Peniisocoumarins A–J: Isocoumarins from Penicillium commune QQF-3, an Endophytic Fungus of the Mangrove Plant Kandelia candel,Journal of Natural Products

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Peniisocoumarins A–J: Isocoumarins from Penicillium commune QQF-3, an Endophytic Fungus of the Mangrove Plant Kandelia candel
Journal of Natural Products ( IF 3.3 ) Pub Date : 2018-05-24 00:00:00 , DOI: 10.1021/acs.jnatprod.7b01018
Runlin Cai ₁ , Yingnan Wu ₁ , Senhua Chen ₁ , Hui Cui ₁ , Zhaoming Liu ₁ , Chunyuan Li ₂ , Zhigang She _{1,

3}

Affiliation

Ten new isocoumarins, named peniisocoumarins A–J (1–9 and 11), along with three known analogues (10, 12, and 13) were obtained from the fermentation of an endophytic fungus, Penicillium commune QQF-3, which was isolated from a fresh fruit of the mangrove plant Kandelia candel. Their structures were elucidated through extensive spectroscopic analysis. The absolute configurations of 1–7 were determined by single-crystal X-ray diffraction and modified Mosher’s method, and those of 8, 9, and 11 were assigned on the basis of experimental and calculated electronic circular dichroism data. Compounds 1 and 2 were unusual dimeric isocoumarins with a symmetric four-membered core. These isolated compounds (1–13) were evaluated for their cytotoxicity and enzyme inhibitory activities against α-glucosidase and Mycobacterium tuberculosis protein tyrosine phosphatase B (MptpB). Among them, compounds 3, 7, 9, and 11 exhibited potent inhibitory effects against α-glucosidase with IC₅₀ values ranging from 38.1 to 78.1 μM, and compound 7 was found to inhibit MptpB with an IC₅₀ value of 20.7 μM.

中文翻译：

Peniisocoumarins A〜J：从异香豆素青霉QQF-3，红树林植物内生真菌秋茄

十新异香豆素，名为peniisocoumarins甲-J（1 - 9和11），有三个已知类似物（沿10，12，和13）从内生真菌的发酵获得，青霉QQF-3，将其从分离红树植物坎德里亚（Candelia）candel的新鲜水果。通过广泛的光谱分析阐明了它们的结构。的绝对构型1 - 7通过单晶X-射线衍射测定和改性Mosher氏方法，以及那些的8，9，和11根据实验和计算出的电子圆二色性数据进行分配。化合物1和2是具有对称四元核的不寻常的二聚体香豆素。这些分离的化合物（1 - 13），用于它们的细胞毒性和抗α葡糖苷酶和酶抑制活性进行评价的结核分枝杆菌蛋白酪氨酸磷酸酶B（MptpB）。其中，化合物3，7，9，和11表现出对α葡糖苷酶与IC有效的抑制效果₅₀值范围从38.1至78.1微米，和化合物7被发现抑制MptpB，IC ₅₀值为20.7μM 。

更新日期：2018-05-24

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