Abstract

The structure of bharanginin isolated from the hexane extract of the root nodules of the Ayurvedic drug Pygmacopremna herbacea (Roxb.) Moldenke (Verbenaceae) has been shown to be a novel heterocyclic ortho-quinone (7-isopropyl-3,3,4-trimethylnaphtho[2,3-b]furan-2,5,6(3H)-trione) from a consideration of its high resolution mass spectrum, UV, IR and 1H NMR spectra, long range couplings in its 13C NMR spectrum and one bond Heteronuclear shift correlated 2D NMR spectrum. It appears to be derived biogenetically from ferruginol through the intermediacy of 15-deoxyfuerstione involving a carbonium ion rearrangement and several oxidation steps.

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