Novel Natural Oximes and Oxime Esters with a Vibralactone Backbone from the Basidiomycete Boreostereum vibrans.
A variety of novel natural products with significant bioactivities are produced by the basidiomycete Boreostereum vibrans. In the present study, we describe 16 novel natural oximes and oxime esters with a vibralactone backbone, vibralactoximes, which were isolated from the scale-up fermentation broth of B. vibrans. Their structures were determined through extensive spectroscopic analyses. These compounds represent the first oxime esters from nature. The hypothetical biosynthetic pathway of these compounds was also proposed. Seven compounds exhibited significant pancreatic lipase inhibitory activity, while ten compounds exhibited cytotoxicities against five human cancer cell lines (HL-60, SMMC-7721, A-549, MCF-7, and SW480), with IC50 values comparable with those of cisplatin.
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany Chinese Academy of Sciences Kunming 650201 P. R. China; University of Chinese Academy of Sciences Beijing 100049 P.R. China.
He-Ping
HP
Chen
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany Chinese Academy of Sciences Kunming 650201 P. R. China; University of Chinese Academy of Sciences Beijing 100049 P.R. China.
Zhen-Zhu
ZZ
Zhao
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany Chinese Academy of Sciences Kunming 650201 P. R. China; School of Pharmaceutical Sciences South-Central University for Nationalities Wuhan 430074 P. R. China.
Zheng-Hui
ZH
Li
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany Chinese Academy of Sciences Kunming 650201 P. R. China.
Ze-Jun
ZJ
Dong
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany Chinese Academy of Sciences Kunming 650201 P. R. China.
Kun
K
Wei
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany Chinese Academy of Sciences Kunming 650201 P. R. China.
Xue
X
Bai
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany Chinese Academy of Sciences Kunming 650201 P. R. China.
Ling
L
Zhang
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany Chinese Academy of Sciences Kunming 650201 P. R. China; University of Chinese Academy of Sciences Beijing 100049 P.R. China.
Chun-Nan
CN
Wen
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany Chinese Academy of Sciences Kunming 650201 P. R. China; School of Pharmaceutical Sciences South-Central University for Nationalities Wuhan 430074 P. R. China.
Tao
T
Feng
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany Chinese Academy of Sciences Kunming 650201 P. R. China; School of Pharmaceutical Sciences South-Central University for Nationalities Wuhan 430074 P. R. China.
Ji-Kai
JK
Liu
cytotoxicity; natural products; oxime esters; oximes; pancreatic lipase; structure elucidation