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四川柏茎和根中的抗菌倍半萜。

Antibacterial sesquiterpenes from the stems and roots of Thuja sutchuenensis.

机构信息

Program of Natural Product Medicinal Chemistry, Key Laboratory of Plant Resources Conservation and Sustainable Utilization, Guangdong Provincial Key Laboratory of Applied Botany, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, People's Republic of China; University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China.

Program of Natural Product Medicinal Chemistry, Key Laboratory of Plant Resources Conservation and Sustainable Utilization, Guangdong Provincial Key Laboratory of Applied Botany, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, People's Republic of China.

出版信息

Bioorg Chem. 2020 Mar;96:103645. doi: 10.1016/j.bioorg.2020.103645. Epub 2020 Feb 1.

Abstract

Eight new sesquiterpenes with diverse skeletons involving four cuparenes, denominated thujasutchins F-I (1-4), one eudesmane and one cedrol, named thujasutchin J (5) and thujasutchin K (6), as well as two thujopsenes thujasutchins L-M (7-8) together with three known congener compounds (9-11) were isolated from EtOAc soluble fraction of ethanolic extract of the stems and roots of Thuja sutchuenensis. Their structures including absolute configurations were unambiguously established by extensive interpretation of the NMR and mass spectroscopic data, X-ray diffractions, and ECD measurements powered by molecular calculations. The biological assays disclosed that 5 and 9 displayed potent inhibitory effect against Staphylococcus. aureus (CMCC 26003), methicillin-resistant Staphylococcus aureus (JCSC 4744), Bacillus cereus (ATCC 10876), and Staphylococcus epidermidis (ATCC 12228) with MICs ranging from 6.25 to 25 μg/mL.

摘要

从柏科翠柏 Thuja sutchuenensis 的茎和根的乙醇提取物的乙酸乙酯可溶部分分离得到了 8 种具有不同骨架的新倍半萜,包括 4 种 Cuparenes,分别命名为 thujasutchins F-I(1-4)、一种 Eudesmane 和一种 Cedrol,命名为 thujasutchin J(5)和 thujasutchin K(6),以及两种 thujopsenes thujasutchins L-M(7-8),以及三种已知的同系物化合物(9-11)。通过广泛的 NMR 和质谱数据、X 射线衍射和 ECD 测量以及分子计算的支持,明确确定了它们的结构,包括绝对构型。生物测定表明,化合物 5 和 9 对金黄色葡萄球菌(CMCC 26003)、耐甲氧西林金黄色葡萄球菌(JCSC 4744)、蜡状芽孢杆菌(ATCC 10876)和表皮葡萄球菌(ATCC 12228)具有很强的抑制作用,MIC 范围为 6.25-25μg/mL。

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