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Isolation and Structure Identification of an Active DNA Strand-Scission Agent, (+)-3,4-di-hydroxy-8,9-Methylenedioxypterocarpan
Journal of Natural Products1995Vol. 58(12), pp. 1966–1969
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Swapan K. Chaudhuri, L. Huang, Fekadu Fullas, Daniel M. Brown, Mansukh C. Wani, Monroe E. Wall, John C. Tucker, Chris Beecher, A. Douglas Kinghorn
Abstract
A new pterocarpan, (+)-3,4-dihydroxy-8,9-methylenedioxypterocarpan [1], was isolated from the flowers of Petalostemon purpureus by a DNA strand-scission assay-guided fractionation procedure. Compound 1 demonstrated activity in a standard in vitro DNA strand-scission assay, and cytotoxicity toward a KB tumor cell line. Two other related pterocarpans [2, 3] isolated from same plant were found to be moderately active for KB cells, but were inactive in the DNA strand-scission assay. (+)-4-Hydroxy-3-methoxy-8,9-methylenedioxypterocarpan [2] has not been reported previously as a natural product, while (+)-maackiain [3] has been isolated only as an optically inactive racemate along with its optical antipode, the (-)-isomer.
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