1 0 0 0 IR α-D-グルコシダーゼ阻害作用を有する擬似アミノ糖およびそのN-置換誘導体の合成研究
1 0 0 0 OA 糖尿病治療薬ボグリボース (ベイスン®) の開発
- 著者
- 深瀬 泱
- 出版者
- The Society of Synthetic Organic Chemistry, Japan
- 雑誌
- 有機合成化学協会誌 (ISSN:00379980)
- 巻号頁・発行日
- vol.55, no.10, pp.920-925, 1997 (Released:2009-11-16)
- 参考文献数
- 6
- 被引用文献数
- 9 11
Voglibose (1, N- [2-hydroxy-1- (hydroxymethyl) ethyl] valiolamine, basen®), having more potent disaccharidase inhibitory activity against maltase and sucrase than do naturally occurring pseudo-oligosaccharide α-glucosidase inhibitors, has been developed for the treatment of diabetes mellitus as the blood glucose ameliorating agent. Valiolamine (2), an important key compound for the preparation of N-substituted valiolamine derivatives such as 1, was synthesized by stereoselective hydration of the carbon-carbon double bond of valienamine (3) obtained by microbiological degradation of validamycins. Efficient and practical total synthesis of 2 starting from D-glucose has also been achieved.In animals and healthy volunteers, voglibose (1) significantly reduced postprandial blood glucose concentration. Clinical trials in patients with diabetes mellitus also demonstrated that 1 improves post-pratial glucose levels. In Japan, 1 was approved in July, 1994.