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Note | Regular issue | Vol 71, No. 5, 2007, pp.1155-1162
Published online, 6th March, 2007
DOI: 10.3987/COM-07-11021
Semisynthesis and Antifeedant Activity of New Acylated Derivatives of Tutin, a Sesquiterpene Lactone from Coriaria sinica

Meng-Lou Li, Jun Cui, Rui-Hao Qin, Jin-Ming Gao,* Yan-Bing Zhang, Xin-Rong Guo, and Wei Zhang

*College of Sciences, Northwest A&F University, Yangling, Shaanxi, 712100, China

Abstract

Three sesquiterpene lactones, tutin (1), coriatin (2), and corianin (3), were isolated from the achenes of Coriaria sinica Maxim, and corianin (3) being for the first time obtained. Moreover, three new derivatives (1a-c) were prepared by acylation at the 2-position of tutin (1). Structures of these compounds were identified and characterized by spectroscopic and X-ray crystallographic analysis. Tutin and acylated analogs thereof showed antifeedant activity against Mythimna separata, and the most potent was 2-iso-butenoyltutin (1b).