17 クロメのplasmin inhibitors阻害物質ポリヒドロキシジベンゾ-p-ジオキシン

概要

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In the course of our search for an anti-plasmin inhibitor, new polyhydroxydibenzo-p-dioxins named eckol (1), 6,6'-bieckol (2), 8,8' bieckol (3), dieckol (4) and 2-phloroeckol (5) have been isolated from the methanol extract of a brown alga Ecklonia kurome Okamura. They have been found to have strong inhibitory activities on plasma plasmin inhibitors; α_2-macroglobulin and α_2-plasmin inhibitor. Their structures were elucidated to be 1, 2, 3, 4 and 5 by means of extensive NMR analyses and other spectroscopic data. NIP (negative induced polarization) effect, in particular, was proved to be a valuable tool to determine the arrangement of hydroxy groups on the benzene nucleus. The compounds 1-5 could be the first examples of the naturally occurring phlorotannin having dibenzo-p-dioxin skeleton. It is worth of note that all the polyhydroxydibenzo-p-dioxins described herein exhibit strong inhibitory activities on plasmin inhibitors, whereas phloroglucinol, triphloroethol (6) and diphloroethol (7) not carrying 1,4-dioxane ring possess no activity.
天然有機化合物討論会の論文
1983-09-15