2',3'-Dehydrosalannol

Acta Crystallogr C. 2002 Nov;58(Pt 11):o681-2. doi: 10.1107/s010827010201747x. Epub 2002 Oct 31.

Abstract

The title compound, methyl (2aS,3R,5R,5aS,6S,6aS,8R,9aS,10aR,10bR,10cS)-8-(3-furyl)-2a,4,5,5a,6,6a,8,9,9a,10a,10b,10c-dodecahydro-3-hydroxy-2a,5a,6a,7-tetramethyl-5-(3-methylbut-2-enoyloxy)-2H,3H-cyclopenta[4',5']furo[2',3':6,5]benzo[cd]isobenzofuran-6-acetate, C(32)H(42)O(8), was isolated from uncrushed green leaves of Azadirachta indica A. Juss (neem) and has been found to possess antifeedant activity against Spodptera litura. The conformations of the functional groups are similar to those of 3-desacetylsalannin, which was isolated from neem kernels. The molecules are linked into chains by intermolecular O-H.O hydrogen bonds.