扩展青霉Penicillium expansum GY618的次生代谢产物及抑制酪氨酸酶活性研究  

Study on secondary metabolites of Penicillium expansum GY618 and their tyrosinase inhibitory activities

作　　者：尹飞宇 梁盛 朱前恒 袁丰华 黄浩 温慧玲 YIN Fei-yu;LIANG Sheng;ZHU Qian-heng;YUAN Feng-hua;HUANG Hao;WEN Hui-ling(School of Rehabilitation,Gannan Medical University,Ganzhou 341000,China;School of Basic Medicine,Gannan Medical University,Ganzhou 341000,China;School of Pharmacy,Gannan Medical University,Ganzhou 341000,China)

机构地区：[1]赣南医科大学康复学院,江西赣州341000 [2]赣南医科大学基础医学院,江西赣州341000 [3]赣南医科大学药学院,江西赣州341000

出　　处：《药学学报》2025年第2期427-433,共7页Acta Pharmaceutica Sinica

基　　金：国家自然科学基金资助项目(82260685);江西省科技厅资助项目(20232BAB206181)。

摘　　要：采用硅胶柱层析、凝胶柱层析、反相硅胶柱层析和半制备高效液相等多种分离技术对扩展青霉Penicillium expansum GY618的大米固体发酵物进行分离纯化得到12个化合物。经高分辨质谱(HR-ESI-MS)、核磁共振波谱等技术,结合与文献数据对比等方法,鉴定为:11-hydroxyl-penicitrinone F(1)、penicitrinone F(2)、白桦脂醇(3)、高根二醇(4)、麦角甾-5,7,22E-三烯-3β-醇(5)、(22E)-5α,8α-表二氧麦角甾-6,22-二烯-3β-醇(6)、(22E)-5α,8α-表二氧麦角甾-6,9,22-三烯-3β-醇(7)、(22E,24R)-5α,8α-过氧化麦角甾-23-甲基-6,22-二烯-3β-醇(8)、(22E,24R)-5α,8α-过氧化麦角甾-23-甲基-6,9,22-三烯-3β-醇(9)、dankasterone A(10)、(17R)-4-hydroxy-17-methylincisterol(11)和麦角甾-4,6,8(14),22-四烯-3-酮(12)。化合物1为新化合物,化合物2~4、6~12均首次从扩展青霉中分离得到。在酪氨酸酶抑制活性评价中,化合物1、3、12具有一定的抑制酪氨酸酶活性。化合物1的IC_(50)值为75±9μmol·L^(-1),化合物3和12的IC_(50)值分别为69±8和64±2μmol·L^(-1)。其他化合物的IC_(50)值均>100μmol·L^(-1)。曲酸作为阳性对照IC_(50)值为46±4μmol·L^(-1)。Twelve compounds were isolated from the rice fermentation extracts of Penicillium expansum GY618 by silica column chromatography,Sephadex gel column chromatography,ODS column chromatography and semi preparative HPLC methods.They were determined as 11-hydroxyl-penicitrinone F(1),penicitrinone F(2),betulin(3),erythrodiol(4),ergosterol(5),ergost-5α,8α-epidioxy-6,22-dien-3β-ol(6),(5α,8α-epidioxy-(22E,24R)-ergosta-6,9(11),22-trien-3β-ol)(7),5α,8α-epidioxy-(22E,24R)-23-methylergosta-6,22-dien-3β-ol(8),5α,8α-epidioxy-23,24(R)-dimethylcholesta-6,9(11),22-trien-3β-ol(9),dankasterone A(10),(17R)-4-hydroxy-17-methylincisterol(11)and ergosta-4,6,8(14),22-tetraen-3-one(12),through mass spectrometer,nuclear magnetic resonance(NMR)and comparison with the literature.Compound 1 was a new compound and compounds 2−4,6−12 were isolated from Penicillium expansum fungus for the first time.The tyrosinase inhibitory activity experiment showed that compounds 1,3 and 12 showed certain inhibitory activity against tyrosinase with IC_(50)values of(75±9),(69±8)and(64±2)μmol·L^(-1),respectively.The IC_(50)of other compounds were all greater than 100μmol·L^(-1),while IC_(50)of the positive control kojic acid was(46±4)μmol·L^(-1).

关 键 词：扩展青霉 大米固体发酵 次生代谢产物 结构鉴定 酪氨酸酶抑制活性 

分 类 号：R931[医药卫生—生药学]