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3-bromohomofascaplysin A, a fascaplysin analogue from a Fijian Didemnum sp. ascidian.

ABSTRACT: A new fascaplysin analogue, 3-bromohomofascaplysin A (1), along with two known analogues, homofascaplysin A (2) and fascaplysin (3), were isolated from a Fijian Didemnum sp. ascidian. The absolute configurations of 3-bromohomofascaplysin A (1) and homofascaplysin A (2) were determined via experimental and theoretically calculated ECD spectra. The differential activities of 1-3 against different blood-borne life stages of the malaria pathogen Plasmodium falciparum were assessed. Homofascaplysin A (2) displayed an IC(50) of 0.55±0.11 nM against ring stage parasites and 105±38 nM against all live parasites. Given the stronger resistance of ring stage parasites against most current antimalarials relative to the other blood stages, homofascaplysin A (2) represents a promising agent for treatment of drug resistant malaria.

SUBMITTER: Lu Z

PROVIDER: S-EPMC3205246 | biostudies-literature | 2011 Nov

REPOSITORIES: biostudies-literature

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3-bromohomofascaplysin A, a fascaplysin analogue from a Fijian Didemnum sp. ascidian.

Lu Zhenyu Z Ding Yuanqing Y Li Xing-Cong XC Djigbenou Daignon R DR Grimberg Brian T BT Ferreira Daneel D Ireland Chris M CM Van Wagoner Ryan M RM

Bioorganic & medicinal chemistry 20110601 22

A new fascaplysin analogue, 3-bromohomofascaplysin A (1), along with two known analogues, homofascaplysin A (2) and fascaplysin (3), were isolated from a Fijian Didemnum sp. ascidian. The absolute configurations of 3-bromohomofascaplysin A (1) and homofascaplysin A (2) were determined via experimental and theoretically calculated ECD spectra. The differential activities of 1-3 against different blood-borne life stages of the malaria pathogen Plasmodium falciparum were assessed. Homofascaplysin A ...[more]

PMID: 21696970

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