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Baeckfrutones A-L, polymethylated phloroglucinol meroterpenoids from the twigs and leaves of Baeckea frutescens

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机构: [1]State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, China [2]Yunnan University of Traditional Chinese Medicine, Kunming 650500, China [3]Institute of Medicinal Chemistry and Chemical Biology, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China [4]Department of Dermatology, The First Affiliated Hospital of Kunming Medical University, Kunming 650032, China [5]Kunming Botanee Bio-Technique Co. Ltd., Kunming 650106, China
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关键词: Baeckea frutescens Polymethylated phloroglucinol meroterpenoids Baeckfrutones A-L Cytotoxicity Anti-inflammatory activity

摘要:
Twelve new polymethylated phloroglucinol meroterpenoids (PPMs), baeckfrutones A-L (1-12), were isolated from the twigs and leaves of Baeckea frutescens. Their structures and absolute configurations were unambiguously established by extensive spectroscopic methods (HRESIMS, NMR, and ECD) and single crystal X-ray diffraction. PPM 1 is a rare PPM comprising enone-type phloroglucinol and alpha-phellandrene units, whereas 2-4, 6, and 7, are the first hybrids of enone-type phloroglucinol and sabinene moieties with different stereochemistry. (-)-2 and 11 showed remarkable cytotoxicities against DU145 and HCT116 cells with IC50 values of 1.33 and 12.89 mu M, respectively. 6, 7, (+)-9, and 10 displayed significant anti-inflammatory activity with inhibitory rates of 74.64, 75.37, 55.13, and 75.01% at the concentration of 50 mu M, respectively. (C) 2018 Elsevier Ltd. All rights reserved.

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出版当年[2019]版:
大类 | 3 区 化学
小类 | 3 区 有机化学
最新[2023]版:
大类 | 3 区 化学
小类 | 3 区 有机化学
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Q2 CHEMISTRY, ORGANIC
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Q2 CHEMISTRY, ORGANIC

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第一作者机构: [1]State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, China
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