93(P-20) リポキシゲナーゼ阻害物質テトラペタロン類の生合成経路(ポスター発表の部)

概要

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We investigated the biosynthetic precursors and the biosynthetic pathway of tetrapetalones which were isolated as lipoxygenase inhibitors in our studies. The feeding experiments of ^<13>C-labeled precursors for the culture broth of tetrapetalones producing strain, Streptomyces sp. USF-4727 strain, revealed that four tetrapetalones (tetrapetalone A, B, C, and D) were polyketide compounds constructed by propionate, butyrate, acetate, 3-amino-5-hydroxy benzoic acid (AHBA), and glucose unit. And the biosynthetic pathway of tetrapetalones was suggested in this study. At first, tetrapetalone A (1) seems to be synthesized by polyketide synthetase (PKS) using AHBA as a starter unit, and then the side chain of 1 is subjected to acetoxylation to produce tetrapetalone B (2). Meanwhile 1 is revealed to be easily oxidized, and transformed to tetrapetalone C (3) in our in vitro experiment. By the similar way, 2 is implied to be converted to tetrapetalone D (4). These results indicated that 1 and 2 might be converted to 3 and 4, respectively, in the culture broth of USF-4727.
天然有機化合物討論会の論文
2004-10-01