Daphnauranols A-C, new antifeedant sesquiterpenoids with a 5/6/7 ring system from Daphne aurantiaca

被引:21
作者
Huang, Sheng-Zhuo [1 ]
Li, Xiao-Nian [2 ]
Ma, Qing-Yun [1 ]
Dai, Hao-Fu [1 ]
Li, Liang-Chun [3 ]
Cai, Xiang-Hai [2 ]
Liu, Yu-Qing [2 ]
Zhou, Jun [2 ]
Zhao, You-Xing [1 ]
机构
[1] Chinese Acad Trop Agr Sci, Key Lab Biol & Genet Resources Trop Crops, Minist Agr, Inst Trop Biosci & Biotechnol, Haikou 571101, Peoples R China
[2] Chinese Acad Sci, State Key Lab Phytochem & Plant Resources West Ch, Kunming Inst Bot, Kunming 650201, Peoples R China
[3] Southwest Univ Sci & Technol, Sch Life Sci & Engn, Mianyang 621010, Peoples R China
基金
中国国家自然科学基金;
关键词
Daphne aurantiaca; Thymelaeceae; Sesquiterpenoid; Daphnauranol; DITERPENE ESTERS;
D O I
10.1016/j.tetlet.2014.05.007
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Daphnauranols A-C (1-3), three new sesquiterpenoids with an unprecedented 5/6/7 ring system, were isolated from the stems of Daphne aurantiaca Diels. Their structures were elucidated on the basis of comprehensive spectroscopic methods including MS and NMR. The absolute configuration of daphnauranol A was further confirmed by single crystal X-ray diffraction (Cu K alpha). Their anti-feedant activity was tested, and the fruit fly antifeedant index (AI) were 39.8 +/- 7.2%, 29.4 +/- 7.2%, and 26.3 +/- 6.4%, respectively. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3693 / 3696
页数:4
相关论文
共 7 条
[1]  
Botany C. A. S., 1997, FLOR YUNN, V8
[2]   ENZYMATIC FORMATION OF SESQUITERPENES [J].
CANE, DE .
CHEMICAL REVIEWS, 1990, 90 (07) :1089-1103
[3]   Trefolane A, a Sesquiterpenoid with a New Skeleton from Cultures of the Basidiomycete Tremella foliacea [J].
Ding, Jian-Hai ;
Feng, Tao ;
Li, Zheng-Hui ;
Yang, Xiao-Yan ;
Guo, Hue ;
Yin, Xia ;
Wang, Gang-Qiang ;
Liu, Ji-Kai .
ORGANIC LETTERS, 2012, 14 (18) :4976-4978
[4]   NEW TOXIC, IRRITANT AND COCARCINOGENIC DITERPENE ESTERS FROM EUPHORBIACEAE AND FROM THYMELAEACEAE [J].
HECKER, E .
PURE AND APPLIED CHEMISTRY, 1977, 49 (09) :1423-1431
[5]   Daphnane-type diterpene esters with cytotoxic and anti-HIV-1 activities from Daphne acutiloba Rehd. [J].
Huang, Sheng Zhuo ;
Zhang, Xing Jie ;
Li, Xing Yao ;
Kong, Ling Mei ;
Jiang, He Zhong ;
Ma, Qing Yun ;
Liu, Yu Qing ;
Hu, Jiang Miao ;
Zheng, Yong Tang ;
Li, Yan ;
Zhou, Jun ;
Zhao, You Xing .
PHYTOCHEMISTRY, 2012, 75 :99-107
[6]   Plant Orthoesters [J].
Liao, Shang-Gao ;
Chen, Hua-Dong ;
Yue, Jian-Min .
CHEMICAL REVIEWS, 2009, 109 (03) :1092-1140
[7]   Phytochemical and Biological Studies of the Plants from the Genus Daphne [J].
Xu, Wen-Cheng ;
Shen, Jian-Gang ;
Jiang, Jian-Qin .
CHEMISTRY & BIODIVERSITY, 2011, 8 (07) :1215-1233