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The Lycopodium alkaloids

Ma, Xiaoqiang, Gang, David R.·2004·Natural Product Reports

Abstract

Lycopodium alkaloids are quinolizine, or pyridine and alpha-pyridone type alkaloids. Some Lycopodium alkaloids are potent inhibitors of acetylcholinesterase (AChE). Huperzine A (HupA) is reported to increase efficiency for learning and memory in animals, and it shows promise in the treatment of Alzheimer's disease (AD). 201 Lycopodium alkaloids from 54 species of Lycopodium (sensu lato) have been reported so far. This review is intended to to cover the chemical, pharmacological and clinical research on Lycopodium alkaloids reported in the literature from the spring of 1993 to August 2004. Structures of 81 new Lycopodium alkaloids are presented, classified and analyzed. The structural characters and biogenetic relationships of the four major Lycopodium alkaloid groups (lycopodine, lycodine, fawcettimine and miscellaneous) are discussed. Bioactivities of Lycopodium alkaloids, especially HupA, are summarized. In particular, the effect of HupA and other cholinesterase inhibitors (anti-AD drugs) on acetylcholine esterase (AChE) activity in the rat cortex and butylcholine esterase activity are compared. Structure-activity relationships and structure modifications of HupA and its analogs are described. Information on clinical trials with HupA and its derivative ZT-1 is presented. The state of HupA availability and recent advances in in vitro propagation of HupA producing plants are outlined. Finally, hypotheses about Lycopodium alkaloid biosynthetic pathways are discussed.

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Metadata

Authors
Ma, X., & Gang, D. R.
Venue
Natural Product Reports
Published
2004
Volume
21
Issue
6
Pages
752
ISSN
  • 0265-0568 (ISSN-L)
  • 1460-4752
OpenAlex
W2340610485
Cited by
649
References
43
FWCI
5.48
Type
journal article
Language
en
Open access
closed

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Ma, X., & Gang, D. R. (2004). The Lycopodium alkaloids. Natural Product Reports. https://doi.org/10.1039/b409720n

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