SYNTHESIS AND BIOLOGICAL EVALUATION OF SOME 4-SUBSTITUTED 1-[1-(4-HYDROXYBUTYL)-1,2,3-TRIAZOL-(4 & 5)-YLMETHYL]-1H-PYRAZOLO-[3,4-d]PYRIMIDINES

Autor:	Jean-Jacques Vasseur, M. L. Taha, Hassan B. Lazrek, Christophe Pannecouque, Myriam Witvrouw, De Clercq E, Moukha-Hafiq O
Rok vydání:	2001
Předmět:	Stereochemistry Human immunodeficiency virus (HIV) Biological activity General Medicine medicine.disease_cause Biochemistry Cycloaddition chemistry.chemical_compound chemistry Genetics medicine Molecular Medicine DNA Biological evaluation
Zdroj:	Nucleosides, Nucleotides and Nucleic Acids. 20:1811-1821
ISSN:	1532-2335 1525-7770
DOI:	10.1081/ncn-100107192
Popis:	The synthesis of 1-[1-(4-hydroxybutyl)-1,2,3-triazol-(4 and 5)-ylmethyl]-1H-pyrazolo[3,4-d]pyrimidines 11a,b, 12a,b and 13-17 as carboacyclic nucleosides is described. The compounds 8a,b were condensed, separately, with compound 7 via 1,3-dipolar cycloaddition reaction to afford, after separation and deprotection. 1,4-regioisomers 11a,b and 1,5-regioisomers 12a,b. The deprotected carboacyclic nucleosides 11a served as precursor for the preparation of 4-amino 13. 4-methylamino 14, 4-benzylamino 15, 4-methoxy 16 and 4-hydroxy 17 analogues. All deprotected carboacyclic nucleosides were evaluated for their inhibitory effects against the replication of HIV-1(III), HIV-2(ROD), various DNA viruses, a variety of tumor-cell lines and tuberculosis. No marked biological activity was found.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::27d373b471103bf784a96fff69981ac5 https://doi.org/10.1081/ncn-100107192 Zobrazit plný text záznamu Plný text ve formátu PDF