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Manadomanzamines A and B: a novel alkaloid ring system with potent activity against mycobacteria and HIV-1.


ABSTRACT: Two novel alkaloids, named manadomanzamines A (1) and B (2), were isolated from an Indonesian sponge Acanthostrongylophora sp. (Haplosclerida: Petrosiidae). Their structures were elucidated and shown to be a novel organic skeleton related to the manzamine type alkaloids. Their absolute configuration and conformation were determined by CD, NOESY, and molecular modeling analysis. The microbial community analysis for the sponge that produces these unprecedented alkaloids has also been completed. Manadomanzamines A (1) and B (2) exhibited strong activity against Mycobacterium tuberculosis (Mtb) with MIC values of 1.9 and 1.5 mug/mL, respectively. Manadomanzamines A and B also exhibit activities against human immunodeficiency virus (HIV-1) and AIDS opportunistic fungal infections.

SUBMITTER: Peng J 

PROVIDER: S-EPMC4928190 | biostudies-literature | 2003 Nov

REPOSITORIES: biostudies-literature

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Manadomanzamines A and B: a novel alkaloid ring system with potent activity against mycobacteria and HIV-1.

Peng Jiangnan J   Hu Jin-Feng JF   Kazi Abul B AB   Li Ze Z   Avery Mitchell M   Peraud Olivier O   Hill Russell T RT   Franzblau Scott G SG   Zhang Fangqiu F   Schinazi Raymond F RF   Wirtz Susan S SS   Tharnish Phillip P   Kelly Michelle M   Wahyuono Subagus S   Hamann Mark T MT  

Journal of the American Chemical Society 20031101 44


Two novel alkaloids, named manadomanzamines A (1) and B (2), were isolated from an Indonesian sponge Acanthostrongylophora sp. (Haplosclerida: Petrosiidae). Their structures were elucidated and shown to be a novel organic skeleton related to the manzamine type alkaloids. Their absolute configuration and conformation were determined by CD, NOESY, and molecular modeling analysis. The microbial community analysis for the sponge that produces these unprecedented alkaloids has also been completed. Ma  ...[more]

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