113(P-60) 共生渦鞭毛藻Amphidinium sp.由来の新規マクロリドAmphidinolide XとYの構造(ポスター発表の部)

概要

論文の詳細を見る
Marine microorganisms have proven to produce a variety of chemically unique and biologically interesting secondary metabolite such as long-chain polyketides and polyethers from marine dinoflagellates. We have isolated twenty-five macrolides, named amphidinolides, from extracts of marine dinoflagellates of the genus Amphidinium, which are symbionts of Okinawan marine acoel flatworms Amphiscolops spp. Recently two novel macrolides, amphidinolides X (1) and Y (2), have been isolated from a marine dinoflagellate Amphidinium sp. (strain Y-42). The gross structures of 1 and 2 were elucidated on the basis of spectroscopic data including one-bond and long-range ^<13>C-^<13>C correlations. The relative and absolute stereochemistries were determined by combination of analysis of NOESY data and ^1H-^1H and ^1H-^<13>C coupling constants and NMR data of the degradation products. Amphidinolide X (1) is the first macrodiolide consisting of a diacid and a diol units of polyketides from natural sources. On the other hand, amphidinolide Y (2), a novel 17-membered macrolide, was elucidated to exist as a 9:1 equilibrium mixture of 6-keto and 6(9)-hemiacetal forms (2a and 2b, respectively). The biosynthetic origins of 1 and 2 were investigated by means of feeding experiments with ^<13>C-labeled acetates. The feeding experiments with ^<13>C-labeled acetates suggested that amphidinolide Y (2) might be a biogenetic precursor of 16-membered macrodiolide, amphidinolide X (1). Amphidinolides X (1) and Y (2) exhibited cytotoxicity against murine lymphoma L1210 (IC_<50>, 0.6 and 0.8μg/mL) and human epidermoid carcinoma KB cells (IC_<50>, 7.5 and 8.0μg/mL, respectively) in vitro.
天然有機化合物討論会の論文
2004-10-01

113(P-60) 共生渦鞭毛藻Amphidinium sp.由来の新規マクロリドAmphidinolide XとYの構造(ポスター発表の部)

スポンサーリンク

概要

著者

関連論文

スポンサーリンク