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鹿角锥叶的化学成分及其酪氨酸酶抑制活性研究 被引量:2

Chemical constituents from leaves of Castanopsis lamontii and its tyrosinase inhibitory activities
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摘要 目的对鹿角锥Castanopsis lamontii叶的化学成分进行分离与鉴定,并探讨其化学成分对酪氨酸酶活性的影响。方法综合利用Sephadex LH-20、Chromatorex C18、Diaion HP20SS等柱色谱分离技术进行分离纯化,通过化合物的质谱、波谱数据分析及与文献对比鉴定其结构。采用酪氨酸酶多巴速率氧化法,对分离得到的化合物进行酪氨酸酶抑制活性研究。结果从鹿角锥叶的甲醇提取物中共分离得到了13个化合物,分别鉴定为2',3',4',5,6-五羟基-[1,1'-联苯]-2-羧酸(1)、没食子酸(2)、原儿茶酸(3)、鞣花酸(4)、香草酸(5)、丁香酸(6)、脱氢双没食子酸(7)、dehydrotrigallic acid(8)、(−)-莽草酸-4-O-没食子酸酯(9)、(−)-莽草酸-5-O-没食子酸酯(10)、6-O-没食子酰葡萄糖(11)、6-O-对羟基苯甲酰葡萄糖(12)、苯甲醇-O-β-D-吡喃葡萄糖苷(13)。结论化合物5、9、13为首次从锥属植物中分离得到,化合物1~13为首次从鹿角锥中分离得到,其中化合1为新化合物,命名为鹿角锥A。实验结果表明化合物8对酪氨酸酶的抑制活性最强,半数抑制浓度(median inhibition concentration,IC_(50))值为(0.31±0.11)μmol/L。 Objective To isolate and identify the chemical constituents from the leaves of Castanopsis lamontii and explore the effect of its chemical composition on tyrosinase activity.Methods The methanol extracts of C.lamontii leaves were isolated and purified by using comprehensive column chromatography separation techniques including Sephadex LH-20,Chromatorex C18 and Diaion HP20SS,and the structures of the compounds were identified on the basis of the MS,NMR data analysis,as well as comparisons with the data reported in the literatures.The tyrosinase DL-dopa rate oxidation method was used to study the tyrosinase inhibitory activity of the isolated compounds.Results Thirteen compounds were isolated and identified as 2',3',4',5,6-pentahydroxy-[1,1'-biphenyl]-2-carboxylic acid(1),gallic acid(2),protocatechuic acid(3),ellagic acid(4),vanillic acid(5),syringic acid(6),dehydrodigallic acid(7),dehydrotrigallic acid(8),4-O-galloyl-(−)-shikimic acid(9),5-O-galloyl-(−)-shikimic acid(10),6-O-galloylglucose(11),6-O-(p-hydroxybenzoyl)-D-glucose(12),benzyl O-β-D-glucopyranoside(13).Conclusion Compounds 5,9 and 13 are isolated from Castanopsis genus for the first time,Compounds 1—13 are isolated from the leaves of C.lamontii for the first time and compound 1 is identified as a new phenol glucoside named lamontin A.The experimental results showed that compound 8 has the strongest inhibitory activity on tyrosinase,with an IC_(50) value of(0.31±0.11)μmol/L.
作者 司晓燕 王亚凤 何瑞杰 阳丙媛 黄永林 SI Xiao-yan;WANG Ya-feng;HE Rui-jie;YANG Bing-yuan;HUANG Yong-lin(School of Pharmacy,Guilin Medical University,Guilin 541004,China;Guangxi Key Laboratory of Functional Phytochemicals and Continuous Utilization of Resources,Guangxi Institute of Botany,Chinese Academy of Sciences,Guilin 541006,China)
出处 《中草药》 CAS CSCD 北大核心 2023年第19期6214-6219,共6页 Chinese Traditional and Herbal Drugs
基金 国家自然科学基金项目(82060764) 国家自然科学基金项目(32060108) 桂林市创新平台与人才计划(20210102-3) 广西科学院基本科研业务费项目(CQZC-1901)。
关键词 鹿角锥 酪氨酸酶 鹿角锥A 香草酸 (−)-莽草酸-4-O-没食子酸酯 苯甲醇-O-β-D-吡喃葡萄糖苷 Castanopsis lamontii Hance tyrosinase lamontin A vanillic acid 4-O-galloyl-(−)-shikimic acid benzyl-O-β-D-glucopyranoside
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