Top Abstract Purchase Related
Home
>
Node
>
Subnode

Acyclic analogs of ribavirin. Synthesis and antiviral activity

Tsilevich, T.L.; Shchaveleva, I.L.; Nosach, L.N.; Zhovnovataia, V.L.; Smirnov, I.P.

Bioorganicheskaia Khimiia 14(5): 689-693

1988

ISSN/ISBN: 0132-3423
PMID: 3422011
Document Number: 313056
Activity of several ribavirine analogues, viz.1-(2-hydroxyethoxymethyl)-, 1-(3-hydroxypropoxymethyl)-, 1-(4-hydroxybutoxymethyl)- and 1-(2,3-dihydroxypropyl)-1,2,4-triazole 5- and 3-carboxamides, against human adenovirus type 2 in the Hep-2 cell culture has been studied. The ether oxygen atom imitating the ribose 04' was shown to be essential for the antiviral activity. 1-(2-Hydroxyethoxymethyl)-1,2,4-triazole 3-carboxamide, a structural analogue of ribavirine in which the hydroxyl group is apparently equivalent to the ribose 5'-OH, possesses the highest activity among the compounds studied. Lengthening of the alkyl side chain reduces essentially the antiviral activity.

Document emailed within 1 workday
Secure & encrypted payments

Tsapkina, E.N.; Gurskaia, G.V.; Zavgorodniĭ, S.G.; Lindeman, S.V.; Struchkov, I.T. 1988: The structure and antiviral activity of ribavirin analogs. II. Molecular and crystal structure of 1-(1,5-dihydroxy-3-oxapent-2-yl)-1,2,4-triazole-5-carboxamide Bioorganicheskaia Khimiia 14(8): 1092-1097
Roveri, P.; Cavrini, V.; Gatti, R. 1984: Synthesis of various acyclic analogs of pyrimidine nucleosides Il Farmaco; Edizione Scientifica 39(4): 346-352
Lagrota, M.H.; Ciribelli-Guimaräes, J.; Pereira, N.A.; Wigg, M.D.; Fonseca, M.E. 1982: Antiviral chemotherapy: in vitro activity of ribavirin on DNA and RNA viruses Revista Latinoamericana de Microbiologia 24(2): 121-124
Il'icheva, T.N.; Kulishova, L.A.; Shul'ts, E.E.; Petrenko, N.I.; Uzenkova, N.V.; Ias'ko, M.V.; Serova, O.A.; Volkov, G.N.; Belanov, E.F.; Tolstikov, G.A.; Pokrovskiĭ, A.G. 2005: Antiviral activity of vegetable triterpens, their derivatives and ribavirin phosphonates Vestnik Rossiiskoi Akademii Meditsinskikh Nauk 2005(2): 26-30
El-Kousy, S. 1994: Synthesis of some 6-methylidene-9-purine acyclic nucleosides with expected anti-HIV activity Die Pharmazie 49(7): 480-482
Tsytovich, A.V.; Kochetkova, M.V.; Philippov, D.V.; Mitsner, B.I.; Shvets, V.I. 1991: Acyclic analogs of dideoxydidehydronucleosides Nucleic Acids Symposium Series 24: 23-24
Cavrini, V.; Gatti, R.; Giovanninetti, G.; Chiarini, A.; Franchi, L.; Landini, M.P. 1980: Substances with antiviral activity. XIII. Synthesis and in vitro activity of thiosemicarbazones of 1-benzoyl- and 1-benzyl-2-chloro-3-formylindoles Il Farmaco; Edizione Scientifica 35(8): 636-641
Elferink, J.G.; Salemink, C.A. 1975: Relation between structure and cholinergic activity. II. Synthesis and muscarinic activity of some sulfur analogs of 2-methyl-4-trimethylammoniomethyl-1,3-dioxolane-iodide Arzneimittel-Forschung 25(11): 1702-1705
Shirokova, E.A.; Shipitsyn, A.V.; Semizarov, D.G. 1995: Study of reverse transcriptase selectivity. Substrate properties of new 2',3'-unsaturated acyclic nucleotide analogs Molekuliarnaia Biologiia 29(2): 461-471
Almerico, A.M.; Diana, P.; Barraja, P.; Dattolo, G.; Mingoia, F.; Putzolu, M.; Perra, G.; Milia, C.; Musiu, C.; Marongiu, M.E. 1997: Glycosidopyrroles. Part 2. Acyclic derivatives: 1-(1,3-dihydroxy-2-propoxy)methylpyrroles as potential antiviral agents Farmaco 52(11): 667-672
Sobirov, M.M.; Khalikov, S.Kh.; Saidov, S.S.; Kodirov, M.Z.; Zaĭtsev, S.V.; Chichenkov, O.N.; Varfolomeev, S.D. 1994: Synthesis and biological activity of new analogs of beta-casomorphine-5 Bioorganicheskaia Khimiia 20(7): 740-750
Saari Csallany, A.; Draper, H.H. 1971: Synthesis and biological activity of sulfur analogs of a-tocopherol International Journal for Vitamin and Nutrition Research. Internationale Zeitschrift für Vitamin- und Ernahrungsforschung. Journal International de Vitaminologie et de Nutrition 41(3): 368-375
Mack, J.E. 1988: Ribavirin: an antiviral agent with promise Pediatric Nursing 14(3): 220-221
Ubukata, M.; Osada, H.; Isono, K. 1985: Synthesis and biological activity of nucleoside antibiotics, ascamycin and its amino acid analogs Nucleic Acids Symposium Series 16: 81-83
Bonjean, V.J.; Schunack, W. 1988: Alkyl- and alkoxy-substituted lamtidine analogs: synthesis and H2-antagonistic activity. 38. H2-antihistaminics Arzneimittel-Forschung 38(4): 501-507
Nishimura, T.; Toku, H.; Yamazaki, C.; Hasegawa, K.; Sakaguchi, H.; Nagaki, D. 1975: Antiviral compounds. IX. Synthesis and anti-influenza virus activity of bis-amidinohydrazones of glyoxal and methylglyoxal Kitasato Archives of Experimental Medicine 48(4): 171-181
Lyakhov, S.A.; Suveyzdis, Y.I.; Litvinova, L.A.; Andronati, S.A.; Rybalko, S.L.; Dyadyun, S.T. 2000: Biological active acridine derivatives. Part 4: Synthesis and antiviral activity of some bis-acridinylated diamides Die Pharmazie 55(10): 733-736
Shchaveleva, I.L.; Kochetkova, S.V.; Tsilevich, T.L.; Vladyko, G.V.; Korobchenko, L.V.; Boreko, E.I.; Smirnov, I.P.; Khorlin, A.A.; Gottikh, B.P.; Florent'ev, V.L. 1989: Compounds, similar to acyclovir V. Synthesis and antiviral activity of carbethoxyalkoxymethyl derivatives of nucleic bases Bioorganicheskaia Khimiia 15(7): 960-968
Nedev, H.; Rolka, K.; Minchev, S.; Kupryszewski, G.; Kolasa, K.; Kleinrok, Z. 1988: Opiate-like peptides. Part XI. 2-[2-phenyl-1,3-indandionyl]--amides of enkephalin analogs. Synthesis and analgesic activity Polish Journal of Pharmacology and Pharmacy 40(3): 303-311
Varnavas, A.; Nisi, C.; Lassiani, L.; Sava, G.; Perissin, L.; Boccù, E. 1991: Synthesis and antitumor activity of hydrosoluble analogs of p-(3,3-dimethyl-1-triazeno) benzoic acid potassium salt Arzneimittel-Forschung 41(11): 1168-1172