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来自红树林内生真菌杂色曲霉SYSU-SKS025的3-芳基异吲哚啉酮和倍半萜衍生物。

3-Arylisoindolinone and sesquiterpene derivatives from the mangrove endophytic fungi Aspergillus versicolor SYSU-SKS025.

作者信息

Cui Hui, Liu Yena, Li Tingmei, Zhang Zhengrui, Ding Meng, Long Yuhua, She Zhigang

机构信息

School of Chemistry, Sun Yat-Sen University, Guangzhou 510275, PR China.

State Key Laboratory of Oncology in South China, Collaborative Innovation Center for Cancer Medicine, Sun Yat-Sen University Cancer Center, Guangzhou 510060, PR China.

出版信息

Fitoterapia. 2018 Jan;124:177-181. doi: 10.1016/j.fitote.2017.11.006. Epub 2017 Nov 8.

DOI:10.1016/j.fitote.2017.11.006
PMID:29126957
Abstract

A pair of 3-arylisoindolinone enantiomers: (+)-asperglactam A (1), (-)-asperglactam A (1) and a pair of nor-bisabolane enantiomers: (+)-1-hydroxyboivinianic acid (2), (-)-1-hydroxyboivinianic acid (2), along with seven known compounds (3-8) were obtained from the mangrove endophytic fungus Aspergillus versicolor SYSU-SKS025. Their structures were determined on the basis of HRESIMS and NMR spectroscopic data, and X-ray diffraction. (+)-Asperglactam A (1) and (-)-asperglactam A (1) are the first optically pure examples in the 3-arylisoindolinone family, which are rarely found in natural sources. All isolated compounds were evaluated for α-glucosidase inhibitory activity. The enantiomers of 1-3 showed moderate inhibitory activity against α-glucosidase with IC values ranging from 50 to 190μM. Compound 7 exhibited significant inhibitory activity against α-glucosidase with IC value of 7.5μM. In addition, compound 7 was found to inhibit nitric oxide production in RAW 264.7 macrophages with IC value of 12.5μM.

摘要

从红树林内生真菌杂色曲霉SYSU - SKS025中获得了一对3 - 芳基异吲哚啉酮对映体:(+)-曲霉内酯A (1)、(-)-曲霉内酯A (1)以及一对降没药烷对映体:(+)-1 - 羟基波维尼亚酸(2)、(-)-1 - 羟基波维尼亚酸(2),还有七种已知化合物(3 - 8)。它们的结构通过高分辨电喷雾电离质谱(HRESIMS)、核磁共振光谱数据以及X射线衍射确定。(+)-曲霉内酯A (1)和(-)-曲霉内酯A (1)是3 - 芳基异吲哚啉酮家族中首个光学纯的实例,在天然来源中很少见。对所有分离得到的化合物进行了α -葡萄糖苷酶抑制活性评估。1 - 3的对映体对α -葡萄糖苷酶表现出中等抑制活性,IC值范围为50至190μM。化合物7对α -葡萄糖苷酶表现出显著抑制活性,IC值为7.5μM。此外,发现化合物7在RAW 264.7巨噬细胞中抑制一氧化氮生成,IC值为12.5μM。

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