Synthesis, chiral chromatographic separation, and biological activities ofthe enantiomers of 10,10-dimethylhuperzine A

Authors
Rajendran, V Prakash, KRC Ved, HS Saxena, A Doctor, BP Kozikowski, AP
Citation
V. Rajendran et al., Synthesis, chiral chromatographic separation, and biological activities ofthe enantiomers of 10,10-dimethylhuperzine A, BIOORG MED, 10(21), 2000, pp. 2467-2469
Citations number
15
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
10
Issue
21
Year of publication
2000
Pages
2467 - 2469
Database
ISI
SICI code
0960-894X(20001106)10:21<2467:SCCSAB>2.0.ZU;2-F
Abstract
(+/-)-10,10-Dimethylhuperzine A (2, DMHA) has been synthesized, and its ena ntiomers have been separated using chiral HPLC. (-)-DMHA inhibits AChE with a K-i value approaching that of (-)-huperzine A, whereas (+)-DMHA shows no AChE inhibitory activity. On the other hand, both enantiomers are equally potent against glutamate-induced neurotoxicity when tested in neurons. (C) 2000 Elsevier Science Ltd. All rights reserved.