2931 (1982)<br />
47. E. Ragg, G. Fronza, R. Mondelli and G. Scapini<br />
C-13 Nuclear Magnetic Resonance Spectroscopy of Nitrogen Heterocycles. Part 4. intra-extra<br />
Configuration of the N-Acetyl Group in Phenothiazine and Related Systems with a 'Butterfly' Shape.<br />
J. Chem. Soc., Perkin II, 1289 (1983)<br />
48. G. Fronza, C. Fuganti, P. Grasselli and G. Pedrocchi-Fantoni<br />
6
Synthesis of the Four Configurational Isomers of N-Benzoyl-2,3,6-trideoxy-3C-Methyl-3-Amino-L-Hexoses<br />
from the (2S,3R)-Diol Obtained from - Methylcinnamaldehyde by Fermentation with Bakers' Yeast.<br />
J. Carbohydrate Chem., 2, 225 (1983)<br />
49. M. De Bernardi, G. Mellerio, G. Vidari, P. Vita-Finzi and G. Fronza<br />
Fungal Metabolites. Part 15. Structure and Chemical Correlations of Uvidin C, D, and E, New Drimane<br />
Sesquiterpenes from Lactarius uvidus Fries.<br />
J. Chem. Soc., Perkin Trans. I, 2739 (1983)<br />
50. G. Fronza, R. Mondelli, F. Lelj, E. W. Randall and C. A. Veracini<br />
Structural Changes Induced in the NH 2 Group of Aniline by Substituents the Structure and Orientation of<br />
para-Bromo- and para-Nitroaniline [1- 15 N] in Nematic Liquid Crystal Solvent by NMR.<br />
J. Magn. Resonance, 37, 275 (1980)<br />
51. G. Fronza, C. Fuganti, P. Grasselli and G. Pedrocchi-Fantoni<br />
Synthesis of the N-Benzoyl Derivatives of L-arabino, L-xylo and L-lyxo (L-Vancosamine) Isomers of 2,3,6-<br />
trideoxy-3C-methyl-3-amminohexose from a Non-carbohydrate Precursor.<br />
Tetrahedron Letters, 5073 (1981)<br />
52. M. De Bernardi, G. Fronza, G. Mellerio, V. Valla, G. Vidari and P. Vita-Finzi<br />
Fungal Metabolites. XVII. Sesquiterpenes from Lactarius pallidus Peerson.<br />
Gazz. Chim. Ital., 114, 163 (1984)<br />
53. P. Bravo, G. Fronza and C. Ticozzi<br />
Oxygen Heterocycles by Sulfur Ylide Annulation. The Reaction of Dimethylsulphoxonium Methylide on<br />
ortho-Hydroxybenzal Ketones: a Case of Annulation Leading to a Mixture of Unexpected Oxygen<br />
Heterocycles.<br />
Gazz. Chim. Ital., 114, 93 (1984)<br />
54. R. Mondelli, A. Arnone, G. Fronza, G. Cassinelli, B. Gioia and A. Vigevani N,0-Isopropylidene Derivatives<br />
of the Antitumor Antibiotics Daunorubicin and Doxorubicin.<br />
J. Chem. Res. (S), 180 (1984)<br />
55. G. Fronza, C. Fuganti, P. Grasselli, G. Pedrocchi-Fantoni and C. Zirotti<br />
On the Steric Course of the Addition of Crotyl Metals onto (2S,3S) 2,3-Isopropylidenedioxybutyraldehyde<br />
and (3S,4S) 3,4-Isopropylidenedioxypentanone. Synthesis of 2,6-Dideoxy-2-C-Methyl Branched Sugars of<br />
the L-Series.<br />
Chemistry Letters, 335 (1984)<br />
56. M. De Bernardi, G. Fronza, M. P. Giannotti, G. Mellerio, G. Vidari and P. Vita-Finzi<br />
Fungal Metabolites. XIII: New Cytotoxic Triterpene from Hebeloma Species (Basidiomycetes).<br />
Tetrahedron Letters, 1635 (1983)<br />
57. W. M. Daniewsky, A. Wawrzun, M. De Bernardi, G. Vidari, P. Vita-Finzi, G. Fronza and G. Gatti<br />
Structural Studies on Lactarius Sesquiterpenes: Structure Elucidation of Lactarorufins D and E and<br />
Conformational Analysis of Lactaran-5-Olides.<br />
Tetrahedron, 40, 2757 (1984)<br />
58. G. Fronza, C. Fuganti, P. Grasselli and G. Pedrocchi-Fantoni<br />
Carbohydrate-like Chiral Synthons: Synthesis of the N-trifluoroacetyl Derivatives of 4-Amino-2,4,6-<br />
Trideoxy-L-lyxo, L-arabino and L-ribo-hexose from the (2S,3R)-2,3-Diol formed from Cinnamaldehyde<br />
in Fermenting Bakers' Yeast.<br />
Carbohydrate Research, 136, 115 (1985)<br />
59. O. Sterner, R. Bergman, J. Kihlberg, J. Oluwadiya, B. Wickberg, G. Vidari, M.<br />
De Bernardi, F. De Marchi, G. Fronza and P. Vita-Finzi<br />
Basidiomycete Sesquiterpenes: the Silica Gel Induced Degradation of Velutinal Derivatives.<br />
J. Org. Chem., 50, 950 (1985)<br />
60. F. Menegus and G. Fronza<br />
7
Modulation of Glycerophosphorylcholine and Glycerophosphoryletanolamine in Rice Shoots by<br />
Environment Oxygen Level. A P-31 NMR Study.<br />
FEBS Letters, 187, 2731 (1985)<br />
61. S. Sonnino, G. Kirschner, G. Fronza, H. Egge, R. Ghidoni, D. Acquotti and G. Tettamanti<br />
Synthesis of GM1 Ganglioside Inner Ester.<br />
Glycoconjugate J., 343 (1985)<br />
62. G. Fronza, C. Fuganti, P. Grasselli and S. Servi<br />
Bakers' Yeast Mediated Preparation of Carbohydrate-like Chiral Synthons.<br />
Tetrahedron Letters, 4961 (1985)<br />
63. D. Acquotti, S. Sonnino, M. Masserini, L. Casella, G. Fronza and G. Tettamanti<br />
A New Chemical Procedure for the Preparation of Gangliosides Carrying Fluorescent or Paramagnetic<br />
Probes on the Lipid Moiety.<br />
Chem. Phys. Lipids, 40, 71 (1986)<br />
64. M. De Bernardi, G. Fronza, A. Scilingo, G. Vidari and P. Vita-Finzi<br />
Fungal Metabolites XX: Chemical Correlation of Lactarane and Secolactarane Sesquiterpenes. Absolute<br />
Configuration of Furosardonin A, Lactaral and Blennin C.<br />
Tetrahedron, 42, 4277 (1986)<br />
65. G. Fronza, C. Fuganti, P. Grasselli and S. Servi<br />
Bakers' Yeast Mediated Synthesis of Epimeric 2,3-Dideoxy-2-C-Methyl-D-Glucose Derivatives.<br />
Tetrahedron Letters, 4363 (1986)<br />
66. S. Sonnino, D. Acquotti, G. Kirschner, G. Fronza and G. Tettamanti Advances in<br />
Ganglioside Chemistry.<br />
in Gangliosides and Neuronal Plasticity, Fidia Research Series, Vol. 6, 1746 (1986), Springer-Verlag<br />
67. R. Mondelli, E. Ragg and G. Fronza<br />
Conformational Analysis of N-Aeetyldaunomycin in Solution. A Transient H-1 Nuclear Overhauser<br />
Effect Study of the Glycosidic Linkage Geometry.<br />
J. Chem. Soc. Perkin Trans.II, 27 (1987)<br />
68. R. Mondelli, E. Ragg, G. Fronza and A. Arnone<br />
Nuclear Magnetic Resonance Conformational Study of Daunomycin and Related Antitumor Antibiotics in<br />
Solution. The Conformation of Ring A.<br />
J. Chem. Soc. Perkin II, 15 (1987)<br />
69. G. Fronza, C. Fuganti, G. Pedrocchi-Fantoni and S. Servi<br />
Stereochemistry and Synthetic Applications of the Products of Yeast Reduction<br />
of 3-Hydroxy-3-methyl-5-phenylpent-4-en-2-one.<br />
J. Org. Chem., 52, 1141 (1987)<br />
70. G. Fronza, C. Fuganti, P. Grasselli and S. Servi<br />
Baker's Yeast Mediated Synthesis of 4-Deoxy-D-lyxo-hexopyranose (4-Deoxy-D-mannose).<br />
J. Org. Chem., 52, 2086 (1987)<br />
71. D. Acquotti, G. Fronza, L. Riboni, S. Sonnino and G. Tettamanti<br />
Ganglioside Lactones: H-1 NMR Determination of the Inner Ester Position of GD1b Ganglioside Lactone<br />
Naturally Occurring in Human Brain or Produced by Chemical Synthesis.<br />
Glycoconjugate J., 4, 119 (1987)<br />
72. W. M. Daniewski, W. Kroszczynski, P. Skibicki, M. De Bernardi, G. Fronza, G. Vidari and P. Vita-Finzi<br />
Normarasmane Sesquiterpenes from Lactarius vellereus.<br />
Phytochemistry, 27, 187 (1988)<br />
73. G. Fronza, G. Kirschner, D. Acquotti, R. Bassi, L. Tagliavacca and S. Sonnino<br />
Synthesis and Structural Characterization of the Dilactone Drivative of GD1a Ganglioside.<br />
8
Carbohydrate Research, 182, 31 (1988)<br />
74. S. Sonnino, L. Riboni, D. Acquotti, G. Fronza, G. Kirschner, R. Ghidoni and G. Tettamanti<br />
Biochemistry of Ganglioside Lactones.<br />
in 'New Trends in Ganglioside Research - Neurochemical and Neurogenerative Aspects', Fidia Research<br />
Series, Vol. 14, 47-61 (1988)<br />
75. G. Fronza, C. Fuganti, G. Pedrocchi-Fantoni and D. Pizzi<br />
Synthesis of the Eight Configurational Isomers of N-trifluoroacetyl-2-Cmethyl-2,3,6-trideoxy-3-amino-Lhexose<br />
from Non-carbohydrate Precursors.<br />
J. Carbohydrate Chem., 7, 33 (1988)<br />
76. W. M. Daniewski, M. Gumulka, K. Ptaszynka, G. Vidari, L. Garlaschelli, G. Fronza and M. Budesinsky<br />
7-Epi-pipertriol, a Lactarane Sesquiterpene from Lactarius necator.<br />
Phytochemistry, 27, 3315 (1988)<br />
77. G. Fronza, C. Fuganti, H. Hogberg, G. Pedrocchi-Fantoni and S. Servi<br />
Chiral -Methyl-homoallylic Alcohols from Yeast Genarated Precursors. Synthesis of (4R,5S) Sitophilure.<br />
Chemistry Letters, 385 (1988)<br />
78. F. Menegus, L. Cattaruzza, A. Chersi, A. Selva and G. Fronza<br />
Production and Organ Distribution of Succinate in Rice Seedlings During Anoxia.<br />
Physiol. Plantarum, 74, 444 (1988)<br />
79. P. Bravo, E. Piovosi, G. Resnati and G. Fronza<br />
Asymmetric Synthesis and Structural Analysis 5-O-Benzoyl-2,3-dideoxy-3-fluoro- ,-D-ribofuranose and<br />
-xylofuranose from Homochiral 1-Fluoro-3-sulphynilacetone.<br />
J. Org. Chem., 54, 5171 (1989)<br />
80. F. Menegus, L. Cattaruzza, A. Chersi and G. Fronza<br />
Differences in the Anaerobic Lactate-Succinate Production and in the Changes of Cell Sap pH for Plants<br />
with High and Low Resistance to Anoxia.<br />
Plant Physiol., 90, 29 (1989)<br />
81. A. Bosetti, G. Fronza, G. Vidari and P. Vita-Finzi<br />
Norlactarane and Lactarane Sesquiterpenes from Lactarius scrobiculatus.<br />
Phytochemistry, 28, 1427 (1989)<br />
82. D. Faiardi, G. Fronza, C. Fuganti, G. Pedrocchi-Fantoni and D. Pizzi<br />
Synthesis of N-trifluoroacetyl Derivatives of Enantiomeric 2,5,6-Trideoxy-5amino hexoses from Noncarbohydrate<br />
Precursors.<br />
J. Carbohydrate Chem., 8, 469 (1989)<br />
83. G. Fronza, C. Fuganti and G. Pedrocchi-Fantoni<br />
Synthesis of the Four Configurational Isomers of a Protected Form of Ntrifluoroacetyl-4-C-methyl-2,4,6-<br />
trideooxy-4-amino-L-hexose.<br />
J. Carbohydrate Chem., 8, 85 (1989)<br />
84. R. Cardillo, G. Fronza, C. Fuganti, P. Grasselli, V. Nepoti, M. Barbeni and P. Guarda<br />
On the Mode of Conversion of Racemic C(14)--C(19) -Hydroxy Alkene Fatty<br />
Acids into C(7)--C(11) Optically Active and -Lactones in Cladosporium suaveolens.<br />
J. Org. Chem., 54, 4979 (1989)<br />
85. G. Fronza, G. Kirschner, D. Acquotti and S. Sonnino<br />
Synthesis, Structure and Conformation of the Dilactone Derivative of GD1b Ganglioside.<br />
Carbohydrate Research, 194, (1989)<br />
86. G. Fronza, C. Fuganti, P. Grasselli, G. Poli and S. Servi<br />
On the Products Obtained from -Oxygen Substituted Crotonaldehyde in Fermenting Baker's Yeast.<br />
Biocatalysis, 3, 51 (1990)<br />
9
87. S. Sonnino, D. Acquotti, G. Fronza, D. Cantù, V. Chigorno, M. Pitto, G. Kirschner and G. Tettamanti<br />
Semisynthetic Preparation of N-glycolylneuraminic Acid Containing GM1 Ganglioside: Chemical<br />
Characterization, Physico-chemical Properties and Some Biochemical Features.<br />
Chem. Phys. Lipids, 46, 181 (1988)<br />
88. G. Fronza, E. Ragg and R. Mondelli<br />
Dynamic Aspects of the Stereochemistry of Phenothiazines in Solution.<br />
Actualitè de Chimie Therapeitique - 8° Serie, 245 (1981)<br />
89. G. Fronza, C. Fuganti, G. Pedrocchi-Fantoni and S. Servi<br />
(R)-S-benzyl Thioglycerate: a New C-3 Bifunctional Chiral Material Obtained in Fermenting Baker's<br />
Yeast from Benzyl Mercaptan.<br />
Chemistry Letters, 2141 (1989)<br />
90. G. Bettinetti, F. Giordano, G. Fronza, A. Italia, R. Pellegatta, M. Villa and P. Ventura<br />
Sobrerol Enantiomers and Racemates: Solid State Spectroscopy, Thermal. Behaviour and Phase<br />
Diagrams.<br />
J. Pharmaceutical Sciences, 79, 470 (1990)<br />
91. P. Bravo, M. Frigerio, G. Fronza, A. Ianni and G. Resnati<br />
Synthesis of Four Homochiral 3,4-Dideoxy-3-fluoro-hexoses from a Noncarbohydrate Precursor.<br />
Tetrahedron, 46, 997 (1990)<br />
92. E. Ragg, C. Ulbricht, R. Mondelli, G. Fronza and S. Penco<br />
Conformational Analysis of Doxorubicin and Analogues in Aqueous solution. Determination of the<br />
Glycosidic Linkage Geometry by H-1 2D-Inversion Recovery Difference NOE Spectroscopy.<br />
Gazz. Chim. Ital., 120, 501, (1990)<br />
93. G. Fronza, C. Fuganti, D. Pizzi and S. Servi<br />
Stereoselective Preparation of Allylic Alcohol Intermediates in the Synthesis of Deoxysugars.<br />
J. Carbohydrate Chem., 9, 317 (1990)<br />
94. G. Fronza, A. Mele, G. Pedrocchi-Fantoni, D. Pizzi and S. Servi<br />
Addition of Activated Grignard Reagents to 2-Phenyloxazolines.<br />
J. Org, Chem., 55, 6216 (1990)<br />
95. G. Fronza, C. Fuganti, P. Grasselli, A. Mele, G. Allegrone, M. Barbeni and A. Pisciotta<br />
Stereochemistry of the Methyne-Methylene Conversion in the Biogeneration of (S) -Decanolide and (S)-<br />
-Dodecanolide from (13RS)-13-Hydroxyoctadeca-9Z,11E-dienoic and (10RS)-10-Hydroxyoctadec-8Eenoic<br />
Acid.<br />
J. Chem. Soc. Perkin Trans. I, 2977 (1991)<br />
96. G. Fronza, C. Fuganti, P. Grasselli, R. Pulido-Fernandez, S. Servi, A. Tagliani and M. Terreni<br />
On the Mode of Baker's Yeast Reduction of Enantiomeric 4-Acyl Butanolides.<br />
Tetrahedron, 47, 9247 (1991)<br />
97. G. Fronza, C. Fuganti, A. Mele and G. Pedrocchi-Fantoni<br />
On the Use of (4S,5S)-2-Phenyl-4,5-dimethyl-4-formyl-4,5-dihydrooxazole in the Synthesis of N-<br />
protected 2,3,4,6-Tetradeoxy-4-C-methyl-4-amino-L-hexose Derivatives.<br />
J. Carbohydrate Chem., 10, 197 (1991)<br />
98. S. Auricchio, G. Fronza, S. V. Meille and A. Mele<br />
8-Bromoerythronolide 5,9:6,9-Spiroacetal B: Synthesis, Structure, Conformation, and Nucleophilic<br />
Substitution Reactivity.<br />
J. Org. Chem., 56, 2250 (1991)<br />
99. R. Cardillo, G. Fronza, C. Fuganti, P. Grasselli, A. Mele, D. Pizzi. G. Allegrone, M. Barbeni and A.<br />
Pisciotta<br />
10
Stereochemistry of the Microbial Generation of -Decanolide, -Dodecanolide, and -Nonanolide from<br />
C(18) 13-Hydroxy, and C(19) 14-Hydroxy Unsaturated Fatty Acids.<br />
J. Org. Chem., 56, 5237 (1991)<br />
100. G. Fronza, C. Fuganti, P. Grasselli and A. Mele<br />
On the Mode of Bakers' Yeast Transformation of 3-Chloropropiophenone and related Ketones. Synthesis<br />
of (2S)-[2- 2 H]Propiophenone, (R)-Fluoxetine, and (R)- and (S)-Fenfluramine.<br />
J. Org. Chem., 56, 6019 (1991)<br />
101. D. Acquotti, G. Fronza, E. Ragg and S. Sonnino<br />
Three Dimensional Structure of GD1b and Gdlb-monolactone Gangliosides in Dimethylsulphoxide: a<br />
Nuclear Overhauser Effect Investigation Supported by Molecular Dynamics Calculations.<br />
Chem. Phys. Lipids, 59, 107 (1991)<br />
102. M. Aquino, S. Cardani, G. Fronza, C. Fuganti, R. Pulido-Fernandez and A. Tagliani<br />
Baker's Yeast Reduction of Arylalkyl and Arylalkenyl and -Ketoacids.<br />
Tetrahedron, 47, 7887 (1991)<br />
103. G. Fronza, C. Fuganti, P. Grasselli, G. Pedrocchi-Fantoni and S. Servi<br />
Minor Synthetic Capacities of Baker's Yeast towards Unnatural Substrates.<br />
Pure & Appl. Chem., 64, 1099 (1992)<br />
104. G. Fronza, C. Fuganti, A. Mele, G. Pedrocchi-Fantoni and S. Servi<br />
On the Origin of the C 3 Framework of Yeast-Generated (R)-S-Benzyl Thioglycerate.<br />
J. Org. Chem., 57, 999 (1992)<br />
105. P. Bravo, L. Bruche, D. Diliddo and G. Fronza<br />
Synthesis of Trifluoromethyl-substituted 4,5-Dihydropyrazoles.<br />
J. Chem. Research (S), 40 (1992)<br />
106. G. Fronza, C. Fuganti and P. Grasselli<br />
Stereochemistry of the Yeast-Mediated Conversion of Delta 2-Decenolide into Delta Decanolide.<br />
Tetrahedron Letters, 33, 6375 (1992)<br />
107. M. De Bernardi, G. Vidari, P. Vita-Finzi and G. Fronza<br />
The Chemistry of Lactarius fuliginosus and Lactarius picinus.<br />
Tetrahedron, 48, 7331 (1992)<br />
108. G. Fronza, C. Fuganti, P. Grasselli and M. Terreni<br />
On the Mode of Baker's Yeast Reduction of Methyl Substituted Arylalkyl Gamma and Delta Keto Acids.<br />
Synthesis of Cis-(+)-Rose Oxide.<br />
Tetrahedron, 48, 7363 (1992)<br />
109. G. Fronza, C. Fuganti, P. Grasselli, G. Pedrocchi-Fantoni and S. Servi<br />
Enzyme Assisted Synthesis of (S)-Sotolon.<br />
Tetrahedron Letters, 33, 5625 (1992)<br />
110. S. Auricchio, G. Fronza. A. Mele and D. Favara<br />
Structure and Conformation of Erythronolide B and (8S)-(8-Fluoroerythronolide B Spiroacetals and of Their<br />
Acetyl Derivatives. A H-1 NMR Study.<br />
J. Org. Chem., 57, 452 (1992)<br />
111. P. Bravo, L. Bruche, G. Fronza and G. Zecchi<br />
A Cycloadditive Route to Trifluoromethyl-Substituted Aminoalcobols.<br />
Tetrahedron, 48, 9775 (1992)<br />
112. M. Schiavi, S. Serafini, A. Italia, M. Villa, G. Fronza and A. Selva<br />
Identification of the Major Degradation Products of 4-Methoxy-2-(3-phenyl-2propynyl)phenol Formed by<br />
Exposure to Air and Light.<br />
J. Pharmaceutical Sciences, 81, 812 (1992)<br />
11
113. G. Fronza, A. Mele, E. Redenti and P. Ventura<br />
Proton Nuclear Magnetic Resonance Spectroscopy Studies of the Inclusion Complex of Piroxicam with<br />
Beta-Cyclodextrin.<br />
J. Pharmaceutical Sciences, 81, 1162 (1992)<br />
114. E. Redenti, G. Fronza, G. Bovis and P. Ventura<br />
Application of Gamma Cyclodextrin to, Enantiomeric Purity Determination of a New 2-Amino-Tetralin<br />
Derivative by 1 H-NMR Spectroscopy.<br />
Chirality, 404 (1992)<br />
115. G. Fronza<br />
Stereochimica della Riduzione dei Doppi Legami nella Biogenerazione di (S)Delta-Decanolide e di (S)-<br />
Gamma-Dodecanolide da Beta-Idrossiacidi Insaturi.<br />
La Chimica 6 L'Industria, 74, 408 (1992)<br />
116. G. Fronza, C. Fuganti and P. Grasselli<br />
Stereochemical Features of Baker's Yeast Mediated Transformation of Racemic and Enantiomerically Pure<br />
2-Deutero-3-Chloropropiophenone.<br />
Tetrahedron Asymmetry, 4, 1909 (1993)<br />
117. G. Fronza, C. Fuganti, P. Grasselli. A. Mele, A. Sarra, G. Allegrone and M. Barbeni<br />
On the Mode of Baker's Yeast Reduction of C-7---C-10 2-Alken-4-Olides.<br />
Tetrahedron Letters, 34, 6467 (1993)<br />
118. Bravo, L. Bruchè, A. Farina, G. Fronza, S. V. Meille and A. Merli<br />
Synthesis of Optically Pure Fluorosubstituted Isoxazol.idines by 1,3-Dipolar Cycloaddition of Nitrones to<br />
Chiral Methyl Enol Ethers of 3-Fl.uoro-lsulphinyl-2-propanones.<br />
Tetrahedron Asymmetry, 4, 2131 (1993)<br />
119. G. Fronza, C. Fuganti, P. Grasselli, G. Pedrocchi-Fantoni and S. Servi<br />
On the Mechanism of the Formation of Tetrahydrofurans from 1,4-Dials Mediated by Triphenylphosphine<br />
and N-Bromosuccinimide.<br />
Tetrahedron Letters, 34, 2981. (1993)<br />
120. G. Ronsisvalle, L. Pasquinucci, M. S. Pappalardo, F. Vittorio, G. Fronza, C. Romagnoli, E. Pistacchio, S.<br />
Spampinato and S. Ferri<br />
Non-Peptide Ligands for Opioid Receptors. Design of K-Specific Agonists.<br />
J. Medicinal Chem., 36, 1860 (1993)<br />
121. G. Fronza, C. Fuganti, P. Grasselli and S. Servi<br />
Biogeneration of Aromas.<br />
Chimia, 47, 107 (1993)<br />
122. G. Fronza, C. Fuganti, P. Grasselli, M. Barbeni and M. Cisero<br />
Natural Abundance 2 H Nuclear Magnetic Resonance Study of the Origin of (R)-Delta-Decanolide.<br />
J. Agric. Food Chem., 41, 235 (1993)<br />
123. G. Fronza, C. Fuganti, P. Grasselli, G. Zucchi, G. Allegrone, M. Barbeni, P. Cabella and M. Cisero<br />
Stereochemistry of the Conversion of (R) Coriolic Acid into Delta Decanolide in Cladosporium suaveolens.<br />
Biotechnology Letters, 15, 1233 (1993)<br />
124. G. Fronza, C. Fuganti, A. Mele, G. Pedrocchi-Fantoni, S. Servi<br />
On the Mechanism of Baker's Yeast Mediated Synthesis of (R) S-Benzyl Thioglycerate. Experiments in<br />
Deuterated Water.<br />
Tetrahedron, 50, 857 (1994)<br />
125. G. Fronza, C. Fuganti, P. Grasselli and A. Mele<br />
On the Asymmetric Dihydroxylation of (2S,3R) 5-Phenyl-4-en-2,3-diol Derivatives.<br />
Tetrahedron, 50, 5021 (1994)<br />
12
126. G. Fronza, C. Fuganti, P. Grasselli, L. Malpezzi and A. Mele<br />
Bakers' Yeast Mediated Preparation of Esters of (R)- and (S)-Ethyl 2-Formyl-3-hydroxy-2-<br />
methylpropionate.<br />
J. Org. Chem., 59, 3487 (1994)<br />
127. P. Bravo, L. Bruchè, A. Merli, G. Fronza<br />
High Asymmetric Induction of Intermolecular 1,3-Dipolar Cycloadditions of Nitrile Oxides to Chiral Vinyl<br />
Sulphoxides.<br />
Gazz. Chim. Ital. 124, 275 (1994).<br />
128. G. Fronza, C. Fuganti, P. Grasselli, S. Lanati, R. Rallo, S. Tchilibon<br />
Stereochemistry of the Baker's yeast Mediated Reduction of the C=C Bond of (Z)- and (E)5-Benzoyloxyex-3-en-<br />
2-one.<br />
J. Chem. Soc. Perkin Trans. I, 2927 (1994).<br />
129. C. Boschetti, G. Fronza, C. Fuganti, P. Grasselli, A. G. Magnone, A. Mele, C. Pellegatta A Nuclear Magnetic<br />
Resonance method for the Determination of the Purity of Commercial Dequalinium Chloride.<br />
Arzneim. Forsch./Drug Res., 45(II), 1217 (1995).<br />
130. A. Bravo, F. Fontana, G. Fronza, F. Minisci, A. Serri<br />
Oxidation of Alkyl and Aryl Iodides, Phenylacetaldehyde and Alkenes by Dimethyldioxirane. Reaction<br />
Products and mechanism.<br />
Tetrahedron Letters, 36, 6945 (1995).<br />
131. G. Fronza, C. Fuganti, A. Mele, G. Pedrocchi-Fantoni, A. Sarra, S. Servi<br />
On the Mechanism of Baker's Yeast-Mediated Synthesis of S-Benzyl (R)- Thioglycerate. Experiments<br />
with C 3 Precursors.<br />
Gazz. Chim. Ital., 125, 305 (1995).<br />
132. G. Fogliato, G. Fronza, C. Fuganti, S. Lanati, R. Rallo, R. Rigoni, S. Servi<br />
Baker's Yeast Reduction of Arylidenecycloalkanones.<br />
Tetrahedron, 51, 10231 (1995).<br />
133. A. Bravo, F. Fontana, G. Fronza, A. Mele, F. Minisci<br />
Induced Homolysis of Dimethyldioxirane by Alkanes and Alkyl Radicals in Oxidation Processes.<br />
The Dramatic Role of Molecular Oxygen and Radical inhibitors.<br />
J. Chem. Soc., Chem. Commun.,1573 (1995).<br />
134. Fronza, G.; Fuganti, C.; Grasselli, P.; Servi, S.; Zucchi, G.; Barbeni, M.; Cisero, M.<br />
On the Microbial Biogeneration of and lactones: Species-Dependence of the Mode of degradation of<br />
Hydroxylated Forms of C-18 Unsaturated Fatty Acids”<br />
Bioflavour 95, INRA, Les Colloques n 75, 1995, 283-96.<br />
135. Fronza, G.; Fogliato, G.; Fuganti, C.; Lanati, S.; Rallo, R.; Servi, S.<br />
On the Mode of Baker's Yeast Reduction of Benzylidenecyclohexanone<br />
Tetrahedron Lett., 1995, 36, 123-4<br />
136. Fogliato, G.; Fronza, G.; Fuganti, C.; Grasselli, P.; Servi<br />
S. “ Bakers' yeast-mediated synthesis of (R)-aminoglutethimide.”<br />
J. Org. Chem. 1995 , 60, 5693-5.<br />
137. Fuganti, C.; Rigoni, R.; Zucchi, G.; Barbeni, M; Cisero, M.; Villa, M.<br />
On the soybean type-I lipoxygenase-mediated conversion of linoleic acid into (S)-2-nonen-4-olide.<br />
Biotechnol. Lett. 1995 , 17, 301-4.<br />
138. Fogliato, G.; Fronza, G.; Fuganti, C.; Grasselli, P.; Servi, S.; Zucchi, G.<br />
Stereochemistry of the bakers' yeast-mediated reductive conversion of furfurol into 2-furylmethanethiol.<br />
Biotechnol. Lett. 1995, 17, 1175-6.<br />
13
139. Fronza, G.; Fuganti, C.; Grasselli, P.; Servi, S.; Zucchi, G.<br />
Natural Abundance 2H Nuclear Magnetic Resonance Study of the Origin of 2-Phenylethanol and 2-<br />
Phenylethyl Acetate.<br />
J. Agric. Food Chem. 1995 , 43, 439-43.<br />
140. Fronza, G.; Fuganti, C.; Grasselli, P.; Servi, S.; Zucchi, G.; Barbeni, M.; Villa, M.<br />
Reduction of carboxylates to alkanols catalyzed by Colletotrichum gloeosporioides.”<br />
J. Chem. Soc. Chem. Commun. 1995, 439-40.<br />
141. Bravo, P.; Crucianelli, M.; Fronza, G.; Zanda, M.<br />
Enantioselective Pummerer-Type Rearrangementof -Fluoro--Enaminosulfoxides: Efficient Approach to<br />
Chiral Non-Racemic ,-N,S-Disubstituted Ketals of -Fluoro-Pyruvaldehydes”.<br />
Synlett. 1996, 249-251.<br />
142. Arnone, A.; Bravo, P.; Capelli, S.; Fronza, G.; Meille, S. V.; Zanda, M.; Crucianelli, M.; Cavicchio, G.<br />
New Versatile Fluorinated Chiral Building Blocks: Synthesis and Reactivity of Optically Pure -fluoroalkyl-sulfinylenamines”.<br />
J. Org. Chem. 1996, 61, 3375-3387.<br />
143. Fronza, G.; Mele, A.; Redenti, E.; Ventura, P.<br />
1 H-NMR and Molecular Modeling Study on the -Cyclodextrin-Indomethacin Inclusion Complex.",<br />
J. Org. Chem. 1996, 61, 909.<br />
144. Fattori, R.; Pellacini, F.; Romagnano, S.; Fronza, G.; Rallo, R.<br />
Unusual Isoxazoline Formation by Intramolecular Cyclization of (9E)-Erythromycin A Oxime.”<br />
J. of Antibiotics 1996, 49, 938.<br />
145. Fronza, G.;. Fuganti, G.; Pedrocchi-Fantoni, G.; Perozzo, V.; Servi, S.; Zucchi, G.; Joulain, D.<br />
Stereochemistry of the Baeyer-Villliger type conversion of 4-(4-hydroxyphenyl) butan-2-one (Raspberry Ketone)<br />
into tyrosol mediated by Beauveria bassiana.”<br />
J. Org. Chem. 1996, 61, 9362-9367.<br />
146. Favino, T. F., Fronza, G.; Fuganti, C.; Fuganti, D.; Grasselli, P.; Mele, A.<br />
Penicillin acylase mediated synthesis of 2-acetyl-1-pyrroline and 2-propionyl-1-pyrroline, key roast-smelling<br />
odorants in food. Inclusion complexes with-cyclodextrin and their NMR and MS characterization.<br />
J. Org. Chem.., 1996, 61, 8975-8979.<br />
147. Fronza, G.; Fuganti, C.; Mendozza, M.; Rallo, R. S.; Ottolina, G.; Joulain, D. Stereochemistry of the Double<br />
Bond saturation in the Formation in Baler’s Yeast of 4-(4-hydroxyphenyl)-2-butanone (Raspberry Ketone).<br />
Tetrahedron 1996, 52, 4041.<br />
148. Fronza, G.; Fuganti, C.; Zucchi, G.; Barbeni, M.; Cisero, M.<br />
Natural abundance 2 H Nuclear Magnetic Resonance Study of the Origin of n-Hexanol.<br />
J. Agric. Food. Chem. 1996, 44, 887-891.<br />
149. Fronza, G.;.Fuganti, C.; Mendozza, M.; Rigoni, R.; Servi, S.; Zucchi, G.<br />
Stereochemical Aspects of Flavor biogeneration through Baker’s Yeast Mediated Reduction of cCarbonylactivated<br />
double bonds.<br />
Pure & Appl. Chem. 1996, 68, 2065-2071.<br />
150. Fronza, G.; Fogliato, G.; Fuganti, C.; Grasselli, P.; Rigoni, R.<br />
Synthesis of (S) 2 -Ethyl-2-methyl-pentanoic Acid from the Formate Ester of (S) Ethyl 2-formyl-3-hydroxy-2-<br />
methylpropionate.<br />
Tetrahedron 1996, 52, 14281-14286.<br />
151. Brenna, E.; Caraccia, N.; Fogliato, G.; Fronza, G.; Fuganti, C.<br />
On a Baker’s Yeast Mediated Approach to Verapamil’s Optically Active Intermediates<br />
Tetrahedron, 1997, 53, 10555-10564.<br />
14
152. Volonterio, A.; Zanda, M.; Bravo, P.; Fronza, G.; Cavicchio, G.; Crucianelli, M.<br />
Preparation of (R)-Fluoropyruvaldehyde-N,S-Ketals by Highly Stereospecific Tandem Pummerer<br />
Rearrangement/1,2-p-Tolylthio Group Migration of (R)--(Fluoroalkyl)--sulfinylenamines.<br />
J. Org. Chem., 1997, 62, 8031-8040.<br />
153. Redenti E., Zanol M., Amari G., Ventura P., Fronza G., Bacchi A., Pelizzi G.<br />
Structural Characterization and Solution Rotational Isomerism of Delapril Hydrochloride, a Dipeptide<br />
Angiotensin-converting Enzyme Inhibitor.<br />
Farmaco, 1998, 53, 214-223.<br />
154. Fronza G., Fuganti C., Guillou C., Reniero F., Joulain D.<br />
Natural Abundance 2 H Nuclear Magnetic Resonance Study of the Origin of Raspberry Ketone<br />
J. Agric. Food Chem., 1998, 46, 248-254.<br />
155. Fronza G., Fuganti C., Grasselli P., Reniero F., Guillou C., Breas O., Sada E., Rossmann A., Hermann A.<br />
Determination of the 13 C Content of Glycerol Samples of Different Origin.<br />
J. Agric. Food Chem. 1998, 46, 477-480.<br />
156. Caccia F., Dispenza R., Fronza G., Fuganti C., Malpezzi L., Mele A.<br />
Structure of Neohesperidin Dihydrochalcone/beta-Cyclodextrin Inclusion Complex : NMR, MS, and X-ray<br />
Spectroscopic Investigation<br />
J. Agric. Food Chem., 1998, 46, 1500-1505.<br />
157. Bravo A., Fontana F., Fronza G., Minisci F., Zhao L.<br />
Molecule-Induced Homolysis versus "Concerted Oxenoid Oxygen Insertion" in the Oxidation of Organic<br />
Compounds by Dimethyldioxirane<br />
J. Org. Chem., 1998, 63, 254-263.<br />
158. Aleu J., Fronza G., Fuganti C., Perozzo V., Serra S.<br />
On the Baker’s Yeast Mediated Transformation of alfa-Bromoenones. Synthesis of (1S,2R)-2-bromoindan-1-ol<br />
and (2S,3S)-3-bromo-4-phenylbutan-2-ol.<br />
Tetrahedron-asymmetry, 1998, 9, 1589-1596.<br />
159. Ronzoni S., Cerri A., Dondio G., Fronza G., Petrillo P., Raveglia L. F., Gatti P. A.<br />
Synthesis and NMR characterization of a novel class of thienomorphinans<br />
Org. Letters, 1999, 1, 513-515.<br />
160. Redenti E., Zanol M., Ventura P., Fronza G., Comotti G., Taddei P., Bertoluzza A.<br />
Raman and solid state C-13 NMR investigation of the structure of the 1:1 amorphous Piroxicam: beta-<br />
Cyclodextrin inclusion compound.<br />
Biospectroscopy, 1999, 5, 243-251.<br />
161. Redenti E., Ventura P., Fronza G., Selva A., Rivara S., Plazzi P.V., Mor M.<br />
Experimental and theoretical analysis of the interaction of (+/-)-cis-ketoconazole with beta-cyclodextrin<br />
in the presence of (+)-L-tartaric acid.<br />
J. Pharm. Sci., 1999, 88, 599-607.<br />
162. Fronza G., Fuganti C., Pedrocchi Fantoni G., Serra S.,Zucchi G., Fauhl C., Guillou C., Reniero F.<br />
Stable isotope characterization of raspberry ketone extracted from taxus baccata and obtained by<br />
oxidation of the accompanying alcohol (betuligenol).<br />
J. Agric. Food Chem., 1999, 47, 1150-1155.<br />
163. Brenna E., Fuganti C., Fronza G., Malpezzi L., Righetti A., Serra S.<br />
Enzyme-mediated preparation of (+) and (-)-cis and trans-alfa-irone.<br />
Helv. Chim. Acta, 1999, 82, 2246-2259.<br />
164. Brenna E., Fronza G., Fuganti C., Righetti A., Serra S.<br />
Enzyme-mediated preparation of the single enantiomers of the olfactory active components of the woody<br />
odorant Timberol®.<br />
Helv. Chim. Acta, 1999, 82, 1762-1773.<br />
15
165. Cisero M., Fronza G., Fuganti C., Guillou C., Reniero F.<br />
Biogeneration of aromas: mechanistic aspects of the microbial generation of several aroma components<br />
and authentication of their origin using the H-2 NMR spectroscopy.<br />
Flavour and Fragrance Chemistry - Kluwer Academic Publishers - Dordrecht - The Nederlands, 2000,<br />
pp. 121-130, (Chapter 13).<br />
166. Volonterio A., Bravo P., Corradi E., Fronza G., Meille S.V., Vergani B., Zanda M.<br />
Unusual nonchelation controlled allylation of a N-monoprotected -amino aldehyde: stereoselective entry to<br />
nonracemic trifluoromethyl dipeptide isosteres<br />
Journal of Fluorine Chemistry, 2001,108, 245-252.<br />
167. Fronza G., Fuganti C., Grasselli P., Serra S., Reniero F., Guillou C.<br />
13 C- and 18 O-values of glycerol of food fats.<br />
Rapid Communications in Mass Spectrometry, 2001,18, 763-768.<br />
168. Fronza G., Fuganti, C., Serra S., Burke A. Guillou C., Reniero F.<br />
The positional of - 18 O values of extracted and synthetic vanillin<br />
Helvetica Chimica Acta, 2001, 84, 351-362.<br />
169. Fustero S., Navarro A., Belen P., Garcia Soler J., Bartolomé A., Asensio A., Simon A., Bravo P., Fronza G.,<br />
Volonterio A., Zanda M.<br />
Enantioselective synthesis of fluorinated -amino acids and derivatives in combination with ring-closing<br />
metathesis: intramolecular -stacking interactions as a source of stereocontrol<br />
Organic Letters, 2001, 3, 2621-2624.<br />
170. Aleu J.,Fronza G., Fuganti C., Serra S., Fauhl C., Guillou C., Reniero F.<br />
Differentiation of natural and synthetic phenylacetic acids by 2 H NMR of the derived benzoic acids.<br />
European Food Research and Technology, 2002, 214, 63-66.<br />
171. Fronza G., Fuganti C., Schmidt H. L., Werner R. A.<br />
The - 18 O-value of the p-OH group to L-tyrosine permits the assignment of its origin to plant or animal sources<br />
European Food Research And Technology, 2002, 215, 55 -,58.<br />
172. Fronza G., Fuganti C., Serra S., Cisero M., Koziet J.<br />
Stable isotope labeling pattern of resveratrol and related natural stilbenes<br />
J. Agric. Food Chem., 2002, 50, 2748-2754.<br />
173. G. Fronza, C. Fuganti, E. Genesio, A. Mele<br />
Structural Features of the -CD Complexes with Naringin and its Dihydrochalcone and Aglycon Derivatives<br />
by 1 H NMR.<br />
J. Incl. Phenomena and Macrocyclic Chem., 2002, 44, 225-228.<br />
174. A. Abate, E. Brenna, G. Fronza, C. Fuganti, S. Ronzani, S. Serra<br />
Enzyme-Mediated Preparation of Chiral 1,3-Dioxane Odorants.<br />
Helv. Chim. Acta, 2003, 86, 592-606.<br />
175. E. Brenna, G. Fronza, C. Fuganti, M. Pinciroli,<br />
Differentiation of natural and synthetic phenylalanine and tyrosine through Natural Abundance 2 H Nuclear<br />
Magnetic Resonance"<br />
J. Agric. Food Chem., 2003 , 51, 4866 – 4872.<br />
176. S. Armellin, E. Brenna, G. Fronza, C. Fuganti, G. A. Magnone, C. Pellegatta<br />
Structural characterisation of an impurity of a commercial sample of Tamoxifen.<br />
Pharm. Ind., 2004, 66, 224-227.<br />
177. S. Armellin, E. Brenna, G. Fronza, C. Fuganti, M. Pinciroli, S. Serra<br />
Establishing the synthetic origin of amphetamines by 2 H NMR spectroscopy.<br />
Analyst, 2004, 129, 130-133.<br />
16
178. L. Malpezzi, G. Fronza, C. Fuganti, A. Mele, S. Bruckner<br />
Crystal architecture and conformational properties of the inclusion complex, neohesperidin dihydrochloridecyclomaltoheptaose<br />
(-cyclodextrin), by X-ray diffraction.<br />
Carbohydrate Research, 2004, in press.<br />
179. G. Fronza, C. Fuganti, M. Pinciroli, S. Serra<br />
Stereochemical Aspects of the Bioreduction of the conjugated double bond of perillaldehyde.<br />
Tetrahedron: Asymmetry, 2004, 15, 3073-3077.<br />
180. E. Brenna, G. Fronza, C. Fuganti, F. G. gatti, M. Pinciroli, S. Serra<br />
Differentiation of Extractive and Synthetic salicin. The 2 H Aromatic Pattern of Natural 2-Hydroxybenzyl<br />
Alcohol.<br />
J. Agric. Food Chem., 2004, 52, 7747– 7751.<br />
181. A. Abate, E. Brenna, G. Fronza, C. Fuganti, F. G. Gatti, S. Serra, E. Zardoni<br />
Preparation of the enantiomerically enriched isomers of the odorous cyclic ethers Clarycet, Florol and<br />
Rhubafuran by enzymatic catalysis.<br />
Helv. Chim. Acta, 2004, 87, 765-780.<br />
182. T. Haack, R. Fattori, M. Napoletano, F. Pellacini, G. Fronza, G. Raffaini, F. Ganazzoli<br />
Phthalazine PDE IV inhibitors: Conformational study of some 6-methoxy-1,4-disubstitutedderivatives.<br />
Bioorg. Med. Chem., 2005, 13, 4425-4433.<br />
183. Arnone, A. Bava, G. Fronza, G. Nasini, E. Ragg<br />
Concavine, an unusual diterpenic alkaloid produced by the fungus Clitocybe concava.<br />
Tetrahedron Lett., 2005, 46, 8037-8039.<br />
184. E. Brenna, G. Fronza, C. Fuganti, F. G. Gatti, V. Grande, S. Serra, C. Guillou, F. Remiero, F. Serra<br />
Stable isotope characterization of the ortho-oxygenated phenylpropanoids: Coumarin and Melilotol.<br />
J. Agric. Food Chem., 2005, 53, 9383-9388.<br />
185. Mele, G. Romanò, M. Giannone, E. Ragg, G. Fronza, G. Raos, V. Marcon<br />
The local structure of ionic liquids: cation-cation NOE interactions and internuclear distances in neat [BMIN][BF 4 ] and<br />
[BDMIM}[BF 4 ].<br />
Angew. Chem. Int. Ed., 2006, 45, 1123-1126.<br />
186. H-L. Schmidt, R. A. Werner, W. Eisenreich, C. Fuganti, G. Fronza, G. Remaud, R. J. Robins<br />
The prediction of isotopic patterns in phenylpropanoids from their precursors and the mechanism of the NIH-shift: Basis of<br />
the isotopic characteristics of natural aromatic compounds.<br />
Phytochemistry, 2006, 67, 1094-1103<br />
187. S. Armelli, E. Brenna, S. Frigoli, G. fronza, C. Fuganti, D. Mussida<br />
Determination of the synthetic Origin of Methamphetamine samples by 2 H NMR Spectroscopy.<br />
Anal. Chem., 2006, 78, 3113-3117<br />
188. A. Bava, S. Dallavalle, G. Fronza, G. Nasini, O. Vajna de Pava<br />
Absolute Configuration of Sporotricale and structure of 6-Hydroxysporotricale<br />
J. Nat. Prod., 2006, 69, 1793-1795.<br />
189. E. Brenna, G. Fronza, C. Fuganti<br />
Traceability of synthetic drugs by position-specific deuterium isotope ratio analysis. The case of prozac and fluoxetine<br />
generics.<br />
Analytica Chimica Acta, 2007, 601, 234-239.<br />
190. E. Brenna, S. Frigoli, G. Fronza, C. Fuganti, L. Malpezzi<br />
Isolation and characterisation of a phenolic impurity in a commercial sample of duloxetine.<br />
J. Pharm. Biomed. Analysis, 2007, 43, 1573-1575.<br />
191. E. Brenna, C. Fuganti, G. Fronza, F. G. Gatti, F. sala, S. Serra<br />
New synthetic approachto atipica retinoics: application of a versatile annulation procedure.<br />
Tetrahedron, 2007, 63, 2351-2356.<br />
192. G. Nasini, A. Bava, G. Fronza, G. Giannini<br />
17
Microbial transformation of spirolaxine, a bioactive undecaketide fungal metabolita from Basidioycete Sporotrichum<br />
laxum.<br />
Chemistry & Biodiversity, 2007, 4, 2772-2779.<br />
193. E. Brenna, S. Frigoli, G. Fronza, C. Fuganti, S. serra<br />
Impurities of tazarotene: isolation and structural characterisation.<br />
J. Pharm. Biomed. Anal., 2008, 46, 574-576.<br />
194. D. Accett, E. Brenna, G. fronza, C. Fuganti<br />
Monitoring the synthetic procedures of commercial drugs by 2H NMR spectroscopy: the case of ibuprofen and naproxen.<br />
Talanta, 2008, 76, 651.655.<br />
195. A. arnone, A. bava, G. Fronza, G. Nasini<br />
Anomalous microbial transformation on the taxane ring of 10-DAB by a strain of the fungus Curvularia lunata:<br />
transbezoylation, transacetylation, and opening of the oxetane ring.<br />
J. Nat. Prod., 2009, 72, 2000-2004.<br />
196. G. Fronza, C. Fuganti, S. Serra<br />
Stereochemical course of the Baker’s yeast mediated reduction of the tri- and tetrasubstituted double bonds of substituted<br />
cinnamaldehydes.<br />
Eur. J. Org. Chem., 2009, 6160-6171.<br />
197. E. Beneventi, G. Ottolina, G. carrea, W. Panzeri, G. Fronza, P. C. K. Lau<br />
Enzimatic Baeyer-Villiger oxidation of steroidswith cyclopentadecanone monooxygenase.<br />
J. Mol. Catalysis B: Enzymatic, 2009, 58, 164-168.<br />
198. E. Brenna, G. Fronza, C. Fuganti, F. G. Gatti<br />
Stereochemical analysis of the enzimi reduction of the double bond of a- and b-substituted nitrostyrenes and a-<br />
ethoxycinnamaldehyde through deuterium labelling experiments.<br />
Eur. J. Org. Chem., 2010, 5077-5084.<br />
199. A. Arnone, A. Bava, G. fronza, L. Malpezzi, G. Nasini<br />
Microbial transformation of taxan ring of 10-DAB by some strains of the fungus Curvularia lunata: formation of the bisabeotaxanes<br />
wallifoliol an 4-deacylwallifoliol.<br />
J. Nat. Prod., 2010, 73, 1049-1052.<br />
18