Three new quinic acid derivatives and a new shikimic acid derivative from the leaves of Castanopsis orthacantha

IF 1.3 4区 生物学 Q4 CHEMISTRY, MEDICINAL
Xue-Xue Cheng , Ya-Feng Wang , Rui-Jie He , Bing-Yuan Yang , Zhang-Bin Liu , Yong-Lin Huang
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Abstract

Three new quinic acids derivatives, 3-O-trans-caffeoyl-5-O-galloylquinic acid (1), 3-O-trans-caffeoly-5-O-galloylquinic acid methyl ester (2), 3-O-trans-caffeoyl-4-O-galloylquinic acid methyl ester (3), and a new shikimic acid derivative as orthacanthain A (4), along with three known compounds, 3-O-caffeoylquinic acid (5), methyl-3-O-galloylquinic acid (6), and emblifatmin (7), were isolated from the 70% methanol extract of the leaves of Castanopsis orthacantha France. The structures of all compounds were identified by optical rotation, MS, UV, IR, 1D and 2D NMR spectral data and comparison with literature. The IC50 value of compound 3 was (0.024±0.009) mmol/L, which had strong inhibitory activity on α-glucosidase.

Abstract Image

从栲叶中提取的三种新的喹酸衍生物和一种新的莽草酸衍生物
从 70% 的甲醇提取物中分离出三种新的喹酸衍生物,即 3-O-反式咖啡酰-5-O-没食子酰奎宁酸 (1)、3-O-反式咖啡酰-5-O-没食子酰奎宁酸甲酯 (2)、3-O-反式咖啡酰-4-O-没食子酰奎宁酸甲酯 (3),以及一种新的莽草酸衍生物 orthacanthain A (4)、以及三种已知化合物:3-O-咖啡酰奎宁酸 (5)、3-O-没食子酰奎宁酸甲酯 (6) 和 emblifatmin (7),都是从法国栲叶 70% 的甲醇提取物中分离出来的。通过光学旋转、质谱、紫外光谱、红外光谱、一维和二维核磁共振光谱数据以及与文献的比较,确定了所有化合物的结构。化合物 3 的 IC50 值为 (0.024±0.009) mmol/L,对α-葡萄糖苷酶具有很强的抑制活性。
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来源期刊
Phytochemistry Letters
Phytochemistry Letters 生物-生化与分子生物学
CiteScore
3.00
自引率
11.80%
发文量
190
审稿时长
34 days
期刊介绍: Phytochemistry Letters invites rapid communications on all aspects of natural product research including: • Structural elucidation of natural products • Analytical evaluation of herbal medicines • Clinical efficacy, safety and pharmacovigilance of herbal medicines • Natural product biosynthesis • Natural product synthesis and chemical modification • Natural product metabolism • Chemical ecology • Biotechnology • Bioassay-guided isolation • Pharmacognosy • Pharmacology of natural products • Metabolomics • Ethnobotany and traditional usage • Genetics of natural products Manuscripts that detail the isolation of just one new compound are not substantial enough to be sent out of review and are out of scope. Furthermore, where pharmacology has been performed on one new compound to increase the amount of novel data, the pharmacology must be substantial and/or related to the medicinal use of the producing organism.
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