Synthesis of L-Iminofuranoses and Their Biological Evaluations

• Published in: YAKUGAKU ZASSHI Vol. 141; no. 1; pp. 15 - 24
• Main Author: Natori, Yoshihiro
• Format: Journal Article
• Language: Japanese
• Published: Japan The Pharmaceutical Society of Japan 01.01.2021
• Subjects: 1-Deoxynojirimycin - analogs & derivatives; 1-Deoxynojirimycin - chemical synthesis; 1-Deoxynojirimycin - chemistry; 1-Deoxynojirimycin - pharmacology; 1-Deoxynojirimycin - therapeutic use; alpha-Glucosidases; Animals; Diabetes Mellitus - drug therapy; Glycoside Hydrolase Inhibitors; Humans; Hypoglycemic Agents; Imino Pyranoses - chemical synthesis; Imino Pyranoses - chemistry; Imino Pyranoses - pharmacology; Imino Pyranoses - therapeutic use; iminofuranose; iminosugar; Structure-Activity Relationship; α-glucosidase inhibitor; iminosugar; iminofuranose; α-glucosidase inhibitor; structure-activity relationship
• ISSN: 0031-6903; 1347-5231
• DOI: 10.1248/yakushi.20-00194

Iminosugars are one of the compounds that mimic the structure of monosaccharides. Such sugar mimics have the ability to effectively and specifically inhibit various glycosidases and glycosyltransferases. After studying iminopyranose, miglitol, which has α-glucosidase inhibitory activity, was approved and used in the clinical treatment of diabetes. This study focused on l -iminofuranose derivatives to develop new anti-diabetic drug. As a result, it was found that l -iminofuranose having an alkyl group at C1 position show potent α-glucosidase inhibitory activity. Further structural-activity relationship studies were conducted, and interesting findings were obtained. This paper describes the details of those research developments.