Constituents of Fevillea cordifolia: New Norcucurbitacin and Cucurbitacin Glycosides

Journal of Natural Products
1993.0

Abstract

The seeds of Fevillea cordifolia have yielded 11 new fevicordin-type 29-norcucurbitacins 3-13, and two new cucurbitacin glycosides 14 and 15, which were isolated along with previously reported fevicordin A [2] and its glucoside [1]. Structure determinations are based on spectroscopic studies and on chemical interconversions. Fevillea cordifolia L. (Cucurbitaceae) grows in South and Central America and on Caribbean islands. The seeds are used in folk medicine against various diseases (1-3). The fatty material of the seeds has been used commercially (4). Recently we described the isolation of fevicordin A glucoside [1] and its aglycone 2 from the seeds of the Costa Rican F. cordifolia (1). Compound 1 constitutes about 15% of the MeOH extract of the endosperm, and it represents the first member of the previously unknown norcucurbitanes. Meanwhile we gave a preliminary report on a number of structurally related minor constituents of F. cordifolia (5), and we have also analyzed the fatty material of the endosperm (6). This report describes the structure work on 1 in detail and the isolation and structure determination of the further fevicordin-type compounds 3-13 and the new cucurbitacin glycosides 14 and 15, which are minor components of the seeds.

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