The Toxic Extractives from Wedelia asperrima, III. Structures of Two Naturally Occurring Rhamnosyl Analogues of Wedeloside

Journal of Natural Products
1990.0

Abstract

The structures of two new toxic 4'-O-rhamnosyl analogues of wedeloside [l], from Wedelia asperrima, have been determined by a combination of chemical, nmr, and mass spectrometric analysis. In previous papers, we described the structural elucidation of the diterpene aminoglycoside wedeloside [I), the major toxic constituent of Wedelia asperrim Benth. (Compositae) (1,2). Subsequent biochemical studies (3) have shown wedeloside to be a powerful inhibitor of ADP/ATP transport across the mitochondrial membrane, with a binding affinity to the carrier protein comparable to that of the related diterpene glycoside, carboxyatractyloside 14) (4). We now report the structures of two additional toxic components 2 and 3 from W. asperrim.

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