(±)-Ganoapplanin, a Pair of Polycyclic Meroterpenoid Enantiomers from Ganoderma applanatum
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- 作者：Lei Li ; Huan Li ; Xing-Rong Peng ; Bo Hou ; Mu-Yuan Yu ; Jin-Run Dong ; Xiao-Nian Li ; Lin Zhou ; Jian Yang ; Ming-Hua Qiu
- 刊名：Organic Letters
- 出版年：2016
- 出版时间：December 2, 2016
- 年：2016
- 卷：18
- 期：23
- 页码：6078-6081
- 全文大小：341K
- ISSN：1523-7052
文摘
(±)-Ganoapplanin (1), a pair of novel meroterpenoid enantiomers featuring an unprecedented dioxaspirocyclic skeleton constructed from a 6/6/6/6 tetracyclic system and an unusual tricyclo[4.3.3.03′,7′]dodecane motif, were isolated from Ganoderma applanatum. Its structure and absolute configurations were determined by spectroscopic analyses, X-ray crystallography, and ECD (electronic circular dichroism calculations). A plausible biogenetic pathway, involving a key Gomberg–Bachmann reaction, was also proposed for (±)-1. Biological studies showed that (±)-1 and its enantiomers exhibited different inhibitory activities on T-type voltage-gated calcium channels.