白首乌C21甾苷元C11α-羟化的两种微生物同步转化-中国现代应用药学.PDF

白首乌C21 甾苷元C11 α-羟化的两种微生物同步转化 李于善，贺艳(三峡大学化学与生命科学学院，湖北 宜昌 443002) 摘要：目的 对白首乌C21 甾苷元告达庭甾苷元和开德甾苷元( Ⅱ) 实现C11 α-羟基化，要求副产物少，收率高。方法 采用 黑根霉(Rhizopus nigricans) 和犁头霉(Absidia sp.) 两种微生物在水－正丁醇双相体系中同步转化的方法，羟化反应中控制值 pH 在5.0 ～6.0 ，于30 ℃温度下振荡培养70 h。结果 产物经IR 、MS 、NMR 分析确认是C11 α-羟基化了的告达庭甾苷元( Ⅲ) 和开德甾苷元( Ⅲ) ，副产物少，收率达70.1%。结论 用黑根霉(Rhizopus nigricans) 和犁头霉(Absidia sp.) 两种微生物在水 －正丁醇双相体系中同步转化的方法是实现C11 α-羟基化的有效方法。 关键词：黑根霉；犁头霉；C11 α-羟基化；同步转化 中图分类号：R915 文献标志码：A 文章编号：1007-7693(2009)09-0716-04 C11 α-hydroxylation of C21 Steroidal Aglycones in Cynanchum Auriculatum by Microbial Simultaneously Transformation LI Yushan, HE Yan(College of Chemistry and Life Science, Three Gorges University, Yichang 443002, China) ABSTRACT: OBJECTIVE Two species of C21 steroidal aglycones of Caudatin steroidal aglycones and Kaider steroidal aglycones, which were extracted from Cynanchum auriculatum, could be C11 α-hydroxylated with low by-product content and high-yield objectives. METHODS Rhizopus nigricans and Absidia sp. were used to synchronized transformation and by shaking cultivation for 70 hours at 30 ℃in water/butanol two-phase system with pH=5.0-6.0. RESULTS The products were confirmed to be C11 α-hydroxylated Caudatin steroidal aglycones and Kaider steroidal aglycones by IR, MS, and NMR. The results also indicated that by-product content was low and the yield of objectives was up to 70.1%. CONCLUSIONS The method was high effective for C11 α-hydroxylation of C21 steroidal aglycones in water/butanol two-phase system by Rhizopus nigricans and Absidia sp.. KEY WORDS: Rhizopus nigricans ; Absidia sp ; C11 α-hydroxylation; synchronous Petterson 等 1952 年应用黑根霉成功地把 C11 α- 1 材料和方法 羟基化导入孕甾酮的 C11 位，解决了可的松生产过程 1.1 菌种 中的最大困难。从此微生物甾体转化技术引起了人 黑根霉(Rhizopus nigricans)AX86(河南利华制药 们的高度重视，并得到不断完善和发展，其作用也