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Stereochemistry of prenylation and subsequent decarboxylation in the biosynthesis of prenylanaphthoquinone congeners in callus cultures of Catalpa ovata
Authors:Kenichiro Inoue  Shinichi Ueda  Yoshinori Shiobara  Hiroyuki Inouye
Affiliation:Faculty of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606, Japan
Abstract:The main biosynthetic route from 4-(2′-carboxyphenyl)-4-oxobutanoic acid (1) via 2-carboxy-4-oxo-1-tetralone (COT) to several quinonoids in callus cultures of Catalpa ovata was definitely demonstrated to pass stereospecifically through (2S)-prenyl-COT ((2S)-2) and (2R)-catalponone ((2R)-3).
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