Effect of an amino group at carbon 2 of 1-deoxyglucose analogues on anorexia in the rat.
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.
Fujimoto
K
K
First Department of Internal Medicine, Faculty of Medicine, Kyushu University, Fukuoka, Japan.
Sakata
T
T
Kurata
K
K
Okabe
Y
Y
Arase
K
K
D000818:Animals; D000855:Anorexia / Q000503:physiopathology; D003837:Deoxy Sugars / Q000494:pharmacology*; D003847:Deoxyglucose / Q000031:analogs & derivatives / Q000494:pharmacology*; D004435:Eating / Q000187:drug effects*; D008297:Male; D051381:Rats; D011919:Rats, Inbred Strains; D013329:Structure-Activity Relationship
D003837:Deoxy Sugars; D003847:Deoxyglucose