Phytochemical differentiation of Galanthus nivalis and Galanthus elwesii (Amaryllidaceae): A case study

Biochemical Systematics and Ecology

Volumn 36, Issue 8, 2008, Pages 638-645

  Berkov, Strahil ^a   Bastida, Jaume ^a   Sidjimova, Borijana ^b   Viladomat, Francesc ^a   Codina, Carles ^a  

^a UNIVERSITY OF BARCELONA   (Spain)

^b INSTITUTE OF BIODIVERSITY AND ECOSYSTEM RESEARCH   (Bulgaria)

Author keywords

Alkaloids; Chemotaxonomy; Galanthus elwesii; Galanthus nivalis; GC MS

Indexed keywords

ALKALOID; ANGIOSPERM; CHEMOTAXONOMY; MORPHOLOGY; PHYTOCHEMISTRY;

AMARYLLIDACEAE; GALANTHUS; GALANTHUS ELWESII; GALANTHUS NIVALIS;

EID: 47249148785     PISSN: 03051978     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bse.2008.04.002     Document Type: Article

References (39)

1. Ali A., El Sayed H., Abdallah O., and Steglich W. Oxocrinine and other alkaloids from Crinum americanum. Phytochemistry 25 (1986) 2399-2401
2. Bastida J., Codina C., Viladomat F., Rubiralta M., Quirion J.-C., Husson H.-P., and Ma G. Narcissus alkaloids XIII. Complete assignment of the NMR spectra of papyramine and 6-epi-papyramine by two-dimensional NMR spectroscopy. Journal of Natural Products 53 (1990) 1456-1462
3. Bastida J., Viladomat F., Llabres J., Feliz M., Codina C., and Rubiralta M. Alkaloids from Narcissus confusus. Phytochemistry 26 (1987) 1519-1524
4. Bastida J., Codina C., Viladomat F., Rubiralta M., Quirion J.-C., and Weniger B. Narcissus alkaloids, XIV-(+)-8-O-acetylhomolycoryne and vasconine, two novel alkaloids from Narcissus vasconicus. Journal of Natural Products 55 (1992) 122-125
5. Bastida J., Lavilla R., and Viladomat F. Chemical and biological aspects of Narcissus alkaloids. In: Cordell G. (Ed). The Alkaloids vol. 3 (2006), Elsevier Inc. 87-179
6. Berkov S., Sidjimova B., Popov S., and Evstatieva L. Intraspecific variability in the alkaloid metabolism of Galanthus elwesii. Phytochemistry 65 (2004) 579-586
7. Berkov S., Codina C., Viladomat F., and Bastida J. Alkaloids from Galanthus nivalis. Phytochemistry 68 (2007) 1791-1799
8. Berkov S., Reyes-Cilpa R., Codina C., Viladomat F., and Bastida J. Revised NMR data for incartine: an alkaloid from Galanthus elwesii. Molecules 12 (2007) 1430-1435
9. Boit H., and Horst E. Amaryllidaceae alkaloids. VIII. Alkaloids from Sprekelia formosissima, Galanthus elwesii, Zephyranthes candida, and Crinum powellii. Chemische Berichte 88 (1955) 1590-1594
10. Briggs C., Highet P., Highet R., and Wildman W. Alkaloids of the Amaryllidaceae. VII. Alkaloids containing the hemiacetal or lactone group. Journal of the American Chemical Society 78 (1956) 2899-2904
11. Bubeva-Ivanova L., and Pavlova H. Varhu alkaloidite na Galanthus nivalis L. var. gracilis (Celak). VIII Caobshtenie. Amaryllidaceae alkaloidi vol. 15 (1965), Farmatsia, Sofia pp. 103-105
12. Campbell W., Nair J., Gammon D., Codina C., Bastida J., Viladomat F., Smith P., and Albrecht C. Bioactive alkaloids from Brunsvigia radulosa. Phytochemistry 53 (2000) 587-591
13. Cherkasov O. Plant sources of galanthamine. Khimiko-Farmatsevticheskli Zhurnal 11 (1977) 84-87
14. Delipavlov D. Prinos kam prouchvane na rod Galanthus L. (kokiche) v Balgaria vol. 17 (1968), Nauchni Trudove na Visch Selskostopanski Institut pp. 205-208
15. Delipavlov D. Rodat Galanthus L. (kokiche) v Balgaria vol. 21 (1971), Izvestia na Botanicheskia Institut pp. 161-167
16. Davis A., and Barnett J. The leaf anatomy of the genus Galanthus L. (Amaryllidaceae J. St.-Hil.). Botanical Journal of the Linnean Society 123 (1997) 333-352
17. Davis A. The Genus Galanthus (1999), Timber Press, Portland Oregon pp. 140-152
18. DNP: Dictionary of Natural Products. http://www.chemnetbase.com/scripts/dnpweb.exe (accessed 06.10.06).
19. Duffield A., Alpin R., Budzikiewicz H., Djerassi C., Murphy C., and Wildmann W. Mass spectrometry in structural and stereochemical problems. LXXXII. A study of the fragmentation of some Amaryllidaceae alkaloids. Journal of the American Chemical Society (1965) 4902-4912
20. Evidente A., Randazzo G., Surico G., Lavermicocca P., and Arrigoni O. Degradation of lycorine by Pseudomonas species strain ITM 311. Journal of Natural Products 48 (1985) 564-570
21. Evidente A., Arrigoni O., Liso R., Calabrese G., and Randazzo G. Further experiments on structure-activity relationships among the lycorine alkaloids. Phytochemistry 25 (1986) 2739-2743
22. Ghosal S., Singh S., and Unnikrishnan S. Effect of stress on alkaloid metabolism in Crinum asiaticum. Phytochemistry 29 (1990) 805-811
23. Houghton P., Agbedahunsi J., and Adegbulugbe A. Choline esterase inhibitory properties of alkaloids from two Nigerian Crinum species. Phytochemistry 65 (2004) 2893-2896
24. Jeffs P., Abou-Donia A., and Campau D. Alkaloids of the Amaryllidaceae. 27. Structures of 9-O-demethylhomolycorine and 5α-hydroxyhomolycorine. Alkaloids of Crinum defixum, C. scabrum, and C. latifolium. Assignment of aromatic substitution patterns from 1H-coupled carbon-13 spectra. Journal of Organic Chemistry 50 (1985) 1732-1737
25. Jordanov D. Genus Galanthus L. In: Jordanov D. (Ed). Flora of the People's Republic of Bulgaria vol. 2 (1964), Izdatelstvo na BAN, Sofia 318-319
26. Kalashnikov I. Alkaloids from Galanthus nivalis. Khimiya Prirodnykh Soedinenii 6 (1970) 380
27. Kaya I., Unver N., Gozler B., and Bastida J. (-)-Capnoidine and (+)-bulbocapnine from an Amaryllidaceae species, Galanthus nivalis subsp. cilicicus. Biochemical Systematics and Ecology 32 (2004) 1059-1062
28. Kamari G. A biosystematic study of the genus Galanthus L. in Greece, part II (Cytology). Botanika Chronika 1 (1981) 60-98
29. Kozuharov S. Field Guide to the Vascular Plants in Bulgaria (1992), Naouka & Izkustvo, Sofia
30. Kreh M., Matusch R., and Witte L. Capillary gas chromatography-mass spectrometry of Amaryllidaceae alkaloids. Phytochemistry 38 (1995) 773-776
31. Latvala A., Önür M., Gözler T., Linden A., Kivçak B., and Hesse M. Alkaloids of Galanthus elwesii. Phytochemistry 39 (1995) 1229-1249
32. Noyan S., Rentsch G., Önür M., Gözler T., Gözler B., and Hesse M. The gracilines: a novel subgroup of the Amaryllidaceae alkaloids. Heterocycles 48 (1998) 1777-1791
33. Petrova A., Ancev M., and Palamarev E. How to Determine the Plant in the Nature. Excursion Guidebook (1999), Prosveta, Sofia
34. Stojanov N., and Stefanov B. Flora of Bulgaria. third ed. (1948), University Press, Sofia
35. Stojanov N., Stefanov B., and Kitanov B. Flora of Bulgaria. fourth ed. vol. 1 (1966), Naouka i Izkoustvo, Sofia
36. Ǘnver N. New skeletons and new concepts in Amaryllidaceae alkaloids. Phytochemistry Reviews 6 (2007) 125-135
37. Valkova A. Varhu dokazvaneto i opredeljaneto na alkaloidite na Galanthus nivalis L. var. gracilis i Leucojum aestivum vol. 11 (1961), Farmatsia, Sofia pp. 17-22
38. Viladomat F., Bastida J., Tribo G., Codina C., and Rubiralta M. Alkaloids from Narcissus bicolor. Phytochemistry 29 (1990) 1307-1310
39. Zonneveld B., Grimshaw J., and Davis A. The systematic value of the nuclear DNA content in Galanthus. Plant Systematics and Evolution 241 (2003) 89-102