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通体结香技术产沉香色酮类成分分离及其抗炎作用 被引量:7

Anti-inflammatory Chromones from Agarwood Produced Via Whole-Tree Agarwood-Inducing Technique of Aquilaria sinensis
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摘要 目的研究通体结香技术产沉香中的2-(2-苯乙基)色酮类成分及其抗炎活性。方法综合运用多种现代色谱分离方法对提取物进行分离,并通过理化常数和波谱分析鉴定化合物结构;结合脂多糖介导的RAW 264.7细胞模型评价部分化合物的抗炎活性,同时通过酶联免疫方法检测TNF-α的分泌水平。结果从通体香中分离得到1个新化合物(7’R)-2-[2-(7’-羟基苯基)乙基]色酮(1),此外还有9个类似物,分别鉴定为:6,7-二甲氧基-2-[2-(7’-羟基苯基)乙基]色酮(2),6-羟基-2-[2-(7’-羟基苯基)乙基]色酮(3),8-氯-6-羟基-2-(2-苯基乙基)色酮(4),8-氯-6-羟基-2-[2-(4’-甲氧基苯基)乙基]色酮(5),8-氯-6-羟基-2-[2-(3’-羟基-4’-甲氧基苯基)乙基]色酮(6),7-羟基-6-甲氧基-2-(2-苯基乙基)色酮(7),6-羟基-7-甲氧基-2-[2-(4’-羟基苯基)乙基]色酮(8),6-羟基-2-[2-(3’-甲氧基-4’-羟基苯基)乙基]色酮(9),6-羟基-2-[2-(3’-羟基-4’-甲氧基苯基)乙基]色酮(10)。活性实验结果发现,化合物1,4,6,9对LPS诱导RAW264.7细胞释放TNF-α炎症因子具有显著抑制作用,IC50值分别为13.30,8.53,7.72和10.87μg·m L-1。结论化合物1为新化合物,首次报道化合物4的晶体结构;化合物1,4,6,9具有显著抗炎作用。 OBJECTIVE To investigate the chromones and anti-inflammation effect of agarwood produced via whole-tree agarwood-inducing technique(Agar-Wit)from A.sinensis.METHODS The constituents were isolated and purified by chromatographic technique and semi-preparation HPLC.RAW264.7 cell model induced by lipopolysaccharide was used to evaluate the anti-inflammatory activity of some compounds,and the secretion level of TNF-αwas detected by ELISA.RESULTS A new 2-(2-phenylethyl)chromone,(7'R)-2-[2-(7'-hydroxyphenyl)ethyl]chromone(1),along with nine analogues(2-10)were isolated from the agarwood produced by Agar-Wit,their structures were identified on the basis of physicochemical characteristics and spectroscopic data analysis as 6,7-dimethoxy-2-[2-(7'-hydroxyphenyl)ethyl]chromone(2),6-hydroxy-2-[2-(7'-hydroxyphenyl)ethyl]chromone(3),8-chloro-6-hydroxy-2-(2-phenylethyl)chromen-4-one(4),8-chloro-6-hydroxy-2-[2-(4'-methoxyphenyl)ethyl]chromone(5),8-chloro-6-hydroxy-2-[2-(3'-hydroxy-4'-methoxyphenyl)ethyl]chromone(6),7-hydroxy-6-methoxy-2-(2-phenylethyl)chromone(7),6-hydroxy-7-dimethoxy-2-[2-(4'-hydroxyethyl)]chromone(8),6-hydroxy-2-[2-(3'-methoxy-4'-hydroxy)ethyl]chromone(9),6-hydroxy-2-[2-(3'-hydroxy-4'-methoxyphenyl)ethyl]chromone(10).The results showed that compounds 1,4,6,9 significantly inhibited the release of TNF-αinflammatory factors in RAW264.7 cells induced by LPS,with IC50 values of 13.30,8.53,7.72,and 10.87μg·mL^-1,respectively.CONCLUSION Compound 1 is a new compound.The crystal structure of compound 4 is reported for the first time.Compounds 1,4,6,9 show significant anti-inflammation activities.
作者 余章昕 王灿红 郑威 陈德力 杨云 刘洋洋 魏建和 YU Zhang-xin;WANG Can-hong;ZHENG Wei;CHEN De-li;YANG Yu;LIU Yang-yang;WEI Jianhe(Hainan Provincial Key Laboratory of Resources Conservation and Development of Southern Medicine&Key Laboratory of State Administration of Traditional Chinese Medicine for Agarwood Sustainable Utilization,Hainan Branch of the Institute of Medicinal Plant Development,Chinese Academy of Medical Sciences and Peking Union Medical College,Haikou 570311,China;Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine,Ministry of Education&National Engineering Laboratory for Breeding of Endangered Medicinal Materials,Institute of Medicinal Plant Development,Chinese Academy of Medical Sciences and Peking Union Medical College,Beijing 100193,China)
出处 《中国药学杂志》 CAS CSCD 北大核心 2019年第23期1945-1950,共6页 Chinese Pharmaceutical Journal
基金 海南省自然科学基金项目资助(219QN342) 海南省自然科学基金创新团队项目资助(2017CXTD022) 国家重点研发计划项目资助(2018YFC1706400) 中国医学科学院医学与健康科技创新工程项目资助(2016-I2M-2-003) 中组部“万人计划”项目资助(99950534)
关键词 白木香 通体结香技术 沉香 色酮 抗炎活性 Aquilaria sinensis whole-tree agarwood-inducing technique agarwood chromone anti-inflammation
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