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Paper | Regular issue | Vol 43, No. 2, 1996, pp.409-414
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7295
New Cassane Diterpenes from Caesalpinia bonduc (Fabaceae)

Takeshi Kinoshita,* Michiko Kaneko, Hiroshi Noguchi, and Isao Kitagawa

*Faculty of Pharmaceutical Sciences, Teikyo University, 1091-1 Suarashi, Sagamiko-machi, Tsukui-gun, Kanagawa 199-01, Japan

Abstract

New cassane diterpenes, neocaesalpins A and B, were isolated from the seeds of Caesalpinia bonduc (Fabaceae) and their stuructures were deduced on the basis of the spectroscopic evidence. These compounds are characterized as having an α,β-butenolide moiety whereas caesalpins, a group of diterpenes previously known from the same plant and related species, possess the furan ring. The possible biogenetic scheme for formation of an α,β-butenolide was postulated as the furan ring undergoing peroxidation followed by isomerization to give rise to the hemiketal lactone.