Synthesis of Capsaicin Glycosides and 8-Nordihydrocapsaicin Glycosides as Potential Weight-Loss Formulations

Hisashi Katsuragi1, Kei Shimoda2, Eriko Kimura3 and Hiroki Hamada31Sunny Health Co. Ltd., Nakajima Bilg. 8-8, Kabuto-cho, Nihonbashi, Chuo-ku, Tokyo 103-0026, Japan. 2Department of Chemistry, Faculty of Medicine, Oita University, 1-1 Hasama-machi, Oita, Japan. 3Department of Life Science, Faculty of Science, Okayama University of Science, 1-1 Ridai-cho, Okayama, Japan. AbstractThe enzymatic synthesis of capsaicin glycosides and 8-nordihydrocapsaicin glycosides was investigated using almond β-glucosidase and cyclodextrin glucanotransferase (CGTase). Capsaicin and 8-nordihydrocapsaicin were converted into their β-glucoside and β-maltooligosaccharide (amylose conjugate), i.e. β-maltoside and β-maltotrioside, by sequencial glycosylation with almond β-glucosidase and CGTase. The β-glucoside and β-maltoside of capsaicin and β-glucoside of 8-nordihydrocapsaicin showed inhibitory effects on high-fat-diet-induced elevations in body weight of mice.