澳栗精胺衍生物的酶法合成研究

The Enzymatic Synthesis of Castanospermine Derivatives

澳栗精胺具有调节植物生长、抗炎症病变、免疫抑制缺陷和肿瘤转移等方面的功能,澳栗精胺的一些衍生物在抑制人类免疫缺陷病毒和丙肝病毒等方面比澳栗精胺本身活性更高.该文系统地优化了在有机溶剂中酶法合成澳栗精胺衍生物的条件,并且纯化得到了6-O-丁酰澳栗精胺.结果表明:合成澳栗精胺衍生物的最优条件为Lipozyme RM IM在四氢呋喃中、30℃下催化反应60 min,其中澳栗精胺的转化率为84.3%,6-O-丁酰澳栗精胺的得率为39.2%.纯化得到的6-O-丁酰澳栗精胺与标准品在高压液相色谱中的保留时间相同.

Castanospermine holds potential in the regulation of plant growth and the treatment of inflammatory disorder,viral infection,immunosuppressive deficiency and tumor metastasis.Some derivatives of castanospermine are more active than castanospermine itself in the inhibition of HIV and HCV.Enzymatic synthesis of castanospermine derivatives in organic solvent is studied by systematic trials of various parameters and6-O-butanoyl castanospermine is purified.The synthesis of castanospermine derivatives by Lipozyme RM IM at30℃for60min in THF gives the best conditions,in which conversion rate of castanospermine is84.3%and yield rate of6-O-butanoyl castanospermine is39.2%.The purified6-O-butanoyl castanospermine has the same retention time as the standard in HPLC.