Synthesis and Antioxidant Activity of Securinine Derivatives

被引：11

作者：

Klochkov, S. G. ^{[1
]}

Neganova, M. E. ^{[1
]}

Afanas'eva, S. V. ^{[1
]}

Shevtsova, E. F. ^{[1
]}

机构：

[1] Russian Acad Sci, Inst Physiol Act Cpds, Chernogolovka 142432, Moscow Region, Russia

来源：

PHARMACEUTICAL CHEMISTRY JOURNAL | 2014年 / 48卷 / 01期

关键词：

(2R,9R)-9-[2-(5-methoxy-1H-indol-3-yl) ethylamino]-14-oxa-7-azatetracyclo[6.6.1.0(1,11).0(2,7)]-pentadeca-11-en-13-one; alkaloids; securinine; tryptamine; Michael reaction; biological activity; antioxidants; BRAIN;

D O I：

10.1007/s11094-014-1035-5

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of 9-amino-14-oxa-7-azatetracyclo[6.6.1.01.11.02,7]pentadeca-11-en-13-ones were synthesized. The starting material was the natural alkaloid securinine, which underwent a Michael reaction with pharmacophoric tryptamines and substituted piperazines. The structure and stereochemistry of the previously unknown adduct with 5-methoxytryptamine were established using two-dimensional NMR experiments (COSY and NOESY). The biological activity of the synthesized securinine amino-derivatives was investigated. It was shown that several of the synthesized securinine conjugates exhibited antioxidant and iron-chelating activity and were interesting for further studies as potential pharmacologically active compounds.

引用

页码：15 / 17

页数：3

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