Chemical and pharmaceutical bulletin p. 607 - 615 (1995)
Update date:2022-08-03
Topics:
Nagatsugi
Inoue
Sasaki
Maeda
In order to understand the structural features that might lead to an in vivo radiotracer for studying cerebral fatty acid metabolism, 8-[18F]fluorooctanoate derivatives with methyl or gem-dimethyl branching at the C4 position have been prepared. 3-[18F]Fluoro- and 4-[18F]fluorooctanoic acid have also been synthesized for studying the influence of the fluorine position on the in vivo behavior of 18F-labeled octanoic acid analogs. Radiochemical synthesis was achieved by the nucleophilic displacement of a tosylate or mesylate precursor with [18F]fluoride ion. Tissue distribution studies in rats showed low cerebral uptakes of these 18F-labeled fatty acid analogs with poor brain-to-blood ratios. 3-[18F]Fluorooctanoic acid showed considerable defluorination, evident as a high bone activity level. The initial uptake of activity in the brain after injection of ethyl 8-[18F]fluoro-4-methyloctanoate and 4-[18F]-fluorooctanoic acid remained virtually unchanged over an extended time period, similar to that previously observed for the unbranched analogs, ethyl 8-[18F]fluorooctanoate and its free acid. In contrast, the 4-gem-dimethyl branched analog was rapidly and preferentially taken up by the liver. It was shown in the metabolite analysis that labeled metabolites produced from 8-[18F]fluoro-4-methyloctanoic acid were found in blood, and that they could enter the brain to a significant degree. Thus, the present studies showed that radioactivity retention in the brain in the case of the 4-methyl branched analog was mainly attributable to its radioactive metabolites.
View MoreTaixing Joxin Bio-tec Co.,Ltd.
website:http://www.joxbio.com
Contact:86-523-87558858 87612088
Address:No.88, chengdong industrial park
Shijiazhuang City Xiehe Pharmaceutical Co., Ltd
Contact:+86-311-80817929
Address:Shangzhuang,Shijiazhuang,China
Hebei Think-Do Environment Co., Ltd
website:http://www.thinkdo-environment.com
Contact:0311-86510809-
Address:No 6, Shilian Middle Street, Circular Chemical Industry Park
AstaTech ( Chengdu) BioPharmaceutical Corp.
website:http://www.astabiochem.cn/
Contact:+86-15198215156-15198215156
Address:SICHUAN CHENGDU
Contact:13736652831
Address:NO.273 SHANGHAI SOUTH STREET,LUQIAO DISTRICT,ZHEJIANG PROVINCE,CHINA.
Doi:10.1021/jo052649y
(2006)Doi:10.1055/s-2006-932485
(2006)Doi:10.1039/c5cc02085a
(2015)Doi:10.1007/BF00505772
(1983)Doi:10.1039/c4ra12155d
(2015)Doi:10.1016/j.bmcl.2005.12.048
(2006)
