Department of Pharmaceutical Microbiology at the Hans-Knöll-Institute, Friedrich-Schiller-Universität , Beutenbergstrasse 11a, 07745 Jena, Germany.
J Nat Prod. 2014 Dec 26;77(12):2658-63. doi: 10.1021/np500552a. Epub 2014 Nov 24.
A stereaceous basidiomycete was investigated with regard to its capacity to produce yellow pigments after physical injury of the mycelium. Two pigments were isolated from mycelial extracts, and their structures were elucidated by ESIMS and one- and two-dimensional NMR methods. The structures were identified as the previously undescribed polyenes (3Z,5E,7E,9E,11E,13Z,15E,17E)-18-methyl-19-oxoicosa-3,5,7,9,11,13,15,17-octaenoic acid (1) and (3E,5Z,7E,9E,11E,13E,15Z,17E,19E)-20-methyl-21-oxodocosa-3,5,7,9,11,13,15,17,19-nonaenoic acid (2). Stable-isotope feeding with [1-(13)C]acetate and l-[methyl-(13)C]methionine demonstrated a polyketide backbone and that the introduction of the sole methyl branch is most likely S-adenosyl-l-methionine-dependent. Dose-dependent inhibition of Drosophila melanogaster larval development was observed with both polyenes in concentrations between 12.5 and 100 μM. GI50 values for 1 and 2 against HUVEC (K-562 cells) were 71.6 and 17.4 μM (15.4 and 1.1 μM), respectively, whereas CC50 values for HeLa cells were virtually identical (44.1 and 45.1 μM).
一种硬皮担子菌因其菌丝体受到物理损伤后产生黄色色素的能力而受到研究。从菌丝体提取物中分离出两种色素，并通过 ESIMS 和一维及二维 NMR 方法阐明了它们的结构。这些结构被鉴定为以前未描述的多烯（3Z,5E,7E,9E,11E,13Z,15E,17E）-18-甲基-19-氧代二十碳-3,5,7,9,11,13,15,17-辛八烯酸（1）和（3E,5Z,7E,9E,11E,13E,15Z,17E,19E）-20-甲基-21-氧代二十二碳-3,5,7,9,11,13,15,17,19-壬烯酸（2）。用 [1-(13)C]乙酸盐和 l-[甲基-(13)C]甲硫氨酸进行稳定同位素喂养表明，多酮骨架存在，并且唯一的甲基支链的引入最有可能依赖 S-腺苷-L-甲硫氨酸。在 12.5 至 100 μM 的浓度下，两种多烯均对黑腹果蝇幼虫的发育表现出剂量依赖性抑制作用。1 和 2 对 HUVEC（K-562 细胞）的 GI50 值分别为 71.6 和 17.4 μM（15.4 和 1.1 μM），而对 HeLa 细胞的 CC50 值几乎相同（44.1 和 45.1 μM）。
