Izolacja i identyfikacja 8-MOP z materiału roślinnego i badania przenikalności w modyfikowanej komorze Flynna
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8-MOPAbstrakt
Xanthotoxin (8-methoxypsoralen, methoxsalen) is a natural furanocoumarin consisting of coumarin annulated with furan. It’s biosynthetic route in plants continues with the activation of dimethylallylpyrophosphate (DMAPP), produced via the mevalonate pathway. Then the carbo-cation is formed via the cleavage of the diphosphates.
Bibliografia
1. Abdel Hafez O.M., Amin K.M., Abdel-Latif N.A. et al.: Synthesis and antitumor activity of some new xanthotoxin derivatives. Eur. J. Med. Chem., 44, 2967, 2009.
2. Adebajoa A.C., Reisch J.: Minor furocoumarins of Murraya koenigii. Fitoterapia, 71, 334, 2000.
3. Al-Barwani F.M., Eltayeb E.A.: Antifungal compounds from induced Conium maculatum L. plants. Biochem. Syst. Ecol., 32, 1097, 2004.
4. Bhadra D., Bhadra S. et al.: A PEGylated dendritic nanoparticulate carrier of fluorouracil. Int. J. Pharm., 257, 111, 2003.
5. Ceska O., Chaudhary S.K. et al.: Photoactive furocoumarins in fruits of some umbellifers. Phytochem., 26, 165, 1987.
6. Chinou I., Widelski J., Fokialakis N. et al.: Coumarins from Peucedanum luxurian. Fitoterapia, 78, 448, 2007.
7. Dean J.A.: Lange’s Handbook of Chemistry, 14th ed. McGraw-Hill, Inc., New York 1992.
8. Dewick P. M.: Medicinal Natural Products: A Biosynthetic Approach (3rd ed.). John Wiley & Sons. 161, 164, 2009.
9. Ekiert H., Gomółka E.: Coumarins compounds in Ammi majus L. callus cultures. Pharmazie, 55, 684, 2000.
10. Erdelmeier C.A.J., Meier B., Sticher O.: Reserved-phase high-performance liquid chromatographic separation of closely related furanocoumarins. J. Chromat., 346, 456, 1985.
11. Gawdzik J., Kawka S., Mardarowicz M. et al.: Carbon dioxide fractionated supercritical fluid extraction of furanocoumarins from the fruits of Archangelica officinalis Hoffm. Herba Pol., 42, 26, 1996.
12. Govindarajan R., Singh D.P., Singh A.P. et al.: A validated HPLC method for quantification and optimization of furocoumarins in different extracts of fruits of Heracleum candicans. Chromatographia, 66, 401, 2007.
13. Härmäla P., Boltz L., Sticher O., Hiltunen R.: Two-dimensional planar chromatographic separation of a complex mixture of closely related coumarins from genus Angelica. J. Planar Chromatogr., 3, 515, 1990.
14. Hawrył M.A., Soczewiński E., Dzido T.H.: Separation of coumarins from Archangelica officinalis in high-performance liquid chromatography and thin-layer chromatography systems. J. Chromatogr. A, 886, 75, 2000.
15. Kamiński B., Głowniak K., Majewska A. et al.: Poszukiwanie związków kumarynowych w nasionach i owocach. I. Owoce rodziny Baldaszkowatych (Umbelliferae – Apiaceae). Farm. Pol., 34, 25, 1978.
16. Kang J., Zhou L., Sun J. et al.: Chromatographic fingerprint analysis and characterization of furocoumarins in the roots of Angelica dauhurica by HPLC/DAD/ESI-MSn technique. J. Pharm. Biomed. Anal., 47, 778, 2008.
17. Kozyra M., Głowniak K., Zabża A. et al.: Column chromatography and preparative TLC for isolation and purification of coumarins from Peucedanum verticillare L. Koch., J. Planar Chromatogr., 18, 224, 2005.
18. Lauharanta J.: Photochemotherapy. Clin. Dermathol., 15, 769, 1997.
19. Liu R., Lei F., Sun A., Kong L.: Preparative isolation and purification of coumarins from Cnidium monnieri (L.) Cusson by high-speed counter-current chromatography. J. Chromatogr. A, 1055, 71, 2004.
20. Liu Z., Lu Y., Lebwohl M., We H.: PUVA, 8-methoxy-psoralen plus ultraviolet A induces the formation of 8-hydroxy-29-deoxyguanosine and dna ragmentation in calf thymus DNA and human epidermoid carcinoma cells. Free Rad. Biol. Med., 27, 127, 1999.
21. Masuda T., Takasugi M., Anetai M.: Psoralen and other linear furanocoumarins as phytoalexins in Glehnia littoralis. Phytochem., 47, 13, 1998.
22. Milesi S., Massot B., Gontier E. et al.: Ruta graveolens L.: a promising species for the production of furanocoumarins. Plant Sci., 161, 189, 2001.
23. Murphy E.M., Nahar L., Byres M. et al.: Coumarins from the seeds of Angelica silvestris (Apiaceae) and their distribution within the genus Angelica. Biochem. Syst. Ecol., 32, 203, 2004.
24. Nyiredy Sz., Botz L.: Medium-Pressure Solid-Liquid Extraction: A New Preparative Method Based on the Principle of Counter-Current. Chromatographia Supl., 57, 291, 2003.
25. Oliveira F.M., Santana A.G., Conserva L.M. et al.: Alkaloids and coumarins from Esenbeckia species. Phytochem., 41, 2, 647, 1996,
26. Parrish J.A., Fitzpatrick T.B., Tanenbaum L., Pathak M.A.: Photochemotherapy of psoriasis with oral methoxsalen and longwave ultraviolet light. N. Engl. J. Med., 291, 1207, 1974.
27. Pathak M.A., Farrington D., Fitzpatrick T.B.: The presently known distribution of furocoumarins (psoralens) in plants. J. Investig. Dermatol., 39, 225, 1962.
28. Pira E., Romano C., Sulotto F. et al.: Heracleum mantegazzianum growth phases and furocoumarin content. Contact Dermat., 21, 300, 1989.
29. Rai M., Mares D.: Plant-derived antimycotics: current trends and future prospects. Foods Products Press, Binghamton, NY 2003.
30. Sartorelli P., Andersen H.R., Angerer J. et al.: Percutaneous penetration studies for risk assessment. Envir. Toxicol. Pharmacol., 8, 133, 2000.
31. Simon G.A., Maibach H.I.: The pig as an experimental animal model of percutaneous permeation in man: qualitative and quantitative observations—an overview. Skin Pharmacol. Appl. Skin Physiol., 13, 229, 2000.
32. Stevenson P.C., Simmonds M.S.J., Yule M.A. et al.: Insect antifeedant furanocoumarins from Tetradium daniellii Phytochem., 63, 41, 2003.
33. Strzelecka H., Kamińska J., Kowalski J. et al.: Chemiczne metody badań roślinnych surowców leczniczych. PZWL, Warszawa 1987.
34. Trani M., Carbonetti A., Delle Monache G., Delle Monache F.: Dihydrochalcones and coumarins of Esenbeckia grandiflora subsp. Brevipetiolata. Fitoterapia, 75, 99, 2004.
35. Waksmundzka-Hajnos M., Hawrył A.M.: Application of TLC in the isolation and analysis of coumarins. Thin Layer Chromatography in Phytochemistry. CRC, London 2007.
36. Wild S., Aboutabl E.A., Nassar M.I. et al.: Phytochemical and pharmacological studies on Sideritis taurica. J. Ethnopharmacol., 82, 177, 2002.
37. Wolnicka-Głubisz A., Zarębska Z.: PUVA-fotoforeza, fotochemioterapia pozaustrojowa. Przegl. Dermatol., 5, 383, 2003.
38. Wolski T., Najda A., Hołderna-Kędzia E.: Zawartość i skład olejków eterycznych oraz ekstraktów otrzymanych z owoców niektórych roślin z rodziny Umbelliferae (Apiaceae) wraz ze wstępną oceną przeciwbakteryjną ekstraktów. Post. Fitoterapii, 3, 119, 2004.
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Prawa autorskie (c) 2025 Elwira Sieniawska, Joanna Fliszkiewicz, Katarzyna Borowska, Tomasz Baj, Zofia Ulz, Kazimierz Głowniak (Autor)
Praca jest udostępniana na licencji Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 Unported License.
