Monamphilectine A, a Potent Antimalarial β-Lactam from Marine Sponge Hymeniacidon sp: Isolation, Structure, Semisynthesis, and Bioactivity

被引：59

作者：

Aviles, Edward ^{[1
]}

Rodriguez, Abimael D. ^{[1
]}

机构：

[1] Univ Puerto Rico, Dept Chem, UPR Stn, San Juan, PR 00931 USA

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 22期

关键词：

BRYOZOAN CHARTELLA-PAPYRACEA; ISOTHIOCYANATE AMPHILECTENES; CRIBOCHALINA SP; ALKALOIDS; MALARIA; ISOCYANIDES;

D O I：

10.1021/ol102351z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Monamphilectine A (1), a new diterpenoid beta-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.

引用

页码：5290 / 5293

页数：4

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