Cytotoxic Dihydrothiophene-Condensed Chromones from the Marine-Derived Fungus Penicillium oxalicum

被引：44

作者：

Sun, Yu-Lin ^{[1
,3
]}

Bao, Jie ^{[1
,3
]}

Liu, Kai-Sheng ^{[2
]}

Zhang, Xiao-Yong ^{[1
]}

He, Fei ^{[1
]}

Wang, Yi-Fei ^{[2
]}

Nong, Xu-Hua ^{[1
,3
]}

Qi, Shu-Hua ^{[1
]}

机构：

[1] Chinese Acad Sci, Guangdong Key Lab Marine Mat Med, Key Lab Marine Bioresources Sustainable Utilizat, RNAM Ctr Marine Microbiol,South China Sea Inst Oc, Guangzhou 510301, Guangdong, Peoples R China

[2] Jinan Univ, Guangzhou, Guangdong, Peoples R China

[3] Chinese Acad Sci, Grad Sch, Beijing, Peoples R China

来源：

PLANTA MEDICA | 2013年 / 79卷 / 15期

关键词：

Penicillium oxalicum; Trichocomaceae; dihydrothiophene-condensed chromone; cytotoxicity; ABSOLUTE-CONFIGURATION; ENDOLICHENIC FUNGUS; DERIVATIVES; METABOLITE; COMPLEXES; CD;

D O I：

10.1055/s-0033-1350805

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Two new dihydrothiophene-condensed chromones and a new natural chromone, namely oxalicumones A-C (1-3), respectively, were isolated from a culture broth of a marine-derived fungus, Penicillium oxalicum. The structures of 1-3 and acetylated derivatives of 1 (4-7) were elucidated on the basis of spectroscopic methods and chemical reactions. The absolute configuration of 1 and 2 were established by using the modified Mosher ester method and circular dichroism data of an in situ formed [Rh-2(OCOCF3)(4)] and [Mo-2(OAc)(4)] complex. (R)-MTPA ester of 1 showed cytotoxicity against A375, SW-620, and HeLa carcinoma cell lines with IC50 values of 8.9, 7.8, and 18.4 mu M, respectively. Compound 1 displayed cytotoxicity against A375 and SW-620 cell lines with IC50 values of 11.7 and 22.6 mu M, respectively. The structure-biological activity relationship of 1 was discussed.

引用

页码：1474 / 1479

页数：6

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