61(P32) ステアルシンの合成(ポスター発表の部)

概要

論文の詳細を見る
Stealthin A 1 is a potent radical scavenger produced by Streptomyces viridochromogenes. Stealthin C 3 is a new intermediate in the biosynthesis of the benzo[b]fluorene antibiotic kinamycin D produced by Streptomyces murayamaensis. The strong biological activities as well as the unique structures of these compounds prompted us to synthesize them. We report herein the synthetic studies on stealthins. Our plan for constructing the benzo[b]fluoren-11-one skeleton 4 was by using Freidel-Crafts cyclization of biaryl carboxylic acid 5, obtained by using the Suzuki coupling reaction of naphthyl boronic acid 6 and aryl bromide 7. Functionalization of 4 was accomplished by the following reaction sequence: (a) benzyl oximation, (b) oxidation with CAN and (c) reduction with zinc. Two stealthin derivatives 17 and 20 were prepared. Although the final demethylation was not achieved, the present work offers new, rather stable and useful compounds to study radical scavenging action.
天然有機化合物討論会の論文
1997-07-20