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来自束状离褶伞的羊毛甾烷三萜。

Lanostane triterpenoids from the mushroom Naematoloma fasciculare.

机构信息

Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon, Korea.

出版信息

J Nat Prod. 2013 May 24;76(5):845-51. doi: 10.1021/np300801x. Epub 2013 May 1.

Abstract

In our continuing search for structurally interesting and bioactive metabolites from Korean wild mushrooms, bioassay-guided fractionation and a chemical investigation of the MeOH extracts of the fruiting bodies of the mushroom Naematoloma fasciculare resulted in the isolation of four new lanostane triterpenoids (1-4), together with 11 known compounds (5-15). The structures of 1-5 were determined by a combination of 1D and 2D NMR and HRMS. The absolute configuration of the 3-hydroxy-3-methylglutaryl group as a side chain in 1 and 2 was determined by the alkaline methanolysis method. The full NMR data assignment of the known compound fasciculol G (5) is reported for the first time. Compounds 1-15 were tested for their antiproliferative activities against four human cancer cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-15) and evaluated for their inhibitory effects on nitric oxide production in a lipopolysaccharide-activated murine microglial cell line.

摘要

在继续从韩国野生蘑菇中寻找具有结构新颖和生物活性的代谢产物的过程中,对蘑菇 Naematoloma fasciculare 的子实体的甲醇提取物进行生物活性导向分离和化学研究,分离得到了四个新的羊毛甾烷三萜(1-4),以及 11 个已知化合物(5-15)。通过一维和二维 NMR 和高分辨率质谱联用确定了 1-5 的结构。通过碱性甲醇解法确定了 1 和 2 中侧链 3-羟基-3-甲基戊二酰基的绝对构型。首次报道了已知化合物 fasciculol G(5)的全 NMR 数据归属。对 1-15 进行了对四种人癌细胞系(A549、SK-OV-3、SK-MEL-2 和 HCT-15)的抗增殖活性测试,并评估了它们对脂多糖激活的小鼠小胶质细胞系中一氧化氮产生的抑制作用。

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