59(P-16) Dictyostelium属細胞性粘菌の二次代謝産物と生物活性(ポスター発表の部)

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Cellular slime molds are unique organisms with a two-stage life cycle, a unicellular animal-like feeding stage (a vegetative amoeba stage) and a multicellular plant-like fruit body stage (a reproductive fruit body stage). Spore germination produces a unicellular amoeba that feeds on bacteria, and when the amoebae starve, they aggregate by chemotaxis to relayed cyclic AMP signals to form fruit bodies consisting of spores and a multicellular stalk. Because of their unique characteristics, cellular slime molds are frequently used in biological studies of multicellular development. The chemical characteristics on cellular slime molds, however, remained uncertain. Recently, we have studied the secondary metabolites produced by cellular slime molds to explore their diversity as well as their physiological and pharmacological activities. In this report, we describe the structure elucidation and the syntheses of four novel amino sugar analogues, furanodictine A (1), B (2), Dp-1 (3) and Dd-1 (4). 1 and 2 were 3,6-anhydro derivatives of 2-deoxy-2-aminohexofuranose. Both 1 and 2 exist as mixtures of α and β-anomers in ratios of 7: 1 and 2: 3, respectively. 3 and 4 were 6-acyl (C_3 or C_5 chain)-3-stearoyl derivatives of N-acetyl-D-glucosamine. These compounds induced neuronal differentiation of rat pheochromocytoma (PC-12) cells. Dictyopyrone A-D (5-8), isolated from Dictyostelium cellular slime molds previously, bore uniquely substitutedα-pyronoid structure. We demonstrated that they had physiologically important activities controlling Dictyostelium development. 7 inhibited the proliferation of vegetative amoeba at the concentration of 10-20μg/mL, and it accelerated the formation of a cell aggregate on starved condition at the concentration of 1-2μg/mL.
天然有機化合物討論会の論文
2001-09-01

59(P-16) Dictyostelium属細胞性粘菌の二次代謝産物と生物活性(ポスター発表の部)

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