从 curcusones A 和 B 中一步半合成法制备 spirocurcasone 和 pyracurcasone。

One-step semisynthesis method of spirocurcasone and pyracurcasone from curcusones A and B.

机构信息

State Key Laboratory of Photochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, Yunnan People's Republic of China.

出版信息

Org Lett. 2014 Apr 18;16(8):2196-9. doi: 10.1021/ol500692j. Epub 2014 Apr 3.

DOI:10.1021/ol500692j

PMID:24697243

Abstract

High contents of curcusones A and B and trace amounts of spirocurcasone exist in the roots of Jatropha curcas. Here, a one-step semisynthesis method of spirocurcasone and pyracurcasone was built, not only resulted an increased yield of spirocurcasone but also produced pyracurcasone, which exhibited greater cytotoxicity compared to curcusones A and B. The plausible mechanism of the formation of pyracurcasone was proposed, and the proposed biogenetic origin for spirocurcasone by Taglialatela-Scafati was confirmed.

摘要

在麻疯树的根中存在较高含量的 curcusones A 和 B 以及痕量的 spirocurcasone。在这里，建立了 spirocurcasone 和 pyracurcasone 的一步半合成方法，不仅提高了 spirocurcasone 的产量，而且还产生了 pyracurcasone，其细胞毒性比 curcusones A 和 B 更强。提出了 pyracurcasone 形成的可能机制，并证实了 Taglialatela-Scafati 提出的 spirocurcasone 的生物发生起源。