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来源于(+)-水芹烯的双螺-1,2,4,5-四噁烷的结构和抗疟活性。

The structure and antimalarial activity of dispiro-1,2,4,5-tetraoxanes derived from (+)-dihydrocarvone.

机构信息

University of Nebraska Medical Center, College of Pharmacy, 986025 Nebraska Medical Center, Omaha, NE, USA.

出版信息

Bioorg Med Chem Lett. 2010 Nov 15;20(22):6359-61. doi: 10.1016/j.bmcl.2010.09.113. Epub 2010 Sep 29.

Abstract

An unsaturated dispiro 1,2,4,5-tetraoxane formed by peroxidation of (+)-dihydrocarvone was converted into four structurally diverse derivatives. X-ray crystallographic analysis shows that the structures possess central tetraoxane rings with spiro-2,5-disubstituted cyclohexylidene substituents and 6-membered rings in classical chair conformations. As polarity in the tetraoxane series increased, in vitro potency against Plasmodium falciparum decreased.

摘要

由(+)-柠檬烯过氧化形成的不饱和双螺 1,2,4,5-四氧杂环己烷被转化为四个结构不同的衍生物。X 射线晶体学分析表明,这些结构具有中央四氧杂环己烷环和螺-2,5-取代环己基亚甲基取代基以及经典椅式构象的 6 元环。随着四氧杂环己烷系列极性的增加,对恶性疟原虫的体外效力降低。

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