有效胺和缬氨霉素的糖苷衍生物的酶促合成。

Enzymatic synthesis of glucoside derivatives of validamine and valienamine.

作者信息

Furumoto T, Kameda Y, Matsui K

机构信息

Faculty of Pharmacy, Hokuriku University, Ishikawa, Japan.

出版信息

Chem Pharm Bull (Tokyo). 1992 Jul;40(7):1871-5. doi: 10.1248/cpb.40.1871.

DOI:10.1248/cpb.40.1871

PMID:1394706

Abstract

alpha- And beta-glucoside derivatives of validamine and valienamine were prepared by enzymatic transglucosidation using alpha- and beta-glucosidase of Rhodotorula lactosa. The structures of these derivatives have been elucidated by 13C- and 1H-nuclear magnetic resonance spectral analysis. Thus, 7-alpha-glucoside, 7-alpha-isomaltoside, and 4-alpha-glucoside of validamine and 7-alpha-glucoside, 7-alpha-isomaltoside, 4-alpha-glucoside, and 4-alpha-isomaltoside of valienamine were obtained from maltose and validamine or valienamine using alpha-glucosidase. 7-beta-glucoside, 2-beta-glucoside, and 4-beta-glucoside of validamine or valienamine were obtained from cellobiose and validamine or valienamine using beta-glucosidase. These derivatives were tested for alpha-glucosidase inhibitory activity on rat small intestinal glycosidases.

摘要

通过使用乳酸红酵母的α-和β-葡萄糖苷酶进行酶促转葡萄糖基化反应，制备了有效胺和缬氨胺的α-和β-葡萄糖苷衍生物。这些衍生物的结构已通过13C和1H核磁共振光谱分析得以阐明。因此，使用α-葡萄糖苷酶从麦芽糖和有效胺或缬氨胺中获得了有效胺的7-α-葡萄糖苷、7-α-异麦芽糖苷和4-α-葡萄糖苷，以及缬氨胺的7-α-葡萄糖苷、7-α-异麦芽糖苷、4-α-葡萄糖苷和4-α-异麦芽糖苷。使用β-葡萄糖苷酶从纤维二糖和有效胺或缬氨胺中获得了有效胺或缬氨胺的7-β-葡萄糖苷、2-β-葡萄糖苷和4-β-葡萄糖苷。对这些衍生物进行了大鼠小肠糖苷酶的α-葡萄糖苷酶抑制活性测试。