西番莲果皮中一个具有抑制酪氨酸酶活性的新木脂素类化合物  

A new neolignan compound with inhibitory tyrosinase activity from peel of Passiflora edulis Sims

作　　者：谢涠佳 周怡彤 徐洁卉 陈彩玲 欧阳健 周文娜 XIE Wei-jia;ZHOU Yi-tong;XU Jie-hui;CHEN Cai-ling;OUYANG Jian;ZHOU Wen-na(Department of Pharmaceutical Engineering,School of Life and Health Sciences,Huzhou College;Huzhou China-Science Innovation Centre of Plateau Biology,Huzhou 313000,China)

机构地区：[1]湖州学院生命健康学院制药工程系 [2]湖州中科高原生物创新中心,湖州313000

出　　处：《天然产物研究与开发》2024年第5期779-786,共8页Natural Product Research and Development

基　　金：国家自然科学基金(32000275);湖州市科技局公益性应用研究项目/社会发展类(2021GZ55);浙江省大学生科技创新活动计划暨新苗人才计划(2022R485A001)。

摘　　要：本文研究西番莲(Passiflora edulis Sims)果皮化学成分及其抑制酪氨酸酶活性。采用半制备液相色谱法对西番莲果皮乙醇提取物进行了分离纯化,结合波谱数据和文献报道鉴定其化合物结构。利用酪氨酸酶试剂盒检测酪氨酸酶抑制活性,采用Autodock Vina及Gromacs软件实现化合物与酪氨酸酶蛋白的分子对接。最终从西番莲果皮中分离鉴定3个化合物,分别为肌醇木脂素(1)、松柏苷(2)和紫丁香苷(3),其中化合物1为新的新木脂素类化合物。3个化合物对酪氨酸酶抑制率分别为(27.27±0.79)%、(1.35±0.44)%和(17.04±0.86)%,与酪氨酸酶蛋白的结合能分别为-8.3、-6.9、和-6.7 kcal/mol,表明肌醇木脂素具有良好酪氨酸酶抑制活性,与酪氨酸酶蛋白结合作用强,且分子动力学模拟结果表明肌醇木脂素配体-酪氨酸酶复合物结合作用稳定,且具有潜在的酪氨酸酶抑制活性。To study the chemical constituents and their inhibitory tyrosinase activities from peel of Passiflora edulis Sims.The compounds were isolated and purified by semipreparative liquid chromatography from alcohol extract of peel of passionfruit,and their chemical structures were identified by spectral techniques and comparison with literature data.Tyrosinase inhibitory activity was detected with tyrosinase kit,and Autodock Vina and Gromacs software were used for molecular docking with tyrosinase.Inositolignan(1),coniferin(2)and syringin(3)were isolated and identified from the peel of P.edulis.It should be pointed out that compound 1 is a new neolignan compound.The inhibition rates of the three compounds on tyrosinase were(27.27±0.79)%,(1.35±0.44)%and(17.04±0.86)%,respectively.Molecular docking showed that the binding energies of the three compounds with tyrosinase protein were-8.3,-6.9 and-6.7 kcal/mol,respectively.Inositolignan had good tyrosinase inhibitory activity and strong binding effects with tyrosinase.The molecular dynamics simulation results showed that the binding of inositolignan ligand-tyrosinase complex was stable.

关 键 词：西番莲 果皮 肌醇木脂素 酪氨酸酶 

分 类 号：R932[医药卫生—生药学]