Hypoxia-Protective Azaphilone Adducts from Peyronellaea glomerata,Journal of Natural Products

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Hypoxia-Protective Azaphilone Adducts from Peyronellaea glomerata
Journal of Natural Products ( IF 3.3 ) Pub Date : 2018-05-08 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00663
Tian-Xiao Li ₁ , Rui-Huan Liu ₁ , Xiao-Bing Wang ₁ , Jun Luo ₁ , Jian-Guang Luo ₁ , Ling-Yi Kong ₁ , Ming-Hua Yang ₁

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Peyronellones A and B (1 and 2), a pair of rare tetracyclic caged adducts of azaphilone with pyruvic acid, along with four new analogues (3–6), were isolated from solid cultures of the endophytic fungus Peyronellaea glomerata. Their structures were elucidated through spectroscopic analysis, and their absolute configurations were unambiguously determined by a combination of single-crystal X-ray crystallography, Rh₂(OCOCF₃)₄-induced ECD experiments, ECD calculations, and modified Mosher methods. Compound 2 (5 μM) was found to have a significant hypoxia-protective effect that improved the survival rate of hypoxia/reoxygenation-treated human umbilical vein endothelial cells from 35% to 70%, which was equal to the potency of the positive control, verapamil. Flow cytometry analysis suggested 2 could inhibit H/R-induced late-stage apoptosis of this cell line.

中文翻译：

缺氧保护Azaphilone加合物从Peyronellaea茅

Peyronellones A和B（1和2），一对以丙酮酸azaphilone的罕见四环笼加合物，具有四个新类似物（沿3 - 6），从该内生真菌的固体培养物中分离Peyronellaea茅。通过光谱分析阐明了它们的结构，并通过单晶X射线晶体学，Rh ₂（OCOCF ₃）₄诱导的ECD实验，ECD计算和改进的Mosher方法的组合明确确定了它们的绝对构型。化合物2发现（5μM）具有显着的缺氧保护作用，将缺氧/复氧治疗的人脐静脉内皮细胞的存活率从35％提高到70％，这与阳性对照维拉帕米的效力相等。流式细胞仪分析表明2可以抑制H / R诱导的该细胞系的晚期细胞凋亡。

更新日期：2018-05-08

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