Fujimoto K, Sakata T, Kurata K, Okabe Y, Arase K
First Department of Internal Medicine, Faculty of Medicine, Kyushu University, Fukuoka, Japan.
Eur J Pharmacol. 1988 Mar 15;147(3):477-9. doi: 10.1016/0014-2999(88)90185-9.
A steric hindering group at carbon 2 of 1-deoxyglucose analogues was introduced by epimerization, deoxidation and substitution of a hydroxyl group with either an acetamido or a fluoro group. Injection of this analogue into the rat third cerebroventricle attenuated the feeding suppression produced by 1-deoxyglucose. In contrast, the replacement of a hydroxyl group at carbon 2 with an amino group produced anorexia of the same magnitude as that produced by 1-deoxyglucose. Amination at carbon 2 was more potent than that at carbon 3, 4 or 6. These results indicate that an amino group at carbon 2 of the glucose molecule is important to reinforce the feeding suppression caused by 1-deoxyglucose analogues.
通过差向异构化、脱氧以及用乙酰氨基或氟取代羟基，在1-脱氧葡萄糖类似物的碳2位引入了一个空间位阻基团。将这种类似物注射到大鼠第三脑室可减轻1-脱氧葡萄糖引起的摄食抑制。相反，用氨基取代碳2位的羟基会产生与1-脱氧葡萄糖相同程度的厌食。碳2位的胺化作用比碳3、4或6位更强。这些结果表明，葡萄糖分子碳2位的氨基对于增强1-脱氧葡萄糖类似物引起的摄食抑制很重要。
