Daphnauranols A-C, New Antifeedant Sesquiterpenoids with A 5/6/7 Ring System from Daphne Aurantiaca

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.