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Monamphilectine A, a potent antimalarial β-lactam from marine sponge Hymeniacidon sp: isolation, structure, semisynthesis, and bioactivity.

Authors
Type
Published Article
Journal
Organic Letters
1523-7052
Publisher
American Chemical Society
Publication Date
Volume
12
Issue
22
Pages
5290–5293
Identifiers
DOI: 10.1021/ol102351z
PMID: 20964325
Source
Medline
License
Unknown

Abstract

Monamphilectine A (1), a new diterpenoid β-lactam alkaloid showing potent antimalarial activity, was isolated in milligram quantities following bioassay-directed extraction of a Puerto Rican marine sponge Hymeniacidon sp. Its structure, established by interpretation of spectral data, was confirmed unequivocally by chemical interconversion and comparison of physical, chemical, and bioactivity data with the natural product. The one-step semisynthesis of monamphilectine A was based on a multicomponent Ugi reaction that also established its absolute stereostructure.

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