Acta Cryst. (2006). E62, o559-o562  [ doi:10.1107/S160053680600050X ]

1,10-Dehydrosalviarin

C. A. Mattia, V. De Feo, E. Quaranta, A. Bisio, G. Romussi and R. Puliti

Abstract: The title diterpenoid, C₂₀H₂₀O₅, is a plant metabolite from Salvia wagneriana Polak. The molecule is characterized by a pentacyclic structure derived from a rearranged clerodane skeleton and shows, in addition to A and B rings, two olide systems forming C and D rings. Moreover, a -substituted furan ring is present on the C ring. The crystal packing is mainly governed by normal van der Waals interactions. In the crystal structure, one non-classical hydrogen bond is also present, involving the carbonyl O atom of the -lactone ring and one activated C atom of a screw-related furan system. The structure exhibits a remarkable isomorphism with that of the previously characterized salviarin. The antifeedant activity of dehydrosalviarin against the insect Spodoptera littoralis, a destructive pest for tropical and subtropical agriculture, is also reported.

Online 11 January 2006

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