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氧杂环十二烷二酮型两种强效抗炎大环内酯的全合成。

Total synthesis of two potent anti-inflammatory macrolactones of the oxacyclododecindione type.

作者信息

Tauber Johannes, Rohr Markus, Walter Thorsten, Erkel Gerhard, Opatz Till

机构信息

Institute of Organic Chemistry, Johannes Gutenberg-University, Duesbergweg 10-14, 55128 Mainz, Germany.

出版信息

Org Biomol Chem. 2015 Jul 28;13(28):7813-21. doi: 10.1039/c5ob01044f. Epub 2015 Jun 24.

Abstract

An esterification/Friedel-Crafts-cyclization approach permitted the first successful synthetic entry into the oxacyclododecindione subclass of the dihydroxyphenylacetic acid lactone-type natural products. This route allowed the preparation of two highly active anti-inflammatory fungal secondary metabolites 14-deoxyoxacyclododecindione and 14-deoxy-4-dechlorooxacyclododecindione as well as their 14-desmethyl analogues.

摘要

一种酯化/傅克环化方法首次成功实现了对二羟基苯乙酸内酯型天然产物中环氧十二碳二酮亚类的合成。该路线使得两种高活性抗炎真菌次生代谢产物14-脱氧环氧十二碳二酮和14-脱氧-4-脱氯环氧十二碳二酮及其14-去甲基类似物得以制备。

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