Rapid TLC/GC-MS identification of acetylcholinesterase inhibitors in alkaloid extracts

Phytochemical Analysis

Volumn 19, Issue 5, 2008, Pages 411-419

  Berkov, Strahil ^a   Bastida, Jaume ^a   Nikolova, Milena ^b   Viladomat, Francesc ^a   Codina, Carles ^a  

^a UNIVERSITY OF BARCELONA   (Spain)

^b INSTITUTE OF BIODIVERSITY AND ECOSYSTEM RESEARCH   (Bulgaria)

Author keywords

AChE Inhibitors; Alkaloids; Amaryllidaceae; Bioautography; Fumariaceae; Papaveraceae

Indexed keywords

METABOLITES; PLANT EXTRACTS;

ACETYLCHOLINESTERASE; ACETYLCHOLINESTERASE INHIBITORS; AMARYLLIDACEAE; BIOAUTOGRAPHY; FUMARIACEAE; GALANTHAMINE; INHIBITORY ACTIVITY; PAPAVERACEA; PLANT SPECIES; SANGUININE;

ALKALOIDS;

ALKALOID DERIVATIVE; BULBOCAPNINE; CHLIDANTHINE; CHOLINESTERASE INHIBITOR; CORYDALINE; CORYDALIS BULBOSA EXTRACT; DESHYDROCORYDALINE; EPIGALANTHAMINE; EPINORGALANTHAMINE; FUMARICINE; FUMARILINE; FUMARITINE; GALANTAMINE; GALWESINE; GLAUCINE; HORDENINE; HORDENINE DERIVATIVE; INCARTINE; ISMINE; LYCORAMINE; LYCORINE; NANTENINE; PARFUMINE; PLANT EXTRACT; PROTOPINE; SANGUININE; STYLOPINE; TYRAMINE; UNCLASSIFIED DRUG; UNINDEXED DRUG; VITTATINE;

ARTICLE; AUTOPHAGY; CONTROLLED STUDY; CORYDALIS; CORYDALIS BULBOSA; DRUG DETERMINATION; DRUG IDENTIFICATION; DRUG ISOLATION; DRUG PURIFICATION; DRUG STRUCTURE; DRUG SYNTHESIS; FUMARIACEAE; MASS FRAGMENTOGRAPHY; NONHUMAN; PAPAVERACEAE; THIN LAYER CHROMATOGRAPHY;

AMARYLLIDACEAE; CORYDALIS SOLIDA; FUMARIACEAE; PAPAVERACEAE;

EID: 53549088891     PISSN: 09580344     EISSN: 10991565     Source Type: Journal    
DOI: 10.1002/pca.1066     Document Type: Article

References (29)

1. Adsersen A, Gauguin B, Gudiksen L, Jäger A. 2005. Screening of plants used in Danish folk medicine to treat memory dysfunction for acetylcholine inhibitory activity, J Ethnophormacol 104: 418-422.
2. Ali A, El Sayed H, Abdaliah O, Steglich W. 1986. Oxocrinine and other alkaloids from Crinum americanum. Phytochemistry 25: 2399-2401.
3. Atta-ur-Rahman, Ahmad S, Bhatti K, Choudhary I. 1995. Alkaloid constituents of Fumaria indica. Phytochemistry 40: 593-596.
4. Berkov S, Reyes-Chilpa R, Codina C, Viladomat F, Bastida J. 2007. A revised NMR data of incartine: an alkaloid from Galanthus elwesii Molecules 12: 1430-1435.
5. Duffield A, Aplin R, Budzikiewicz H, Djerassi C, Murphy C, Wildman W. 1965. Mass spectrometry in structural and stereochemical problems. LXXXII. A study of the fragmentation of some Amaryllidaceae alkaloids. J Am Chem Soc 87: 4902-4912.
6. Evidente A, Iasiello I, Randazzo G. 1984. Hippamine, a minor alkaloid from Sternbergia lutea. J Nat Prod 47: 1061-1062.
7. Houghton P, Ren Y, Howes M-J. 2006. Acetylcholinesterase inhibitors from plants and fungi. Nat Prod Rep 23: 181-199.
8. Kametani T, Ihara M, Honda T. 1971. Morphinandienone alkaloids from Corydalis incise. Phytochemistry 10: 1881-1883.
9. Kissling J, loset J-R, Marston A, Hostettmann K. 2005. Bio-guided isolation of cholinesterase inhibitors from bulbs of Crinum x powellii. Phytother Res 19: 984-987.
10. Kreh M, Matusch R, Witte L. 1995. Capillary gas chromatography-mass spectrometry of Amaryllidaceae alkaloids. Phytochemistry 38: 773-776.
11. Latvala A, Önür M, Gözler T, Linden A, Kivçak B, Hesse M. 1995. Alkaloids of Galanthus elwesii Phytochemistry 39: 1229-1249.
12. López S, Bastida. J, Viladomat F, Codina C. 2002. Acetylcholinesterase inhibitory activity of some Amaryllidaccae alkaloids and Narcissus extracts. Life Sci 71: 2521-2529.
13. Maelicke A, Samochocki M, Jostok R, Feherbacher A, Ludwig J, Albuquerque EX, Zerlin M. 2001. Allosteric sensitization of nicotinic receptors by galanthamine, a new treatment strategy for the Alzheimer's disease. Biol Psychiatry 26: 279-288.
14. Markmee S, Ruchirawat S, Prachyawarakorn V, Ingkaninan K, Khorana N. 2006. Isoquinoline derivatives as potencial acetylcholinesterase inhibitors. Bioorg Med Chem Lett 16: 2170-2172.
15. Marston A, Kissling J, Hostettmann K, 2002. A rapid TLC bioautographic method for the detection of acetylcholinesterase and butyrylcholinesterase inhibitors in plants. Phytochem Anal 13: 51-54.
16. Orhan I, Sener B, Choudbary M, Khalid A. 2004. Acetylcholinesterase and butyrylcholinesterase inhibitory activity of some Turkish medicinal plants. J Ethnopharmacol 91: 57-60.
17. Ortega M, Agnese A, Cabrera J. 2004. Anticholinesterase activity in an alkaloid extract of Huperzia saururus. Phytomedicine 11: 539-543.
18. Pandey V, Ray A, Dasgupta B. 1979. Minor alkaloids of Fumara indica seeds. Phytochemistry 18: 695-696.
19. Pereira A, Amaral AC, Barnes R, Cardoso J, Aquino Neto F. 1999. Identification of isoquinoline alkaloids in crude extracts by high temperature gas chromatography-mass spectrometry. Phytochem Anal 10: 254-258.
20. Queiroz E, Ioset J-R, Ndjoko K, Guntern A, Foggin C, Hostettmann K. 2005. On-line identification of the bioactive compounds from Blumea gariepina by HPLC-UV-MS and HPLC-UV-NMR combined with HPLC-micro-fractionation. Phytochem Anal 16: 166-174.
21. Rhee I, van de Meent, Ingkaninan K, Verpoorte R. 2001. Screening for acetylcholinesterase inhibitors from Amaryllidaceae using silicagel thin-layer chromatography in combination with bioactivity staining. J Chromatogr A 915: 217-223.
22. Rhee I, van Rijn R, Verpoorte R. 2003. Qualitative determination of false-positive effects in the acetylcholine assay using thin layer chromatography. Phytochem Anal 14: 127-131.
23. Suau R, Cabezudo B, Rico R, Najera F, López-Romero, J. 2002. Direct determination of alkaloid contents in Fumaria species by GC-MS. Phytochem Anal 13: 363-367.
24. Suau R, Cabezudo B, Rico R, Najera F, López-Romero J, Cuevas A. 2004. Phytochemical variations within populations of Platycapnos saxicola Willk. Biochem Syst Ecol 32: 565-572.
25. Wildman W and Brown C. 1968. Mass spectra of 5,1 1b-methanomor-phanthridine alkaloids. The structure of pancracine. J Am Chem Soc 90: 6439-6446.
26. Wink M, Meisner C, Witte L. (1995) Patterns of quinolizidine alkaloids in 56 species of the genus Lupinus. Phytochemistry 38: 139-153.
27. Witte L, Müller K, Alfermann H-A. 1987. Investigation of alkaloid pattern of Datura innoxia plants by capillary gas-liquid-chromatography-mass spectrometry. Planta Med 52: 192-197.
28. Wynne P, Vine J, Amiet G. 2004. Protopine alkaloids in horse urine. J Chromatogr B 811: 85-91.
29. Youssef D, Frahm A. 1998. Alkaloids of the flowers of Pancratium maritimum. Planta Med 64: 669-667.