Novel Benzil and Isoflavone Derivatives from Millettia dielsiana

Abstract

The analysis of vine stem extract from Millettia dielsiana Harms yielded a novel benzil (1) and five new prenylated isoflavones (2 – 6) together with three known isoflavones (7 – 10) and one known flavone (11), and their structures were elucidated on the basis of chemical and spectral analysis. The absolute configuration of the 3′′,4′′-diols in 6 was determined by observing the CD induced after addition of dimolybdenum tetraacetate in DMSO solution (Snatzke’s method). Some isolates were tested for their anti-inflammatory and antithrombase activities and cytotoxicities. Compound 2, barbigerone, and genistein showed significant anti-inflammatory activity, with inhibitory ratios 59.1 %, 59.5 %, and 58.5 %, respectively, at 10 μM, while compound 4 exhibited moderate cytotoxicity.

Abbreviations

CC:column chromatography

PAF:platelet activating-factor

PMN:polymorphonuclear leukocyte

THF:tetrahydrofuran

Key words

Millettia dielsiana Harms - Leguminosae - benzil - prenylated isoflavones - millesianins A–E - Snatzke’s method

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