Synthesis and Anti-Tuberculosis Activity of the Marine Natural Product Caulerpin and Its Analogues

被引：40

作者：

Canche Chay, Cristina I. ^{[1
]}

Gomez Cansino, Rocio ^{[1
]}

Espitia Pinzon, Clara I. ^{[2
]}

Torres-Ochoa, Ruben O. ^{[1
]}

Martinez, Roberto ^{[1
]}

机构：

[1] Univ Nacl Autonoma Mexico, Inst Quim, Mexico City 04510, DF, Mexico

[2] Univ Nacl Autonoma Mexico, Inst Invest Biomed, Mexico City 04510, DF, Mexico

来源：

MARINE DRUGS | 2014年 / 12卷 / 04期

关键词：

synthesis; caulerpin; analogues; anti-tuberculosis activity; DERIVATIVES; INHIBITOR;

D O I：

10.3390/md12041757

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Caulerpin (1a), a bis-indole alkaloid from the marine algal Caulerpa sp., was synthesized in three reaction steps with an overall yield of 11%. The caulerpin analogues (1b-1g) were prepared using the same synthetic pathway with overall yields between 3% and 8%. The key reaction involved a radical oxidative aromatic substitution involving xanthate (3) and 3-formylindole compounds (4a-4g). All bis-indole compounds synthesized were evaluated against the Mycobacterium tuberculosis strain H37Rv, and 1a was found to display excellent activity (IC50 0.24 mu M).

引用

页码：1757 / 1772

页数：16

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