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一株海洋来源的链格孢属真菌中分离得到的具有生物活性的氢蒽醌和蒽醌二聚体。

Bioactive hydroanthraquinones and anthraquinone dimers from a soft coral-derived Alternaria sp. fungus.

机构信息

Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, People's Republic of China.

出版信息

J Nat Prod. 2012 Feb 24;75(2):189-97. doi: 10.1021/np200766d. Epub 2012 Jan 25.

DOI:10.1021/np200766d
PMID:22276679
Abstract

Five new hydroanthraquinone derivatives, tetrahydroaltersolanols C-F (1-4) and dihydroaltersolanol A (5), and five new alterporriol-type anthranoid dimers, alterporriols N-R (12-16), along with seven known analogues (6-11 and 17), were isolated from the culture broth and the mycelia of Alternaria sp. ZJ-2008003, a fungus obtained from a Sarcophyton sp. soft coral collected from the South China Sea. Their structures and the relative configurations were elucidated using comprehensive spectroscopic methods including 1D and 2D NOE spectra as well as single-crystal X-ray crystallography. Compound 13 represents the first isolated alterporriol dimer with a C-4-C-4' linkage, and the absolute configuration of 4 was determined using the modified Mosher's method. Compounds 1 and 15 exhibited antiviral activity against the porcine reproductive and respiratory syndrome virus (PRRSV), with IC₅₀ values of 65 and 39 μM, respectively. Compound 14 showed cytotoxic activity against PC-3 and HCT-116 cell lines, with IC₅₀ values of 6.4 and 8.6 μM, respectively.

摘要

从南海软珊瑚 Sarcophyton sp. 中分离得到的真菌 Alternaria sp. ZJ-2008003 的发酵液和菌丝体中分离得到了五个新的氢蒽醌衍生物,四氢阿尔特斯醇 C-F(1-4)和二氢阿尔特斯醇 A(5),以及五个新的交替波里醇型蒽酮二聚体,交替波里醇 N-R(12-16),以及七个已知类似物(6-11 和 17)。它们的结构和相对构型是通过综合光谱方法,包括 1D 和 2D NOE 光谱以及单晶 X 射线晶体学来阐明的。化合物 13 代表第一个分离的具有 C-4-C-4' 连接的交替波里醇二聚体,4 的绝对构型是通过改进的 Mosher 法确定的。化合物 1 和 15 对猪繁殖与呼吸综合征病毒(PRRSV)表现出抗病毒活性,IC₅₀ 值分别为 65 和 39 μM。化合物 14 对 PC-3 和 HCT-116 细胞系表现出细胞毒性活性,IC₅₀ 值分别为 6.4 和 8.6 μM。

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