84(P2-14) インド洋産ウミウシDolabella auricularia (タツナミガイ)から単離した抗腫瘍性環状デプシペプチドDolastatin 13とDehydrodolastatin 13の構造(ポスター発表の部)

概要

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The Indian Ocean sea hare Dolabella auricularia (Japanese name: Tatsunamigai) has been found to be an exceptionally products. In 1981, from 100Kg of animals, the nine new cell growth inhibitory substances, which were designated Dolastatin 1-9 (each ca. 1mg) were isolated. In them, only structure of Dolastatin 3 was determined to be 2 by the results of the detail NMR spectra and finally total synthesis. Subsequently, from the new Indian Ocean specimens (1600Kg) of Tatsunamigai, we isolated the most important antineoplastic substance Dolastatin 10(3), in addition to the isolation of Dolastatin 11(4),and Dolastatin 12(5), and recent isolation of Dolastatin 13(6) and Dehydrodolastatin 13(7).6_ Structure of Dolastatin 10(3), which was an unique linear pentapeptide, was recently confirmed by the total synthesis. Structures of Dolastatin 11(4), Dolastatin 12(5), Dolastatin 13(6) and Dehydrodolastatin 13(7), which were the cyclic depsipeptide, were illustrated. Evidence of structures was based on the detail 400MHz NMR 2D experiences (e.g. 'H-'H cosy, 'H-'H relayed cosy, 'H-^<13>C cosy, NOE, HMBC etc.) and the HRMS data (e.g. SP-SIMS, FAS, EI, GC-MS etc.). In this paper, the recnt results. were discussed.
天然有機化合物討論会の論文
1989-09-17