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珊瑚相关真菌拟青霉 TW-1024-3 调控破骨细胞生成的代谢产物。

Osteoclastogenesis Regulation Metabolites from the Coral-Associated Fungus Pseudallescheria boydii TW-1024-3.

机构信息

School of Pharmacy , Second Military Medical University , 325 Guo-He Road , Shanghai 200433 , People's Republic of China.

Department of Organic Chemistry , University of Debrecen , POB 400, H-4002 Debrecen , Hungary.

出版信息

J Nat Prod. 2019 May 24;82(5):1274-1282. doi: 10.1021/acs.jnatprod.8b01053. Epub 2019 Apr 12.

Abstract

Three new compounds (9-11) were isolated together with eight known analogues from the fungus Pseudallescheria boydii associated with the South China Sea soft coral Sinularia sandensis. The structures of the new compounds were elucidated on the basis of the spectroscopic analysis, and the absolute configurations including the sulfur stereogenic center of a sulfoxide moiety were determined by comparison of experimental ECD spectra to TDDFT/ECD calculations. Epimeric chiral sulfoxides differing in the absolute configuration of the sulfur chirality center could be efficiently distinguished and assigned by comparing the experimental ECD to those of calculations for the sulfur epimers. In the in vitro biotests for osteoclastogenesis effects, compounds 1, 5, 7, and 10 exhibited a stimulatory activity, while compound 3 displayed an inhibitory activity.

摘要

从与南海软珊瑚共生的拟青霉属真菌中分离得到三个新化合物(9-11)和八个已知类似物。根据光谱分析确定了新化合物的结构,并通过比较实验 ECD 光谱和 TDDFT/ECD 计算确定了包括亚砜部分硫手性中心的绝对构型。通过比较实验 ECD 与硫对映异构体的计算 ECD,可以有效区分和指定具有硫手性中心绝对构型的对映手性亚砜。在体外破骨细胞生成作用的生物测试中,化合物 1、5、7 和 10 表现出刺激活性,而化合物 3 表现出抑制活性。

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