两种红曲橙色素衍生色素结构表征及抑菌活性研究  

Structural characterization and antimicrobial activities of two Monascus orange pigment derived pigments

作　　者：朱效珍 李嘉琪 刘雅娜 毛禹清 马新瑜 高坤辉 郭佳[1] 陈勉华[1] ZHU Xiaozhen;LI Jiaqi;LIU Yana;MAO Yuqing;MA Xinyu;GAO Kunhui;GUO Jia;CHEN Mianhua(School of Food Science and Engineering,Tianjin University of Science and Technology,Tianjin 300450,China)

机构地区：[1]天津科技大学食品科学与工程学院,天津300450

出　　处：《中国酿造》2024年第7期93-98,共6页China Brewing

基　　金：国家自然科学基金资助项目(31571820)。

摘　　要：该研究将红曲橙色素-红斑红曲素(O1)和红曲玉红素(O2)分别与乙醇胺反应获得了两种衍生色素RA和RB。通过制备型薄层色谱(PTLC)对两种衍生物进行分离纯化,经高效液相色谱(HPLC)、液相色谱-质谱联用(LC-MS)及核磁共振(NMR)技术分析两种衍生色素RA和RB的分子质量、分子式及分子结构,并通过抑菌圈法评价了橙色素和两种衍生色素的抑菌活性。结果表明,RA和RB的纯度均>95%。RA和RB的分子质量分别为397 Da、425 Da,分子式分别为C23H29NO5和C25H31NO5,NMR解析RA和RB的分子结构为含乙醇胺残基的红斑红曲素(O1)、红曲玉红素(O2)衍生色素。橙色素和两种衍生色素的抑菌活性结果表明,1 mg/mL的红曲橙色素及RB对金黄色葡萄球菌(Staphylococcus aureus)ATCC 25923及单增李斯特菌(Listeria monocytogenes)ATCC 19115均有抑菌活性,而RA在相同条件下却未表现出抑菌效果。红曲玉红素(O2)与乙醇胺的胺化反应,为定向生产具有高抑菌活性的红曲霉色素RB提供了一条有效的途径。In this study,two derivative pigments RA and RB were obtained by the reaction of Monascus orange pigment-rubropunctatin(O1)and monas-corubrin(O2)with ethanolamine,respectively.The two derivatives were separated and purified by preparative thin layer chromatography(PTLC).The molecular weight,molecular formula and molecular structure of two derivative pigments RA and RB were analyzed by HPLC,LC-MS and nuclear magnetic resonance(NMR)techniques,and the antimicrobial activities of orange pigments and two derivative pigments were evaluated by the inhibition zone method.The results showed that the purity of RA and RB was more than 95%.The molecular mass of RA and RB were 397 Da and 425 Da,respectively,and the molecular formulas were C23H29NO5 and C25H31NO5,respectively.The molecular structures of RA and RB analyzed by NMR were erythromonastin(O1)and erythromonastin(O2)derived pigments.The results of antibacterial activities of orange pigments and two derived pigments showed that orange pigments 1 mg/ml and RB all had antimicrobial activity against Staphylococcus aureus ATCC 25923 and Listeria monocytogenes ATCC 19115,while RA did not show antimicrobial activity under the same conditions.The amination reaction of monascorubin(O2)with ethanolamine provided an effective way for the directional production of Monascus pigment RB with high antimicrobial activity.

关 键 词：红曲色素 橙色素 胺化反应 衍生色素 抑菌活性 

分 类 号：TS264.4[轻工技术与工程—发酵工程]