Synthesis and biological evaluation of (±)-Z-huperzine A

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Abstract

The synthesis of (±)-Z-huperzine A has been accomplished and the ability of this agent to inhibit acetylcholinesterase has been measured. The compound has an IC50 of 6 x 10−6 M, which is comparable to that of huperzine B.

The synthesis of (±)-Z-huperzine A has been accomplished and the ability of this agent to inhibit acetylcholinesterase has been measured. The compound has an IC50 of 6 x 10−6M, which is comparable to that of huperzine B.

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Cited by (18)

  • The Lycopodium Alkaloids

    2005, Alkaloids: Chemistry and Biology
    Citation Excerpt :

    The dimethyl-carbamoyloxy analogue 232 was synthesized through the keto urethane analogue 231 with a bicyclo[3.3.1]nonane ring (132). The synthesis of (±)-Z-huperzine A (233a), which showed inhibition of AChE comparable to that of huperzine B (2), was accomplished (133). To evaluate the contribution of the ethylidene group, both the methylene analogue 233b and the propylidene analogue 233c were synthesized (117).

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