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雅致小克银汉霉对(+)-诺卡酮的生物转化研究

Biotransformation of(+)-Nootkatone by Cunninghamella elegans(ATCC9245)
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摘要 目的探究在雅致小克银汉霉(ATCC 9245)的催化下,(+)-诺卡酮的生物转化反应的效率、产率及产物类型。方法利用雅致小克银汉霉建立生物转化体系,以(+)-诺卡酮为底物进行生物转化,高效液相色谱(HPLC)监测生物转化过程,通过萃取及柱层析的方法分离纯化发酵产物,运用^(1)H-NMR、^(13)C-NMR、HRMS、IR等数据对化合物进行结构确证。结果发酵获得2个主要产物11,12-二羟基诺卡酮(化合物1)和11,12-环氧诺卡酮(化合物2),化合物1含量在发酵第4天达到95.14%的峰值。结论雅致小克银汉霉可以快速、高效催化(+)-诺卡酮转化为其环氧化和羟基化衍生物,并可以高选择性地获得11,12-二羟基诺卡酮。 Objective To explore the efficiency,yield and types of products formed by biocatalysis reaction of(+)-nootkatone,which was catalyzed by Cunninghamella elegans.Methods The biotransformation system for(+)-nootkatone(NKT)was established by fungus Cunninghamella elegans.The products were separated by column chromatography and their structures were confirmed by ^(1)H-NMR,^(13)C-NMR,HRMS and IR.The process of biotransformation was monitored and analyzed by HPLC.Results Two main products,11,12-dihydroxylnootkatone(1)and 11,12-epoksynootkatone(2),were obtained by fermentation.The content of compound(1)reached a peak of 95.14%on the 4th day of biotransformation.Conclusion Cunninghamella elegans can quickly and efficiently catalyze the biotransformation of(+)-nootkatone to epoxidized derivatives and hydroxylated derivatives,and to obtain 11,12-dihydroxylnootkatone with high selectivity.
作者 王宇彬 李建龙 梁津豪 李恩念 梁微红 徐方方 吴云山 黎奔 刘博 蔡桦杨 WANG Yubin;LI Jianlong;LIANG Jinhao;LI Ennian;LIANG Weihong;XU Fangfang;WU Yunshan;LI Ben;LIU Bo;CAI Huayang(The Second Clinical Medical College of Guangzhou University of Chinese Medicine,Guangzhou 510006 Guangdong,China;Guangzhou Key Laboratory of Chirality Research on Active Components of Traditional Chinese Medicine,Guangzhou 510006 Guangdong,China;State Key Laboratory of Dampness Syndrome of Chinese Medicine,Guangzhou 510006 Guangdong,China;The Second Affiliatd Hospital of Guangzhou University of Chinese Medicine,Guangzhou 510006,Guangdong,China)
出处 《中药新药与临床药理》 CAS CSCD 北大核心 2022年第6期825-829,共5页 Traditional Chinese Drug Research and Clinical Pharmacology
基金 广东省重点领域研发计划(2020B1111110007) 广州市中药活性成分手性研究重点实验室(202002010004) 省部共建中医湿证国家重点实验室专项(SZ2021ZZ33) 广东省自然科学基金项目(2022A1515010103)。
关键词 (+)-诺卡酮 雅致小克银汉霉(ATCC 9245) 生物转化 羟基化 环氧化 (+)-Nootkatone Cunninghamella elegans(ATCC 9245) biotransformation hydroxylation epoxidation
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