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来自药用昆虫沟叩头甲的苯乙醇-苯乙酰连接的乳酸独特杂二聚体 Rynchopeterine F。

Rynchopeterine F, unique heterodimer of phenethanol-phenylacetyl linking with lactic acid from the medicinal insect Blaps rynchopetera.

机构信息

Yunnan Provincial Key Laboratory of Entomological Biopharmaceutical R&D, National-Local Joint Engineering Research Center of Entomoceutics, Dali University, Dali 671000, China.

Yunnan Provincial Key Laboratory of Entomological Biopharmaceutical R&D, National-Local Joint Engineering Research Center of Entomoceutics, Dali University, Dali 671000, China; Sichuan Good Doctor Pharmaceutical Group, Chengdu 610000, China.

出版信息

Fitoterapia. 2019 Nov;139:104389. doi: 10.1016/j.fitote.2019.104389. Epub 2019 Nov 4.

DOI:10.1016/j.fitote.2019.104389
PMID:31669963
Abstract

A new heterodimer, rynchopeterine F (1), a new natural product, rynchopeterine G (2), and eleven known phenolics were isolated from Blap rynchopetera Fairmaire, a kind of medicinal insect utilized by the Yi and Bai Nationality in Yunnan Province of China. Their structures were established on the basis of extensive spectroscopic analyses (1D and 2D NMR, HR-MS) along with calculated electronic circular dichroism method. Rynchopeterine F was a unusual heterodimer of a 3,4-dihudroxy phenylethanol unit fused to a 3,4-dihudroxy phenylacetyl group through two ester bonds with lactic acid, and rynchopeterine G was a 3,4-dihudroxy phenylethanyl monoester succinate. Attributed to the adjacent dihydroxyl grops, compounds 1 and 2 exhibited significant anti-radical activity with an IC value of 3.52 and 7.83 μg/mL for DPPH radical-scavenging, similar with that of the positive controls, vitamin C, 6.92 μg/mL and rutin, 8.28 μg/mL.

摘要

从中国云南省彝族和白族使用的药用昆虫大牙土天牛中分离得到了一种新的杂二聚体 rynchopeterine F(1)、一种新的天然产物 rynchopeterine G(2)和 11 种已知的酚类化合物。基于广泛的光谱分析(1D 和 2D NMR、HR-MS)以及计算电子圆二色谱法确定了它们的结构。Rynchopeterine F 是一种不寻常的杂二聚体,由通过两个酯键与乳酸连接的 3,4-二羟基苯乙醇单元与 3,4-二羟基苯乙酰基融合而成,而 rynchopeterine G 是 3,4-二羟基苯乙烷基单琥珀酸酯。由于相邻的二羟基基团,化合物 1 和 2 表现出显著的自由基清除活性,DPPH 自由基清除的 IC 值分别为 3.52 和 7.83μg/mL,与阳性对照物维生素 C(6.92μg/mL)和芦丁(8.28μg/mL)相当。

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