22 海綿Discodermia calyxの抗腫瘍性物質Calyculin類の構造

概要

論文の詳細を見る
In the course of our search for bioactive metabolites from a Japanese marine invertebrates, we found that lipophilic extract of a sponge Discodermia calyx showed a strong activity both in the starfish egg assay and in the cytotoxicity test, which led us to isolate active components, named calyculins A-D (1-4). Calyculins inhibit cell division of fertilized starfish and sea urchin eggs at very low concentrations (MIC: 0.01, 0.01, 0.005, and 0.005μg/ml, respectively; H. pulcherrimus). Calyculin A is also highly cytotoxic to tumor cells (IC_<50>: 1.75×10^<-3>μg/ml; L1210). The structure of the major component, calyculin A(1) was determined mainly by 2-D NMR and X-ray crystallographic analyses, while those of the minor components 2-4 were elucidated by comparing their spectral data with those of 1. Calyculins are extraordinary spiro-ketals containing an unusual array of functional groups such as amide, oxazole, phosphate, nitrile moieties as well as tetraen system bearing the vicinal dimethyl groups. Roles and biosynthesis of this new class of natural products are interesting problems.
天然有機化合物討論会の論文
1986-09-09