C-2 ARYLAMINO SUBSTITUTED PURINE ARA-CARBOCYCLIC NUCLEOSIDES AS POTENTIAL ANTICYTOMEGALOVIRUS AGENTS

被引:9
作者
KOGA, M
SCHNELLER, SW
机构
[1] Department of Chemistry, University of South Florida, Tampa, Florida
关键词
D O I
10.1002/jhet.5570290711
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
There are reports in the literature that placement of an arylamino side chain al the C-2 position of purine nucleosides produces compounds capable of inhibiting DNA polymerase. To evaluate the potential of this class of compounds as antiviral agents that act by inhibiting viral DNA polymerase, ara-carbocyclic purine nucleosides possessing a 4-(1-butyl)phenylamino and a 3,5-dichlorophenylamino substituent at C-2 were chosen as the prototype structures and have been prepared from 2,4,6-trichloropyrimidine in 6 steps. For the antiviral analysis, human cytomegalovirus served as the principal virus since it expresses a virally specific DNA polymerase. None of the compounds showed activity towards this virus, but they were found to display some toxicity towards one or more cell lines.
引用
收藏
页码:1741 / 1747
页数:7
相关论文
共 40 条
[1]   ANTI-HIV COMPOUND ASSESSMENT BY 2 NOVEL HIGH-CAPACITY ASSAYS [J].
AVERETT, DR .
JOURNAL OF VIROLOGICAL METHODS, 1989, 23 (03) :263-276
[2]   BIOLOGICAL-ACTIVITIES AND MODES OF ACTION OF 9-ALPHA-D-ARABINOFURANOSYLADENINE AND 9-ALPHA-D-ARABINOFURANOSYL-8-AZAADENINE [J].
BENNETT, LL ;
ALLAN, PW ;
SHADDIX, SC ;
SHANNON, WM ;
ARNETT, G ;
WESTBROOK, L ;
DRACH, JC ;
REINKE, CM .
BIOCHEMICAL PHARMACOLOGY, 1981, 30 (16) :2325-2332
[3]   SYNTHESIS AND ANTIVIRAL ACTIVITY OF ENANTIOMERIC FORMS OF CYCLOBUTYL NUCLEOSIDE ANALOGS [J].
BISACCHI, GS ;
BRAITMAN, A ;
CIANCI, CW ;
CLARK, JM ;
FIELD, AK ;
HAGEN, ME ;
HOCKSTEIN, DR ;
MALLEY, MF ;
MITT, T ;
SLUSARCHYK, WA ;
SUNDEEN, JE ;
TERRY, BJ ;
TUOMARI, AV ;
WEAVER, ER ;
YOUNG, MG ;
ZAHLER, R .
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (04) :1415-1421
[4]   SYNTHESIS AND ANTIVIRAL ACTIVITY OF 3-SUBSTITUTED DERIVATIVES OF 3,9-DIHYDRO-9-OXO-5H-IMIDAZO[1,2-A]PURINES, TRICYCLIC ANALOGS OF ACYCLOVIR AND GANCICLOVIR [J].
BORYSKI, J ;
GOLANKIEWICZ, B ;
DECLERCQ, E .
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (08) :2380-2383
[5]   SYNTHESIS AND ANTIVIRAL ACTIVITY OF THE NUCLEOTIDE ANALOG (S)-1-[3-HYDROXY-2-(PHOSPHONYLMETHOXY)PROPYL]CYTOSINE [J].
BRONSON, JJ ;
GHAZZOULI, I ;
HITCHCOCK, MJM ;
WEBB, RR ;
MARTIN, JC .
JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (07) :1457-1463
[6]  
BROWN DJ, 1985, PYRIMIDINES S, V2, P187
[7]   ANTI-VIRAL AGENTS - ACTION AND CLINICAL USE [J].
CHANG, TW ;
SNYDMAN, DR .
DRUGS, 1979, 18 (05) :354-376
[8]   RAPID ANTIVIRAL DNA-DNA HYBRIDIZATION ASSAY FOR HUMAN CYTOMEGALOVIRUS [J].
DANKNER, WM ;
SCHOLL, D ;
STANAT, SC ;
MARTIN, M ;
SONKE, RL ;
SPECTOR, SA .
JOURNAL OF VIROLOGICAL METHODS, 1990, 28 (03) :293-298
[9]  
DATARI G, 1984, J MED CHEM, V27, P1621
[10]   ANTIVIRAL ACTIVITIES OF 5-ETHYNYL-1-BETA-D-RIBOFURANOSYLIMIDAZOLE-4-CARBOXAMIDE AND RELATED-COMPOUNDS [J].
DECLERCQ, E ;
COOLS, M ;
BALZARINI, J ;
SNOECK, R ;
ANDREI, G ;
HOSOYA, M ;
SHIGETA, S ;
UEDA, T ;
MINAKAWA, N ;
MATSUDA, A .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1991, 35 (04) :679-684