Alkaloids from stems of esenbeckia leiocarpa Engl. (Rutaceae) as potential treatment for alzheimer disease

Molecules

Volumn 15, Issue 12, 2010, Pages 9205-9213

  Cardoso Lopes, Elaine Monteiro ^a   Maier, James Andreas ^a   Da Silva, Marcelo Rogério ^a   Regasini, Luis Octávio ^b   Simote, Simone Yasue ^b   Lopes, Norberto Peporine ^c   Pirani, José Rubens ^c   Da Silva Bolzani, Vanderlan ^b   Young, Maria Cláudia Marx ^a  

^a Pós graduação em Biodiversidade Vegetal e Meio Ambiente   (Brazil)

^b SÃO PAULO STATE UNIVERSITY UNESP   (Brazil)

^c UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

Acetylcholinesterase inhibitors; Alkaloids; Esenbeckia leiocarpa; Rutaceae

Indexed keywords

ACETYLCHOLINESTERASE; ALKALOID; CHOLINESTERASE INHIBITOR;

ALZHEIMER DISEASE; ANIMAL; ARTEMIA; ARTICLE; BRAZIL; CHEMISTRY; ENZYMOLOGY; HUMAN; ISOLATION AND PURIFICATION; METABOLISM; PLANT STEM; RUTACEAE;

ACETYLCHOLINESTERASE; ALKALOIDS; ALZHEIMER DISEASE; ANIMALS; ARTEMIA; BRAZIL; CHOLINESTERASE INHIBITORS; HUMANS; PLANT STEMS; RUTACEAE;

EID: 78650656815     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules15129205     Document Type: Article

References (26)

1. Barros-Filho, B.A.; Nunes, F.M.; Oliveira, M.C.F.; Andrade-Neto, M.; Mattos, M.C.; Barbosa, F.G.; Mafezoli, J.; Pirani, J.R. Secondary Metabolites of Esenbeckia almawillia Kaastra (Rutaceae). Quím. Nova 2007, 30, 1589-1591.
2. Guilhon, G.M.S.P.; Baetas, A.C.S.; Maia, J.G.S.; Conserva, L.M. 2-alkyl-4-quinolone alkaloids and cinnamic acid derivatives from Esenbeckia almawillia. Phytochemistry 1994, 37, 1193.
3. Nakatsu, T.; Johns, T.; Kubo, I.; Sakai, M., Chatani, K.; Saito, K., Tamagiwa, Y.; Kamikawa, T. Isolation, structure, and synthesis of novel 4-quinolinone alkaloids from Esenbeckia leiocarpa. J. Nat. Prod. 1990, 53, 1508-1513.
4. Johnstone, R.A.W.; Rose, M.E. A rapid, simple and mild procedure for alkylation of phenols, alcohols, amides and acids. Tetrahedron 1979, 35, 2169-2173.
5. Lorenzi, H. Brazilian Trees: A Guide to the Identification and Cultivation of Brazilian Native Trees; Plantarum: Nova Odessa, SP, Brazil, 1992; p. 307.
6. Monache, F.D.; Monache, G.D.; Souza, M.A.M.; Cavalcanti, M.S., Chiappeta, A. Isopentenylindole derivatives and other components of Esenbeckia leiocarpa. Gazz. Chim. Ital. 1989, 119, 435-439.
7. Monache, F.D.; Di Benedetto, R.; Souza, M.A.M.; Sandor, P. Esenbeckia leiocarpa: IIa. Further Componentes. Gazz. Chim. Ital. 1990, 120, 387-389.
8. Katzman, R.; Jackson, E. Alzheimer disease: Basic and clinical advances. J. Amer. Geriat. Soc. 1991, 39, 516-525.
9. Howes, M.-J.R.; Perry, N.S.L.; Houghton, P.J. Plants with traditional uses and activities, relevant to the management of Alzheimer's disease and other cognitive disorders. Phytother. Res. 2003, 17, 1.
10. Barbosa-Filho, J.M.; Medeiros, K.C.P.; Diniz, M.F.; Batista, L.M.; Athayde-Filho, P.F.; Silva, M.S.; Cunha, E.V.L.; Almeida, J.R.G.S.; Quintans-Júnior, L.J. Natural products inhibitors of the enzyme acetylcholinesterase. Braz. J. Pharmacogn. 2006, 16, 258-285.
11. Houghton, P.J.; Ren, Y.; Howes, M.-J. Acetylcholinesterase inhibitors from plants and fungi. Nat. Prod. Rep. 2006, 23, 181-199.
12. Marston, A.; Kissling, J.; Hostettmann, K. A rapid TLC bioautographic method for the detection of acetylcholinesterase and butyrylcholinesterase inhibitors in plants. Phytochem. Anal. 2002, 13, 51-54.
13. Akhmedzhanova, V.I.; Bessonova, I.A.; Yunusov, S.Y. Alkaloids of Haplophyllum leptomerum. I. Structure of leptomerine. Chem. Nat. Compd. 1986, 22, 78-79.
14. Wu, T.-S.; Shi, L.-S.; Wang, J.-J.; Iou, S.-C.; Chang, H.-C.; Chen Y.-P.; Kuo, Y.-H.; Chang, Y.- L.; Teng, C.-M. Cytotoxic and antiplatelet aggregation principles of Ruta graveolens. J. Chin. Chem. Soc. 2003, 50, 171-178.
15. Cortez, L.E.R.; Cortez, D.A.G.; Ferreira, A.G.; Vieira, P.C.; Fernandes da Silva, M.F.G.; Fernandes, J.B. Chemical constituents of Almeidea coerulea (Nees and Mart.) A. St.-Hill (Rutaceae). Braz. J. Pharmacogn. 2006, 16, 164-169.
16. Nunes, F.M.; Barros-Filho, B.A.; Oliveira, M.C.F.; Andrade-Neto, M.; Mattos, M.C.; Mafezoli, J.; Pirani, J.R. 1H and 13C NMR spectra of 3,8-dimethoxyfuro[3,2-g]coumarin and maculine from Esenbeckia grandiflora Martius (Rutaceae). Magn. Reson. Chem. 2005, 43, 864-866.
17. Trani, M.; Carbonetti, A.; Monache, G.D.; Monache, F.D. Dihydrochacones and coumarins of Esenbeckia grandiflora subsp. brevipetiolata. Fitoterapia 2004, 75, 99-102.
18. Simpson, S.D.; Jacobs, H. Alkaloids and coumarins from Esenbeckia pentaphylla (Rutaceae). Biochem. Syst. Ecol. 2005, 33, 841-844.
19. Oliveira, F.M.; Sant'ana, A.E.G.; Conserva, L.M.; Maia, J.G.S.; Guilhon, G.M.P. Alkaloids and coumarins from Esenbeckia species. Phytochemistry 1996, 41, 647-649.
20. Rios, M.Y.; Delgado, G. Terpenoids and alkaloids from Esenbeckia belizencis. spontaneous oxidation of furoquinoline alkaloids. J. Nat. Prod. 1992, 55, 1307-1309.
21. Paulini, H.; Waibel, R.; Schimmer, O. Mutagenicity and structure-mutagenicity relationships of furoquinolines, naturally occurring alkaloids of the Rutaceae. Mutat. Res. Lett. 1989, 227, 179-186.
22. Schimmer, O.; Kühne, I. Furoquinoline alkaloids as photosensitizers in Chlamydomonas reinhardtti. Mutat. Res.-Fundam. Mol. Mech. Mut. 1991, 249, 105-110.
23. Biavatti, M.W.; Vieira, P.C.; Da Silva, M.F.G.F.; Fernandes, J.B.; Victor, S.R.; Pagnocca, F.C.; Albuquerque, S.; Caracelli, I.; Zukerman-Schpector, J. Biological activity of quinoline alkaloids from Raulinoa echinata and X-ray structure of flindersiamine. J. Braz. Chem. Soc. 2002, 13, 66-70.
24. Rhee, I.K.; Meent, M.; Ingkaninan, K.; Verpoorte, R. Screening for acetylcholinesterase inhibitors from Amaryllidaceae using sílica gel thin-layer chromatography in combination with bioactivity staining. J. Chromatogr. A 2001, 915, 217-223.
25. Ellman, G.L.; Courtney, K.D.; Andres, V., Jr.; Featherstone, R.M. A new and rapid colorimetric determination of acetylcholinesterase activity. Biochem. Pharmacol. 1961, 7, 88-95.
26. Liu, J.S.; Zhu, Y.L.; Yu, C.M.; Zhou, Y.Z.; Han, Y.Y.; Wu, F.W.; Qi, B.F.; The structures of huperzine A and B two new alkaloids exhibiting marked anticholinesterase activity. Can. J. Chem. 1986, 64, 837-839.