Natural occurrence of 3-aryl-4-hydroxycoumarins. Part I. Phytochemical examination of Derris robusta(roxb.) benth.

Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39690000365

Abstract

The root material of Derris robusta has yielded nine natural products whose structures have been determined mainly by physical methods in association with a few partial syntheses and degradations. Four of these have been shown to be new natural isoflavones: derrustone (II), derrubone (IIIa), robustone (VIa), and robustone methyl ether (VIb). The other five compounds are derivatives of the 3-aryl-4-hydroxycoumarin type, and include derrusnin (VIIb), robustic acid (IXa), robustic acid methyl ether (IXb), robustin (XIIa), and robustin methyl ether (XIIb). These 3-aryl-4-hydroxy(or methoxy)coumarins are variants upon the isoflavonoid theme. The pattern relating the structures of these co-occurring isoflavones and 3-aryl-4-oxycoumarins indicates that the biosyntheses of these two natural product types probably have many common features.

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