Journal of Medicinal Chemistry p. 941 - 946 (1981)
Update date:2022-08-04
Topics:
Westover, James D.
Revankar, Ganapathi R.
Robins, Roland K.
Madsen, Randall D.
Ogden, John R.
et al.
To examine the structural parameters necessary for antiviral efficacy of certain purine nucleosides, several 9-β-D-ribofuranosylpurine-6-carboxamides have been synthesized.Glycosylation of the Me3Si derivative of purine-6-carboxamide with protected ribofuranose in the presence of a Lewis acid gave the blocked nucleoside which on deprotection furnished 9-β-D-ribofuranosylpurine-6-carboxamide (6a).Alternatively, 6a was synthesized via the nucleophilic displacement of 9-β-D-ribofuranosyl-6-iodopurine with cyanide ion.Certain 2-amino- and 2-methyl-9-β-D-ribofuranosylpurine-6-carboxamides have also been prepared. 8-Carbamoylguanosine (16) has been prepared by homolytic acylation of the parent nucleoside.These compounds were tested against several RNA and DNA viruses in cell culture. 9-β-D-Ribofuranosylpurine-6-carboxamide (6a), the corresponding 6-thiocarboxamide (7b), and 4-amino-8-(β-D-ribofuranosylamino)pyrimido<5,4-d>pyrimidine (8) showed significant in vitro antiviral activity at nontoxic dosage levels. 6a employed in the treatment of Rift Valley fever virus infected mice at 50 (mg/kg)/day gave a 55percent survival rate on day 21 compared to a 30percent survival in the controls.
View MoreZhejiang Kangfeng Chemical Co.,LTD.
Contact:+86-579-86709687
Address:Xueshizhai Industrial Zone, Weishan Town,Dongyang City, Zhejiang Province ,China
Xiamen Goodhealth Pharmchem Co., Ltd.
Contact:0086-592-2097683
Address:404R No.2 54# Minzu Rd., Xiamen, China
Hangzhou Ledun Technology Co.,Ltd.
Contact:86-571-18767088918
Address:No.6 street,XiaSha,Hangzhou,China.
shanghai jinshan pharmaceutical Co.,Ltd
Contact:021-57363011,13681638167
Address:No. 7966 Tingfeng Road,Jinshan,Shanghai,China
Triumph International Development Limilted
website:http://www.jiashengchem.cn/
Contact:+86-536-7971999
Address:Yinhai Road,Shouguang
Doi:10.1016/j.ica.2004.03.052
(2004)Doi:10.1016/j.molstruc.2008.06.020
(2009)Doi:10.1021/ja01173a066
(1949)Doi:10.1016/S0040-4039(01)90247-3
(1981)Doi:10.1246/cl.1996.339
(1996)Doi:10.1016/j.tetlet.2004.08.047
(2004)