洋紫荆粉色花的化学成分及其酪氨酸酶抑制活性研究

doi:10.3969/j.issn.0253-2417.2022.04.010

林产化学与工业 ›› 2022, Vol. 42 ›› Issue (4): 68-74.doi: 10.3969/j.issn.0253-2417.2022.04.010

洋紫荆粉色花的化学成分及其酪氨酸酶抑制活性研究

梁蒙¹^,²(), 王亚凤², 谢桃结³, 朱鸿杰³, 黄永林²^,*()

1. 桂林医学院，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；广西植物功能物质研究与利用重点实验室，广西桂林 541006
3. 柳州市园林科学研究所，广西柳州 545005

收稿日期:2021-06-25 出版日期:2022-08-28 发布日期:2022-09-01
通讯作者: 黄永林 E-mail:532226735@qq.com;hyl@gxib.cn
作者简介:黄永林，研究员，博士，主要从事天然产物化学及开发利用研究；E-mail：hyl@gxib.cn
梁蒙(1995—)，女，宁夏固原人，硕士生，主要从事天然产物化学及其药理研究；E-mail：532226735@qq.com
基金资助:
柳州市科技攻关项目(2019B0801b006);广西科技重大专项项目(桂科AA18118015);广东省重点领域研发计划项目(2020B1111110003)

Chemical Constituents and Tyrosinase Inhibitory Activities from the Pink Flowers of Bauhinia variegata L.

Meng LIANG¹^,²(), Yafeng WANG², Taojie XIE³, Hongjie ZHU³, Yonglin HUANG²^,*()

1. Guilin Medical University, Guilin 541004, China
2. Guangxi Institute of Botany, Guangxi Zhuang Autonomous Region and Chinese Academy of Sciences; Guangxi Key Laboratory of Functional Phytochemicals Research and Utilization, Guilin 541006, China
3. Liuzhou Institute of Gardening, Liuzhou 545005, China

Received:2021-06-25 Online:2022-08-28 Published:2022-09-01
Contact: Yonglin HUANG E-mail:532226735@qq.com;hyl@gxib.cn

摘要/Abstract

摘要：

采用Sephadex LH-20、MCI gel CHP 20P、Toyopearl Butyl-650C等柱色谱层析和半制备高效液相色谱分离技术，对洋紫荆粉色花的甲醇提取物进行分离纯化，共得到14个化合物；运用核磁共振波谱技术对化合物进行结构鉴定，并运用酪氨酸酶催化左旋多巴氧化速率法筛选化合物的酪氨酸酶抑制活性。通过波谱数据分析并与文献数据对比，14个化合物分别鉴定为：邻苯二酚(1)、原儿茶酸(2)、对羟基苯甲酸(3)、2，5-二羟基苯乙酸甲酯(4)、反-对香豆酸(5)、顺-对香豆酸(6)、咖啡酸(7)、咖啡酸乙酯(8)、阿魏酸(9)、愈创木酚-β-D-吡喃葡萄糖苷(10)、对羟基苯甲酸葡萄糖酯(11)、2，3-二羟基环戊基-3-(3′, 4′-二羟基苯基)丙稀酸酯(12)、绿原酸(13)和异荭草苷(14)。其中，化合物5、6、9、10、11、12、14为首次从该植物中分离得到。酪氨酸酶抑制活性测试结果表明：化合物2和7的酪氨酸酶抑制活性相对较好，半数抑制质量浓度(IC₅₀)值分别为(4.804±0.939) g/L和(7.339±0.549) g/L，且其抑制活性随着化合物质量浓度的提高而增强，表现出正的量效关系。

关键词: 洋紫荆, 化学成分, 结构鉴定, 酪氨酸酶

Abstract:

The methanol extract of the pink flowers of Bauhinia variegata L. was isolated and purified by chromatography on Sephadex LH-20, MCI gel CHP 20P and Toyopearl Butyl-650C were used to isolate and purify, a total of 14 compounds were obtained. The structures of the compounds were identified by NMR spectroscopy, and their tyrosinase inhibitory activities were screened by the method of tyrosinase-catalyzed levodopa oxidation rate. Fourteen compounds isolated and purified from the pink flowers of B. variegata, were identified as pyrocatechol(1), protocatechuic acid(2), phydroybenzoic acid(3), 2, 5-dihydroxy methyl phenylacetate(4), trans-p-coumaric acid(5), cis-p-coumaric acid(6), caffeic acid(7), ethyl caffeic acid(8), trans ferulic acid(9), guaiacol β-D-glucopyranoside(10), p-hydroxybenzoic acid glucose ester(11), (E)-2, 3-dihydroxycyclopentyl-3-(3′, 4′-dihydroxyphenyl) acrylate(12), chlorogenic acid(13), and isoorientin(14) by spectral analysis and comparison with literature data. Compounds 5, 6, 9, 10, 11, 12, 14 were obtained from this plant for the first time. The results of tyrosinase inhibition activity test showed that, compounds 2 and 7 showed relatively good tyrosinase inhibitory activity with IC₅₀ values of (4.804±0.939) g/L and (7.339±0.549) g/L, respectively. Their inhibitory activity increased with the increase of compound concentration, showing a positive dose-effect relationship.

Key words: Bauhinia variegata L., chemical constituents, structure identification, tyrosinase

中图分类号:

TQ35
R93

梁蒙, 王亚凤, 谢桃结, 朱鸿杰, 黄永林. 洋紫荆粉色花的化学成分及其酪氨酸酶抑制活性研究[J]. 林产化学与工业, 2022, 42(4): 68-74.

Meng LIANG, Yafeng WANG, Taojie XIE, Hongjie ZHU, Yonglin HUANG. Chemical Constituents and Tyrosinase Inhibitory Activities from the Pink Flowers of Bauhinia variegata L.[J]. Chemistry and Industry of Forest Products, 2022, 42(4): 68-74.

图/表 2

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洋紫荆粉色花的化学成分及其酪氨酸酶抑制活性研究

Chemical Constituents and Tyrosinase Inhibitory Activities from the Pink Flowers of Bauhinia variegata L.

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