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具有抗肠病毒活性的椭圆叶花藤叶中的苯甲酰基间苯三酚和呫吨酮。

Prenylated benzoylphloroglucinols and xanthones from the leaves of Garcinia oblongifolia with antienteroviral activity.

机构信息

School of Pharmacy, Shanghai University of Traditional Chinese Medicine , Cai Lun Lu 1200, Shanghai 201203, People's Republic of China.

出版信息

J Nat Prod. 2014 Apr 25;77(4):1037-46. doi: 10.1021/np500124e. Epub 2014 Mar 28.

DOI:10.1021/np500124e
PMID:24679044
Abstract

An acetone extract of the leaves of Garcinia oblongifolia showed antiviral activity against enterovirus 71 (EV71) using a cytopathic effect inhibition assay. Bioassay-guided fractionation yielded 12 new prenylated benzoylphloroglucinols, oblongifolins J-U (1-12), and five known compounds. The structures of 1-12 were elucidated by spectroscopic analysis including 1D- and 2D-NMR and mass spectrometry methods. The absolute configurations were determined by a combination of a Mosher ester procedure carried out in NMR tubes and ECD calculations. Compared to ribavirin (IC50 253.1 μM), compounds 1, 4, and 13 exhibited significant anti-EV71 activity in vitro, with IC50 values of 31.1, 16.1, and 12.2 μM, respectively. In addition, the selectivity indices of these compounds were 1.5, 2.4, and 3.0 in African green monkey kidney (Vero) cells, respectively.

摘要

用细胞病变抑制法测定,藤黄科椭圆叶省藤的丙酮提取物对肠道病毒 71 型(EV71)具有抗病毒活性。生物活性导向分离得到 12 个新的prenylated 苯甲酰基间苯三酚,即椭圆叶醇 J-U(1-12),以及 5 个已知化合物。通过包括 1D-和 2D-NMR 以及质谱在内的光谱分析方法阐明了 1-12 的结构。通过在 NMR 管中进行的 Mosher 酯法和 ECD 计算相结合,确定了绝对构型。与利巴韦林(IC50 253.1 μM)相比,化合物 1、4 和 13 在体外显示出显著的抗 EV71 活性,IC50 值分别为 31.1、16.1 和 12.2 μM。此外,这些化合物在非洲绿猴肾(Vero)细胞中的选择性指数分别为 1.5、2.4 和 3.0。

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