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(±)-海生链菌素D的全合成

Total Synthesis of (±)-Phaeocaulisin D.

作者信息

Ezzat Nameer, Bobek Katelyn, Yuan Yu

机构信息

Department of Chemistry, University of Central Florida, 4111 Libra Drive, Orlando, Florida 32816, USA.

Department of Chemistry, College of Education, University of Mosul, Mosul 41002, Iraq.

出版信息

Synlett. 2021;32(7):689-692. doi: 10.1055/a-1326-9148. Epub 2020 Dec 1.

Abstract

The tropone sesquiterpene phaeocaulisin D, isolated from the rhizomes of has previously been shown to inhibit nitric oxide production in macrophages. A total synthesis of phaeocaulisin D was accomplished by using an intramolecular cyclization-dearomatization as a key step. The highlights of the synthesis are effective formation of the 5-7 fused tropone system, and selective methylation of a late-stage intermediate.

摘要

从[植物名称]根茎中分离得到的卓酚酮倍半萜类化合物褐杆菌素D,此前已被证明可抑制巨噬细胞中一氧化氮的产生。以分子内环化-去芳构化为关键步骤完成了褐杆菌素D的全合成。该合成的亮点在于有效形成5-7稠合卓酮体系以及后期中间体的选择性甲基化。

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