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一种从与植物相关的球毛壳菌菌株中分离出的新型二氢呫吨酮具有抗癌活性。

A new dihydroxanthenone from a plant-associated strain of the fungus Chaetomium globosum demonstrates anticancer activity.

作者信息

Wijeratne E M Kithsiri, Turbyville Thomas J, Fritz Anne, Whitesell Luke, Gunatilaka A A Leslie

机构信息

Southwest Center for Natural Products Research and Commercialization, Office of Arid Lands Studies, College of Agriculture and Life Sciences, The University of Arizona, 250 E. Valencia Road, Tucson, AZ 85706-6800, USA.

出版信息

Bioorg Med Chem. 2006 Dec 1;14(23):7917-23. doi: 10.1016/j.bmc.2006.07.048. Epub 2006 Aug 10.

Abstract

Bioassay-guided fractionation of a cytotoxic EtOAc extract of the fungal strain, Chaetomium globosum, inhabiting the rhizosphere of the Christmas cactus, Opuntia leptocaulis, of the Sonoran desert afforded a new dihydroxanthenone, globosuxanthone A (1), a new tetrahydroxanthenone, globosuxanthone B (2), two new xanthones, globosuxanthone C (3) and D (4), 2-hydroxyvertixanthone (5), and two known anthraquinones (6 and 7). The structures of the new compounds 1-4 were elucidated by NMR and MS techniques, and the relative stereochemistry of 1 was determined by X-ray crystallographic analysis. Of the compounds encountered, 1 was found to exhibit strong cytotoxicity against a panel of seven human solid tumor cell lines, disrupt the cell cycle leading to the accumulation of cells in either G2/M or S phase, and induce classic signs of apoptosis.

摘要

对生长在索诺兰沙漠圣诞仙人掌(细茎仙人掌)根际的真菌菌株球毛壳菌的细胞毒性乙酸乙酯提取物进行生物测定导向的分级分离,得到了一种新的二氢呫吨酮,球毛壳呫吨酮A(1),一种新的四氢呫吨酮,球毛壳呫吨酮B(2),两种新的呫吨酮,球毛壳呫吨酮C(3)和D(4),2-羟基韦替呫吨酮(5),以及两种已知的蒽醌(6和7)。通过核磁共振和质谱技术阐明了新化合物1-4的结构,并通过X射线晶体学分析确定了1的相对立体化学。在所遇到的化合物中,发现1对一组七种人类实体瘤细胞系表现出强烈的细胞毒性,破坏细胞周期导致细胞在G2/M期或S期积累,并诱导凋亡的典型迹象。

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