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8,4'-氧代新木脂素维罗林、苏里南霉素及其类似物的不对称合成及抗原生动物活性。

Asymmetric synthesis and anti-protozoal activity of the 8,4'-oxyneolignans virolin, surinamensin and analogues.

机构信息

School of Chemical Sciences, University of Auckland, 23 Symonds St, Auckland, New Zealand.

出版信息

Eur J Med Chem. 2013 Feb;60:240-8. doi: 10.1016/j.ejmech.2012.12.013. Epub 2012 Dec 16.

DOI:10.1016/j.ejmech.2012.12.013
PMID:23313632
Abstract

The asymmetric synthesis of 8,4'-oxyneolignans (-)-virolin, (-)-surinamensin and a number of analogues has been achieved. A divergent synthesis was used, with all compounds being elaborated from a single chiral aldehyde derived from ethyl lactate. In the 15 compounds that were tested, the level of substitution on the A-ring was found to directly influence the activity against Leishmania donovani whilst the activity against Plasmodium falciparum was influenced by numerous substitution and stereochemical factors.

摘要

8,4'-氧代新木脂素（-）-橄榄灵、（-）-苏里南素及一些类似物的不对称合成已完成。采用了发散性合成方法，所有化合物均由来源于乳酸乙酯的单一手性醛衍生而来。在所测试的 15 种化合物中，A 环的取代程度被发现直接影响对抗杜氏利什曼原虫的活性，而对抗疟原虫的活性则受到众多取代基和立体化学因素的影响。

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