苦瓜过氧化物酶对阿魏酸的生物转化及其产物的分离鉴定

Isolation and Identification of Ferulic Acid Dehydrotrimers and Dehydrodimers Catalysed by Momordica Charantia Peroxidase

目的:深入研究苦瓜过氧化物酶(Momordica charantiaperoxidase)对阿魏酸的生物转化作用。方法:利用苦瓜过氧化物酶在醋酸缓冲液(pH 5.0)/丙酮反应体系、室温条件下对阿魏酸进行生物转化,转化产物经ODS-C18反相柱层析和Sephadex LH-20凝胶柱层析等手段进行分离。运用现代光谱学技术确定化合物结构。结果:分离得到2个阿魏酸脱氢三聚体,2个阿魏酸脱氢二聚体,分别为triFA3(1),triFA4(2),diFA1(3),diFA2(4)。结论:以上化合物均为首次利用苦瓜过氧化物酶实现阿魏酸生物转化而获得的化合物,并首次确定了化合物1的立体构型。

AIM： To further investigate the biotransformation of ferulic acid by Momordica charantia peroxidase. METHOD： The biotransfonnation of ferulic acid was conducted with acetate buffer/Momordica charantia peroxidase at pH 5.0 in the presence of acetone. The oxidaties were isolated by ODS-C18 reverse phase column and Sephadex LH-20 column chromatographic analyses. The structures were elucidated on the basis of spectra data. RESULTS： Two FA dehydrotrimers, triFA3 （1） and triFA4 （2） and two FA dehydredimers, diFA1 （3） and diFA2 （4） were obtained and the structures were identified as （ ± ）trans-3-[4-[ [5-[ （E）-2-carboxyethenyl]-2,3-dihydro2-（4-hydroxy-3-methoxyphenyl）-7-methoxy-3-benzofuranyl]oxy]-3-methoxyphenyl]-（ E）-2-propenoic acid, （ ± ）3,3′-[ [2-hydroxy-2-（4-hydroxy-3-methoxyphenyl） ethylidene ]bis [ oxy （ 3-methoxy-4, 1-phenylene ） 1] ] his-（ E ）-2-propenoic acid, （ ± ） trans-5-[ （ E ）-2- carboxyvinyl ]-2-（ 4-hydroxy-3-methoxyphenyl ）-7-methoxy-2, 3-dihydrobenzofura-3-carboxilic acid, 5-[ （ E ）-2-carboxyvinyl ]-2-（ 4- hydroxy-3-methoxyphenyl）-7-methoxy-benzofuran. CONCLUSION： Compounds 1 -4 are products which were isolated from the biotransformation of ferulic acid by Momordica charantia peroxidase for the first time. The stereo-structure of compound 1 was also established for the first time.