Antiprotozoal alkaloids from Galanthus trojanus

Phytochemistry Letters

Volumn 4, Issue 3, 2011, Pages 301-305

  Kaya, Gulen Irem ^a   Sarikaya, Buket ^a   Onur, Mustafa Ali ^a   Somer, Nehir Unver ^a   Viladomat, Francesc ^b   Codina, Carles ^b   Bastida, Jaume ^b   Lauinger, Ina L ^c   Kaiser, Marcel ^d   Tasdemir, Deniz ^c  

^a EGE UNIVERSITY   (Turkey)

^b UNIVERSITY OF BARCELONA   (Spain)

^c UNIVERSITY OF LONDON   (United Kingdom)

^d SWISS TROPICAL AND PUBLIC HEALTH INSTITUTE   (Switzerland)

Author keywords

Alkaloid N oxides; Amaryllidaceae; Antimalarial activity; Galanthus trojanus

Indexed keywords

1 O ACETYLDIHYDROMETHYLPSEUDOLYCORINE N OXIDE; 11 HYDROXYVITTATINE N OXIDE; 8 O DEMETHYLMARITIDINE; ALKALOID; ALKALOID DERIVATIVE; ANTINEOPLASTIC AGENT; ANTIPROTOZOAL AGENT; AROLYCORICIDINE; DIHYDROLYCORINE; HAEMANTHAMINE; NARCIDINE; NICOTINIC ACID; O METHYLNORBELLADINE; PROTOPINE; STYLOPINE; TYRAMINE; UNCLASSIFIED DRUG;

ANTIPROTOZOAL ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG ISOLATION; DRUG STRUCTURE; GALANTHUS; GALANTHUS TROJANUS; HUMAN; HUMAN CELL; IN VITRO STUDY; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; MEDICINAL PLANT; NONHUMAN; NUCLEAR OVERHAUSER EFFECT; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

AMARYLLIDACEAE; GALANTHUS TROJANUS;

EID: 80053302895     PISSN: 18743900     EISSN: 18767486     Source Type: Journal    
DOI: 10.1016/j.phytol.2011.05.008     Document Type: Article

References (38)

1. A.H. Abou-Donia, S.M. Toaima, H.M. Hammoda, E. Shawky, E. Kinoshita, and H. Takayama Phytochemical and biological investigation of Hymenocallis littoralis Salisb Chem. Biodiversity 5 2008 332 340
2. J. Bastida, R. Lavilla, and F. Viladomat Chemical and biological aspects of Narcissus alkaloids G.A. Cordell, The Alkaloids Chemistry and Biology vol. 63 2006 Elsevier Inc. San Diego 87 179 (Pubitemid 44507281)
3. W.E. Campbell, J.J. Nair, D.W. Gammon, C. Codina, J. Bastida, F. Viladomat, P.J. Smith, and C.F. Albrecht Bioactive alkaloids from Brunsvigia radulosa Phytochemistry 53 2000 587 591 (Pubitemid 30136771)
4. J.C. Cedrón, J.C. Oberti, A. Estévez-Braun, Á.G. Ravelo, M.D. Arco-Aguilar, and M. López Pancratium canariense as an important source of Amaryllidaceae alkaloids J. Nat. Prod. 72 2009 112 116
5. C.Y. Chen, F.R. Chang, C.M. Teng, and Y.C. Wu Cheritamine, a new N-fatty acyl tryptamine and other constituents from the stems of Annona cherimola J. Chinese Chem. Soc. 46 1999 77 86
6. A.P. Davis Galanthus L. A. Guner, N. Ozhatay, T. Ekim, K.H.C. Baser, Flora of Turkey and the East Aegean Islands vol. 11 2000 Edinburgh University Press Edinburgh 265 270
7. A.P. Davis The genus Galanthus - snowdrops in the wild M. Bishop, A.P. Davis, J. Grimshaw, Snowdrops, A Monograph of Cultivated Galanthus 2006 Griffin Press Publishing Ltd. Cheltenham 9 11
8. A.P. Davis, and N. Özhatay Galanthus trojanus: a new species of Galanthus (Amaryllidaceae) from North-western Turkey Bot. J. Linn. Soc. 137 2001 409 412 (Pubitemid 34108460)
9. 13C NMR analysis of lycorine and α-dihydrolycorine Phytochemistry 22 1983 581 584
10. S. Ghosal, and R.S. Srivastava β-Phenethylamine, tetrahydroisoquinoline and indole alkaloids of Desmodium tiliaefolium Phytochemistry 12 1973 193 197
11. H. Guinaudeau, and M. Shamma The protopine alkaloids J. Nat. Prod. 45 1982 237 246 (Pubitemid 13228180)
12. O. Hoshino The Amaryllidaceae alkaloids G.A. Cordell, The Alkaloids Chemistry and Biology vol. 51 1998 Academic Press Inc. New York 323 424
13. 50 in studies of drug resistance of malaria parasites Acta Trop. 55 1993 257 261
14. G.I. Kaya, N. Unver, B. Gozler, and J. Bastida (-)-Capnoidine and (+)-bulbocapnine from an Amaryllidaceae species. Galanthus nivalis subsp. cilicicus Biochem. Syst. Ecol. 32 2004 1059 1062 (Pubitemid 39379387)
15. M. Kihara, K. Konishi, L. Xu, and S. Kobayashi Alkaloidal constituents of the flowers of Lycoris radiata Herb. (Amaryllidaceae) Chem. Pharm. Bull. 39 1991 1849 1853
16. M. Kihara, L. Xu, K. Konishi, K. Kida, Y. Nagao, S. Kobayashi, and T. Shingu Isolation and structure elucidation of a novel alkaloid, incartine, a supposed biosynthetic intermediate, from flowers of Lycoris incarnata Chem. Pharm. Bull. 42 1994 289 292 (Pubitemid 24119646)
17. S. Kobayashi, H. Ishikawa, M. Kihara, T. Shingu, and T. Hashimoto Isolation of Carinatine and Pretazettine from the bulbs of Zephyranthes carinate Herb. (Amaryllidaceae) Chem. Pharm. Bull. 25 1977 2244 2248 (Pubitemid 8196646)
18. S. Kobayashi, K. Satoh, A. Numata, T. Shingu, and M. Kihara Alkaloid N-oxides from Lycoris sanguinea Phytochemistry 30 1991 675 677
19. N. Kucukboyaci, F. Bingol, B. Sener, J.P. Kutney, and N. Stoynov Isoquinoline alkaloids from Fumaria bastardii Nat. Prod. Sci. 4 1998 257 262 (Pubitemid 29110603)
20. A.K. Machocho, J. Bastida, C. Codina, F. Viladomat, R. Brun, and S.C. Chhabra Augustamine type alkaloids from Crinum kirkii Phytochemistry 65 2004 3143 3149 (Pubitemid 39487096)
21. A. Mat, G. Sariyar, C. Ünsal, A. Deliorman, M. Atay, and N. Özhatay Alkaloids and bioactivity of Papaver dubium subsp. dubium and P. dubium subsp. laevigatum Nat. Prod. Lett. 14 2000 205 210 (Pubitemid 30311346)
22. T. Mroczek Highly efficient, selective and sensitive molecular screening of acetylcholinesterase inhibitors of natural origin by solid-phase extraction-liquid chromatography/electrospray ionisation-octopole-orthogonal acceleration time-of-flight-mass spectrometry and novel thin-layer chromatogaphy-based bioautography J. Chromatogr. A 1216 2009 2519 2528
23. P.P. Panov, N.M. Mollov, and L.N. Panova Alkaloids from plants of the Berberidaceae family Doklady Bolgarskoi Akademii Nauk 24 1971 675 678
24. L.H. Pham, E. Gründemann, and W. Döpke Alkaloids from Hippeastrum equestre Herb. (Amaryllidaceae) Part III Pharmazie 52 1997 160 162 (Pubitemid 27101350)
25. R. Pink, A. Hudson, M.A. Mouries, and M. Bendig Opportunities and challenges in antiparasitic drug discovery Nat. Rev. Drug Discovery 4 2005 727 740 (Pubitemid 43090494)
26. M. Shamma The Isoquinoline Alkaloids 1972 Academic Press New York
27. R. Suau, A.I. Gómez, R. Rico, M.P. Vázquez-Tato, L. Castedo, and R. Riguera Alkaloid N-oxides of Amaryllidaceae Phytochemistry 27 1988 3285 3287
28. R. Suau, R. Rico, A.I. García, and A.I. Gomez New Amaryllidaceae alkaloids from Narcissus papyraceus Ker-Gawler Heterocycles 31 1990 517 522
29. S. Tagaki, and M. Yamaki On the constituents of the bulbs of Lycoris sanguinea Yakugaku Zasshi 94 1974 617 622
30. D. Tasdemir, G. Lack, R. Brun, P. Ruedi, L. Scapozza, and R. Perozzo Inhibition of Plasmodium falciparum fatty acid biosynthesis: evaluation of FabG, FabZ, and FabI as drug targets for flavonoids J. Med. Chem. 49 2006 3345 3353 (Pubitemid 43830532)
31. D. Tasdemir, D. Sanabria, I.L. Lauinger, A. Tarun, R. Herman, R. Perozzo, M. Zloh, S.H. Kappe, R. Brun, and N.M. Carballeira 2-Hexadecynoic acid inhibits plasmodial FAS-II enzymes and arrests erythrocytic and liver stage Plasmodium infections Bioorg. Med. Chem. 18 2010 7475 7485
32. E. Tojo (+)-Narcidine, a new alkaloid from Narcissus pseudonarcissus J. Nat. Prod. 54 1991 1387 1388
33. Y. Toriizuka, E. Kinoshita, N. Kogure, M. Kitajima, A. Ishiyama, K. Otoguro, H. Yamada, S. Omura, and H. Takayama New lycorine-type alkaloid from Lycoris traubii and evaluation of antitrypanosomal and antimalarial activities of lycorine derivatives Bioorg. Med. Chem. 16 2008 10182 10189 (Pubitemid 50331576)
34. N. Unver New skeletons and new concepts in Amaryllidaceae alkaloids Phytochem. Rev. 6 2007 125 135 (Pubitemid 46457323)
35. A.M. Vaughan, M.T. O'Neill, A.S. Tarun, N. Camargo, T.M. Phuong, A.S. Aly, A.F. Cowman, and S.H. Kappe Type II fatty acid synthesis is essential only for malaria parasite late liver stage development Cell Microbiol. 11 2009 506 520
36. F. Viladomat, J. Bastida, G. Tribó, C. Codina, and M. Rubiralta Alkaloids from Narcissus bicolor Phytochemistry 29 1990 1307 1310
37. J. Wagner, H.L. Pham, and W. Döpke Alkaloids from Hippeastrum equestre Herb.-5 Circular Dichroism studies Tetrahedron 52 1996 6591 6600
38. M. Yu, T.R.S. Kumar, L.J. Nkrumah, A. Coppi, S. Retzlaff, C.D. Li, B.J. Kelly, P.A. Moura, V. Lakshmanan, J.S. Freundlich, J.C. Valderramos, C. Vilcheze, M. Siedner, J.H. Tsai, B. Falkard, A.B. Sidhu, L.A. Purcell, P. Gratraud, L. Kremer, A.P. Waters, G. Schiehser, D.P. Jacobus, C.J. Janse, A. Ager, W.R. Jacobs Jr., J.C. Sacchettini, V. Heussler, P. Sinnis, and D.A. Fidock The fatty acid biosynthesis enzyme FabI plays a key role in the development of liver-stage malarial parasites Cell Host Microbe 4 2008 567 578 (Pubitemid 352762958)