The Development of Novel Antibiotics Using ... - Jacobs University

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Hany Nour Curriculum Vitae Department of Photochemistry, National Research Centre, El-Behoose street, Dokki, Cairo, Egypt, P.O. Box 12622. Home Phone: +20483675330 Cell Phone: +201061402545 EMPLOYMENT HISTORY Jun 2007 - Present Assistant Researcher, National Research Centre, Department of Photochemistry, Egypt. May 2003 - Jun 2007 Researcher Assistant, National Research Centre, Department of Photochemistry, Egypt. EDUCATION Sep 2012 Jun 2007 May 2002 PhD work at Jacobs University Bremen, Germany, Organic and Analytical Chemistry Laboratory. “The Development of Novel Antibiotics Using Chemical Evolution” Supervisor: Prof. Dr. Nikolai Kuhnert. Master of Science (MSc) in Chemistry, Cairo University, Chemistry Department, Egypt. “Synthesis and Reactions of Some Heterocyclic Compounds Containing Nitrogen with Expected Antimicrobial Activity” Supervisors: Prof. Dr. Nabil Yousef and Prof. Dr. Mohamed Hegab. Bachelor, El-Menoufia University, Chemistry Department, Egypt. “Very Good (83.03), third rank in class and Faculty” PUBLICATIONS 1. M. Hegab, A.-S. Abdel-fattah, N. Yousef, H. Nour, A. Mostafa, M. Ellithey, Synthesis, X-ray structure, and pharmacological activity of some 6,6-disubstituted chromeno[4,3-b]- and chromeno[3,4-c]- quinolines, Arch. Pharm. Chem. Life Sci., 2007, 340, 396. 2. M. Hegab, N. Yousef, H. Nour, M. Ellithey, Synthesis and pharmacological activities of some condensed 4-chloro-2,2-dialkyl chromen-3-carboxaldehyde derivatives, Acta. Pharm., 2008, 58, 15. 3. H. Nour, M. Matei, B. Bassil, U. Kortz, N. Kuhnert, Synthesis of trisubstituted biaryl based trianglimines: formation of C 3 -symmetrical and non-symmetrical regioisomers, Org. Biomol. Chem., 2011, 9, 3258.
4. H. Nour, A. López-Periago, N. Kuhnert, Probing the mechanism and dynamic reversibility of trianglimine formation using real-time electrospray ionization time-of-flight mass spectrometry, Rapid Commun. Mass Spectrom., 2012, 26, 1070. 5. H. Nour, N. Hourani, N. Kuhnert, Synthesis of novel enantiomerically pure tetra-carbohydrazide cyclophane macrocycles, Org. Biomol. Chem., 2012, 10, 4381. 6. H. Nour, A. Golon, A. Le Gresley, N. Kuhnert, Novel synthesis of enantiomerically pure dioxaspiro[4.5]decane tetra-carbohydrazide cyclophane macrocycles, Chem. Eur. J., 2012, submitted manuscript. 7. H. Nour, T. Islam, M. Fernández-Lahore, N. Kuhnert, Probing the dynamic reversibility and generation of dynamic combinatorial libraries in the presence of bacterial model oligopeptides as templating guests of tetra-carbohydrazide macrocycles using electrospray mass spectrometry, Rapid Commun. Mass Spectrom., 2012, accepted manuscript. 8. H. Nour, A. Golon, T. Islam, M. Fernández-Lahore, N. Kuhnert, Synthesis and ESI-MS complexation studies of novel chiral tetra-(hydrazinecarboxamide) cyclophane macrocycles, manuscript. 9. H. Nour, A. Golon, T. Islam, M. Fernández-Lahore, N. Kuhnert, Synthesis, self-assembly and ESI-MS complexation studies of novel chiral bis-N-substituted-hydrazinecarboxamide receptors, manuscript. 10. N. Kuhnert, F. Dairpoosh, R. Jaiswal, M. Matei, S. Deshpande, A. Golon, H. Nour, H. Karaköse, N. Hourani, Hill coefficients of dietary polyphenolic enzyme inhibitiors: can beneficial health effects of dietary polyphenols be explained by allosteric enzyme denaturing?, J. Chem. Biol., 2011, 4, 109. AWARDS Apr 2008 - Sep 2012 DAAD scholarship
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The Development of Novel Antibiotic
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Declaration of Authorship I, Hany N
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Abstract Over the past few decades,
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Chapter 2 Trianglimine Chemistry
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Figure 2.4 Trianglimines 10-12 with
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Abbreviations ACN AcOH Ala Acetonit
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RMS ROESY SjGST TFA THF TLC TMS TOC
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Introduction complete remodel of th
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Introduction following protonation.
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Introduction Lehn and co-workers re
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Introduction Figure 1.8 Generation
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Introduction Figure 1.11 Synthetic
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Introduction Figure 1.13 Generation
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Introduction 1.3.11 Boronic ester e
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Introduction References 1. E. Mouli
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Introduction 51. B. Shi, M. F. Grea
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Introduction Figure 2.2 shows compu
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Introduction incorporate β-cyclode
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Introduction Trianglamine-Zn(R) 2 c
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Introduction 24. J. Gajewy, J. Gawr
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Scope of Work Scope of Work In this
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Scope of Work can be obtained from
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Scope of Work Figure 3.4 Structures
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Scope of Work References 1. G. Wrig
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Organic & Biomolecular Chemistry Ci
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Downloaded by Jacobs University Bre
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View Online Downloaded by Jacobs Un
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Paper 2 Rapid Commun. Mass Spectrom
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Trianglimine formation mechanism by
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Paper 3 Org. Biomol. Chem., 2012, 1
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View Online Table 2 Distances (Å)
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Paper 4 Chem. Eur. J., 2012, submit
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(4R,5R)- and (4S,5S)-dimethyl-2,2-d
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that two distinct conformational is
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the thimble was recharged with fres
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Paper 5 Rapid Commu. Mass Spectrom.
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INTRODUCTION No single class of dru
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EXPERIMENTAL All the solvents and r
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(b) Refluxing macrocycles 5, 6 and
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Scheme 1. Graphical representation
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Figure 1. A plot of relative intens
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In contrast, formation of library m
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Figure 5. Generated dynamic library
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macrocycle 32 from the dynamic libr
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The polar carbamate group participa
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[2] WHO World health report 2003. h
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[32] B. Lienard, N. Selevsek, N. Ol
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FULL PAPER Synthesis and ESI-MS Com
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ability of the technique to provide
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aimed at assessing molecular recogn
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Paper 7 manuscript Synthesis, self-
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2 Similar to the case of trianglimi
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4 Receptor 7 showed enhanced recogn
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6 The newly synthesized receptors s
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8 27. Nour, H. F.; Hourani, N.; Kuh
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120| P a g e Appendix
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Supplementary Information: Suppleme
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Supplementary Material (ESI) for Or
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Monitoring the [3+3]-cyclocondensat
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Monitoring the cyclocondensation re
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Product ions appeared as [M+H] + Fi
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Scheme 1. Assigned higher oligomers
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Supplementary Information: Synthesi
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Scheme 4. Proposed fragmentation me
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DMSO Figure 1. 1 H-NMR spectrum for
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Figure 6. 13 C-NMR spectrum for (4S
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Intens. 7 x10 1.5 200.7 1.0 0.5 0.0
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Intens. 7 x10 200.7 1.5 1.0 0.5 0.0
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Intens. 4 x10 577.2 2.0 1.5 1.0 451
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HN N O O R R NH O O N N HN R O O O
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Intens. 5 x10 727.2 2.0 1.5 1.0 O O
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Intens. 5 x10 697.1 1.5 1.0 728.2 0
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O O O O HN N O O NH N HN N O O NH N
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Figure 38. 1 H-NMR spectrum for mac
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Intens. 5000 276.8 4000 3000 2000 1
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Intens. 7 x10 599.1 1.5 1.0 0.5 0.0
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(a) HN N O O NH O O N (b) HN N O NH
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Scheme 11. Proposed fragmentation m
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Scheme 14. Proposed fragmentation m
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Intens. 4 x10 550.9 3 2 1 0 500 100
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Figure 68. 2D-ROESY spectrum for ma
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Supplementary Information: Novel sy
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Intens. 6 x10 0.8 0.6 0.4 240.9 459
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Figure 9. 1 H-NMR spectrum for macr
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Intens. 5 x10 1.5 968.1 1.0 0.5 813
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Intens. 5 x10 897.4 4 2 335.3 707.3
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Scheme 3. Suggested fragmentation m
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Molecular modelling data for the co
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Figure 1. 1 H NMR spectrum for dica
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Intens. 2000 1493.6091 Host-Guest 1
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Intens. [%] 100 775.3 80 388.1 60 4
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Intens. 600 N HN O O 467.1916 400 O
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Intens. 6000 5000 HN N O O O O NH N
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Table 1. High resolution ESI-TOF da
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i Figure 1. 1 H NMR spectrum for ma
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i Figure 5. 1 H NMR spectrum for ma
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i j Figure 9. 1 H NMR spectrum for
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i Figure 13. DEPT-135 spectrum for
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Page 241 and 242: Intens. [%] 100 80 60 40 20 0 O H N
Page 243 and 244: Intens. [%] 100 1131.3 80 60 40 20
Page 245 and 246: Intens. 1500 1528.6088 1000 500 150
Page 247 and 248: Intens. [%] 100 80 60 40 Free guest
Page 249 and 250: Intens. 4 x10 1085.3575 1.25 1.00 0
Page 251 and 252: Intens. [%] 100 80 Free guest 586.1
Page 253 and 254: Synthesis, self-assembly and ESI-MS
Page 255 and 256: O O HN NH HN O O NH HN O 11 O NH O
Page 257 and 258: O O HN NH HN O O NH HN O 9 O NH O O
Page 259 and 260: H 2 O DMSO DMSO Figure 6. 1 H-NMR a
Page 261 and 262: Intens. 5 x10 5 -MS 487.1588 4 3 2
Page 263 and 264: Intens. -MS 6 x10 0.8 0.6 0.4 0.2 1
Page 265 and 266: Intens. -MS 6 x10 O O 350.9 1.5 1.0
Page 267 and 268: Intens. [%] 100 -MS 486.9 Exact str
Page 269 and 270: Intens. [%] -MS 100 486.9 80 60 975
Page 271 and 272: Intens. [%] +MS 100 80 517.2 Exact
Page 273 and 274: Intens. [%] 100 80 60 +MS 388.1 775
Page 275 and 276: Intens. [%] 100 +MS 517.2 Exact str
Page 277 and 278: Intens. [%] 100 80 +MS 1031.4939 7
Page 279 and 280: Intens. [%] 100 +MS 517.2 Exact str
Page 281 and 282: Intens. [%] 100 -MS 2 586.1 80 60 4
Page 283 and 284: Intens. [%] 100 -MS 2 875.2 Exact s
Page 285 and 286: Table 1. High resolution ESI-TOF/MS
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