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Phloroglucinol heterodimers and bis-indolyl alkaloids from the sponge-derived fungus Aspergillus sp. SCSIO 41018

文献类型： 外文期刊

作者： Guo, Cui 1 ; Wang, Pei 3 ; Lin, Xiuping 1 ; Salendra, Limbadri 1 ; Kong, Fandong 3 ; Liao, Shengrong 1 ; Yang, Bin 1 ; Zh 1 ;

作者机构： 1.Chinese Acad Sci, CAS Key Lab Trop Marine Bioresources & Ecol, Guangdong Key Lab Marine Mat Med, South China Sea Inst Oceanol, Guangzhou 510301, Guangdong, Peoples R China

2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China

3.Chinese Acad Trop Agr Sci, Inst Trop Biosci & Biotechnol, Haikou 571101, Hainan, Peoples R China

4.Chinese Acad Sci, Inst South China Sea Ecol & Environm Engn, Guangzhou 510301, Guangdong, Peoples R China

期刊名称：ORGANIC CHEMISTRY FRONTIERS （ 影响因子：5.281； 五年影响因子：4.89 ）

ISSN： 2052-4129

年卷期： 2019 年 6 卷 17 期

页码：

收录情况： SCI

摘要： Gilluones A-C (1-3), three new phloroglucinol heterodimers, asterriquinones I-K (4-6), three new bis-indolylquinones, and asterriquinols G-I (7-9), three new bis-indolylbenzenoids, were isolated from the sponge-derived fungus Aspergillus sp. SCSIO 41018 together with five known bis-indolyl alkaloids (10-14). Their structures were determined by detailed spectroscopic analyses, X-ray diffraction, a modified Mosher's method and electronic circular dichroism analysis. Gilluone A (1) possessed an unprecedented heterodimer polyketide skeleton fused by intermolecular [4 + 2] Diels-Alder cycloaddition featuring a novel cage structure bearing ketal and hemiketal functionalities. Gilluone B (2) possessed a heterodimer acyl phloroglucinol featuring amino and ester groups. Compared with previous bis-indolylquinones, asterriquinone I (5) represented the first reported bis-indolylquinone possessing a chlorine atom. Asterriquinones I-K (4-6) displayed cytotoxic activities against K562, BEL-7042, SGC-7901, A549, and HeLa cell lines. A possible biosynthetic pathway for gilluones A-C (1-3) was proposed.

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