枹丝锥叶中多酚类成分的分离及其酪氨酸酶抑制活性研究  

Isolation,Identification and Lyrosinase Inhibitory Activity of Polyphenolic Composition from the Leaves of Castanopsis calathiformis

作　　者：包颖蓉 王亚凤[2] 何瑞杰[2] 阳丙媛 刘章彬 黄永林[2] BAO Yingrong;WANG Yafeng;HE Ruijie;YANG Bingyuan;LIU Zhangbin;HUANG Yonglin(Faculty of Chemistry and Pharmacy,Guangxi Normal University,Guilin 541004,China;Guangxi Key Laboratory of Functional Phytochemicals and Continuous Utilization of Resources,Guangxi Zhuang Autonomous Region and Chinese Academy of Sciences,Guilin 541006,China)

机构地区：[1]广西师范大学化学与药学学院,广西桂林541004 [2]广西壮族自治区中国科学院广西植物研究所,广西植物功能物质与资源持续利用重点实验室,广西桂林541006

出　　处：《林产化学与工业》2024年第3期112-120,共9页Chemistry and Industry of Forest Products

基　　金：国家自然科学基金资助项目(82060764);桂林市创新平台与人才计划项目(20210102-3)。

摘　　要：采用Chromatorex C18、Toyopearl HW-40F、Sephadex LH-20等柱层析法对枹丝锥叶80%甲醇提取物进行分离纯化,根据NMR数据及与文献对照确定化合物结构,考察了分离得到的主成分的酪氨酸酶抑制活性。从枹丝锥叶中分离鉴定得到18个化合物,其中酚酸类化合物9个,鞣花单宁类3个,黄酮类化合物6个,分别鉴定为原儿茶酸(1)、没食子酸(2)、顺式对羟基肉桂酸(3)、反式对羟基肉桂酸(4)、3-O-没食子酰基莽草酸(5)、4,5-二-O-没食子酰基奎宁酸(6)、1,3,5-三-O-没食子酰基奎宁酸(7)、3,4,5-三-O-没食子酰基奎宁酸(8)、1,3,4,5-四-O-没食子酰基奎宁酸(9)、2,3-O-(S)-六羟基二苯酰基-β-D-吡喃葡萄糖(10)、punicacortein A(11)、pterocarinin A(12)、槲皮素(13)、杨梅素-7-O-β-D-吡喃半乳糖苷(14)、山奈酚-3-O-β-D-吡喃木糖基(1→2)-β-D-吡喃半乳糖苷(15)、杨梅素-3-O-β-D-吡喃葡萄糖苷(16)、杨梅素-3-O-(6″-没食子酰基)-β-D-吡喃半乳糖苷(17)、杨梅素-3-O-(2″-没食子酰基)-β-D-吡喃半乳糖苷(18),所有化合物均为首次从枹丝锥中分离得到。化合物2、8、12、13对酪氨酸酶具有一定的抑制活性,其中化合物13对酪氨酸酶的抑制效果最好,半数抑制质量浓度(IC_(50))值为(0.420±0.08)g/L,优于阳性对照曲酸(IC_(50)值0.099 g/L±0.01 g/L)。Polyphenols and their tyrosinase activity in the leaves of Castanopsis calathiformis were sludied.The 80%methanol extract of C.calathiformis leaves was separated and purified by Chromatorex C18,Toyopearl HW-40F,Sephadex LH-20 and other column chromatography methods.The structures of compounds were determined according to the NMR data and literature comparison,and the isolated principal components were screened for their tyrosinase inhibitory activity.Eighteen compounds were isolated and identified from the C.calathiformis leaves,including 9 phenolic acid compounds,3 ellagitannins and 6 flavonoids,which were identified respectively as protocatechuic acid(1),gallic acid(2),(Z)-p-hydroxy-cinnamic acid(3),(E)-p-hydroxy-cinnamic acid(4),3-O-galloyl-shikimic acid(5),4,5-di-O-galloylquinic acid(6),1,3,5-tri-O-galloylquinic acid(7),3,4,5-tri-O-galloylquinic acid(8),1,3,4,5-tetra-O-galloylquinic acid(9),2,3-O-(S)-hexahydroxydiphenoyl-β-D-glucopyranose(10),punicacortein A(11),pterocarinin A(12),quercetin(13),myricetin-7-O-D-galacopyranoside(14),kaempferol-3-O-β-D-xylopyranosyl(1→2)-β-D-glucopyranoside(15),myricetin-3-O-D-glucopyranoside(16),myricetin-3-O-(6″-galloyl)-β-D-galactopyranoside(17),myricetin 3-O-(2″-galloyl)-β-D-galactopyranoside(18).All compounds were isolated from C.calathiformis for the first time.The results of tyrosinase inhibitory activity screening showed that compounds 2,8,12 and 13 had a certain inhibitory effect on the activity of tyrosinase.Compound 13 had the best inhibitory effect on the activity of tyrosinase,and the half inhibitory mass concentration(IC_(50))value was 0.420 g/L±0.08 g/L(IC_(50) value of positive control kojic acid was 0.099 g/L±0.01 g/L).

关 键 词：化学成分 分离纯化 多酚 酪氨酸酶 

分 类 号：TQ35[化学工程]