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ACTA BIOLOGICA CRACOVIENSIA

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CHEMISTRY, ANALYSIS, CHEMICAL SYNTHESIS, AND INDUSTRIAL PRODUCTION OF CAROTENOIDS<br />

These data allow us to suggest that B corresponds to 3-hydroxyκ,κ-caroten-6,6'-dione<br />

and C is κ,κ-caroten-6,6'-dione. The<br />

carotenoids B and C were also characterized by their 1H NMR and<br />

CD spectra. The presence of the direct metabolic precursor of B<br />

and C in red mamey supports this proposal, as well.<br />

This study, on the part of the Hungarian authors was supported by the<br />

grant OTKA K 83898 (Hungarian Scientific Research Foundation). We<br />

thank Dr. L. Drahos for performing the HRESITOFMS measurements.<br />

3.22.<br />

New sources of κ-ring carotenoids in Panama's<br />

biodiversity<br />

Enrique Murillo, Moisés Watts, Verónica Mosquera,<br />

José Robinson, Reinaldo McLean<br />

Faculty of Natural Sciences, Exacts and Technology, University<br />

of Panama, Panama City Panama, emurillo29@hotmail.com,<br />

moybuzz@hotmai.com, luchochem@hotmail.com<br />

There are few sources of carotenoids with κ-ring end groups.<br />

Capsanthin, capsorubin, capsanthin 5,6 epoxide and cryptocapsin<br />

are the most known carotenoids with κ-ring end groups. The presence<br />

of a carbonyl group conjugated with the polyenes chain, is<br />

responsible of the red color of these carotenoids and vegetables<br />

that contain them. Panama is a humid tropical country with a large<br />

native biodiversity, where there are many plants with red parts<br />

(fruit, leaves, flowers and seeds), which have not been investigated.<br />

Our group has studied the carotenoids of several of these sources,<br />

had been isolated and identified the main carotenoids ?, combining<br />

open column chromatography, TLC, HPLC-DAD, HPLC-MS and<br />

qualitative tests, comparing with standards. We found that redbrownish<br />

leaves of Zamia (skinneri, dressleri and neurophyllidia),<br />

plants considered living fossils, containing capsorubin, capsanthin<br />

and capsanthin 5,6-epoxy, where the main carotenoid is capsorubin.<br />

This is the first report on the presence of carotenoids with κring<br />

in leaves. The Chinese passion fruit (Cionosicyos machranthus)<br />

contains cryptocapsin, capsanthin and cryptocapsin 5,6epoxy.<br />

The red mamey fruit (Pouteria sapota), appreciated for its<br />

pleasant taste, contains cryptocapsin, sapotexanthin, cryptoxanthin<br />

5,6-epoxy, capsanthin 5,6 epoxy and others. This is the first<br />

report of edible fruits, with high content in cryptocapsin. This<br />

carotenoid has been reported in the paprika, but in trace amounts.<br />

The inflorescence of Jipijapa (Carludovica palmata) contains capsorubin,<br />

capsanthin and capsanthin 5,6-epoxy. The seeds of<br />

Zamias (skinneri, neurophyllidia, nesófila, acuminata,<br />

fairchildiana and oblikua) contain capsorubin, capsanthin and<br />

capsanthin 5,6-epoxy. Probably the striking color of these parts of<br />

the plant, helps its spread by animals. The fruit of niguito (Cordia<br />

collococca) contains capsorubin and capsanthin. This is a wild<br />

fruit not consumed by humans very often, but greatly appreciated<br />

by birds. The results show that the κ-ring carotenoids are found in<br />

all of the plant part (fruit, leaf, seeds and flowers).<br />

3.23.<br />

Carotenoid-cysteine conjugates<br />

Afshin Zand, Attila Agócs, József Deli, Veronika Nagy<br />

Department of Biochemistry and Medical Chemistry, Medical<br />

School, University of Pécs, Szigeti út 12, H-7624 Pécs, Hungary,<br />

af.zand@gmail.com, vera.nagy@aok.pte.hu,<br />

jozsef.deli@aok.pte.hu<br />

The hydrophobic natural carotenoids are efficient antioxidants,<br />

however, chemical synthesis of their water-soluble derivatives is<br />

Vol. 53, suppl. 1, 2011<br />

reasonable to gain better bioavailability. Isozeaxanthin gives<br />

allylic cation on acidic treatment which reacts readily with thiol<br />

nucleophiles (Nagy et al., 2010). Using N-acetylcysteine as nucleophile<br />

the obtained products are carotenoid-cysteine conjugates<br />

in which the amin oacid moiety connects to the carotenoid<br />

through sulphur in position 4. The water solublity of the product<br />

can be increased by deprotection of the amino group.<br />

The antioxidant activity of the products were examined on human<br />

liver cells in hydrogenperoxide induced oxidative stress. The<br />

intake of the synthesized products by the cells was facilitated by<br />

preparing lyposomes (C. Socaciu et al., 1999).<br />

We thank Mrs. Izabella Solti for her help in biological essays. This<br />

study was supported by OTKA K 83898 (Hungarian National Research<br />

Foundation).<br />

REFERENCES<br />

NAGY V, AGÓCS A, TURCSI E, DELI J. 2010. Experiments on the synthesis<br />

of carotenoid glycosides. Tetrahedron Letters 51: 2020-2022.<br />

SOCACIU C, LAUSCH C, DIEHL HA. 1999. Carotenoids in DPPC vesicles:<br />

membrane dynamics. Spectrochimica Acta Part A 55: 2289-2297.<br />

3.24.<br />

July 17– 22, 2011, Krakow, Poland<br />

Spectroscopy analysis for simultaneous<br />

determination of lycopene and β-Carotene<br />

in fungal biomass of Blakeslea trispora<br />

Iaroslav Soroka, Valeriy Narushin, Yuriy Turiyansky,<br />

Alexey Tyurenkov<br />

Vitan Group, Vita-Market Ltd., Yuzhnoe Shosse 1, Zaporozhye,<br />

69032 Ukraine, narushin@vitan.ru<br />

Blakeslea trispora is a good source for producing lycopene and<br />

β-carotene. The objective of this research was to elaborate<br />

a method for the simultaneous determination of lycopene and<br />

β-carotene using UV-vis spectrophotometer.<br />

The standard solutions of the mixture of different concentrations<br />

of β-carotene and lycopene were measured with the UV-vis<br />

method and a correlation formula for the extinction coefficients of<br />

1% standard solution of lycopene in the solvent (hexane) and the<br />

ratios of the optical densities at the character peaks of 470 and<br />

502 nm was defined:<br />

in which A1% lyc is the extinction coefficient of a 1% lycopene solution;<br />

D470 is the optical density of the spectrum at λ=470 nm;<br />

D502 is the optical density of the spectrum at λ=502 nm.<br />

Substituting the result into the classic formula, gives a possibility<br />

to calculate the concentrations of lycopene in the mixture:<br />

in which Clyc is the percentage of lycopene in %; D470 is the optical<br />

density of the investigated solution at the wavelength of 470<br />

nm; V is the solvent (hexane) volume, being spent for the preparation<br />

of the investigated solution in ml; m is the weight of the<br />

sample in g; l is the thickness of the cuvette for the optical density<br />

measurements in cm; A 1% lyc-tab is the table extinction coefficient<br />

of the 1% solution of pure lycopene, equals to 3450.<br />

Then the optical density for β-carotene (Dβ-car ) is calculated as:<br />

D β-car = D 470 – D lyc<br />

in which D β-car is the optical density for β-carotene at the wavelength<br />

of 470 nm; D 470 is the optical density of the mixed<br />

61

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