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Novel 5-alkyl(aryl)-substituted ribavirine analogues: synthesis and antiviral evaluation

Mikhail Vasiljevich Chudinov 1
Mikhail Vasiljevich Chudinov
Andrey Valerievich Matveev 1
Andrey Valerievich Matveev
Alexander Nikolaevich Prutkov 1
Alexander Nikolaevich Prutkov
Irina Dmitrievna Konstantinova 2
Irina Dmitrievna Konstantinova
Ilya Vladimirovich Fateev 2
Ilya Vladimirovich Fateev
Vladimir Sergeyevich Prasolov 3
Vladimir Sergeyevich Prasolov
Olga Aleksandrovna Smirnova 3
Olga Aleksandrovna Smirnova
Alexander Vladimirovich Ivanov 3
Alexander Vladimirovich Ivanov
Georgy Artem'evich Galegov 4
Georgy Artem'evich Galegov
Petr Grigorievich Deryabin 4
Petr Grigorievich Deryabin
Published 2016-04-28
CommunicationVolume 26, Issue 3, 214-216
17
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Chudinov M. V. et al. Novel 5-alkyl(aryl)-substituted ribavirine analogues: synthesis and antiviral evaluation // Mendeleev Communications. 2016. Vol. 26. No. 3. pp. 214-216.
GOST all authors (up to 50) Copy
Chudinov M. V., Matveev A. V., Prutkov A. N., Konstantinova I. D., Fateev I. V., Prasolov V. S., Smirnova O. A., Ivanov A. V., Galegov G. A., Deryabin P. G. Novel 5-alkyl(aryl)-substituted ribavirine analogues: synthesis and antiviral evaluation // Mendeleev Communications. 2016. Vol. 26. No. 3. pp. 214-216.
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TY - JOUR
DO - 10.1016/j.mencom.2016.04.012
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.04.012
TI - Novel 5-alkyl(aryl)-substituted ribavirine analogues: synthesis and antiviral evaluation
T2 - Mendeleev Communications
AU - Chudinov, Mikhail Vasiljevich
AU - Matveev, Andrey Valerievich
AU - Prutkov, Alexander Nikolaevich
AU - Konstantinova, Irina Dmitrievna
AU - Fateev, Ilya Vladimirovich
AU - Prasolov, Vladimir Sergeyevich
AU - Smirnova, Olga Aleksandrovna
AU - Ivanov, Alexander Vladimirovich
AU - Galegov, Georgy Artem'evich
AU - Deryabin, Petr Grigorievich
PY - 2016
DA - 2016/04/28
PB - Mendeleev Communications
SP - 214-216
IS - 3
VL - 26
ER -
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@article{2016_Chudinov,
author = {Mikhail Vasiljevich Chudinov and Andrey Valerievich Matveev and Alexander Nikolaevich Prutkov and Irina Dmitrievna Konstantinova and Ilya Vladimirovich Fateev and Vladimir Sergeyevich Prasolov and Olga Aleksandrovna Smirnova and Alexander Vladimirovich Ivanov and Georgy Artem'evich Galegov and Petr Grigorievich Deryabin},
title = {Novel 5-alkyl(aryl)-substituted ribavirine analogues: synthesis and antiviral evaluation},
journal = {Mendeleev Communications},
year = {2016},
volume = {26},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.04.012},
number = {3},
pages = {214--216},
doi = {10.1016/j.mencom.2016.04.012}
}
MLA
Cite this
MLA Copy
Chudinov, Mikhail Vasiljevich, et al. “Novel 5-alkyl(aryl)-substituted ribavirine analogues: synthesis and antiviral evaluation.” Mendeleev Communications, vol. 26, no. 3, Apr. 2016, pp. 214-216. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.04.012.

Abstract

Novel 5-alkyl(aryl)-substituted 1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamides were prepared in three steps. Their antiviral activity was evaluated.

References

1.
Broad-Spectrum Antiviral Activity of Virazole: 1-β-D-Ribofuranosyl-1,2,4-triazole-3-carboxamide
Sidwell R.W., Huffman J.H., Khare, Lois G.P., Allen B., Witkowski, Roland J.T., Robins K.
Science, 1972
2.
Mechanisms of action of ribavirin against distinct viruses
Graci J.D., Cameron C.E.
Reviews in Medical Virology, 2005
3.
Bioactive nucleoside analogues possessing selected five-membered azaheterocyclic bases
Zeidler J., Baraniak D., Ostrowski T.
European Journal of Medicinal Chemistry, 2015
4.
10.1016/j.mencom.2016.04.012_bib0020
Hahn
in Mechanism of Action of Antieukaryotic and Antiviral Compounds, 1979
5.
Ribavirin's antiviral mechanism of action: lethal mutagenesis?
Crotty S., Cameron C., Andino R.
Journal of Molecular Medicine, 2002
6.
Synthesis of 5-aryltriazole ribonucleosides via Suzuki coupling and promoted by microwave irradiation
Wan J., Zhu R., Xia Y., Qu F., Wu Q., Yang G., Neyts J., Peng L.
Tetrahedron Letters, 2006
7.
Arylethynyltriazole acyclonucleosides inhibit hepatitis C virus replication
Zhu R., Wang M., Xia Y., Qu F., Neyts J., Peng L.
Bioorganic and Medicinal Chemistry Letters, 2008
8.
Discovery of Novel Arylethynyltriazole Ribonucleosides with Selective and Effective Antiviral and Antiproliferative Activity
Wan J., Xia Y., Liu Y., Wang M., Rocchi P., Yao J., Qu F., Neyts J., Iovanna J.L., Peng L.
Journal of Medicinal Chemistry, 2009
9.
Novel Triazole Ribonucleoside Down-Regulates Heat Shock Protein 27 and Induces Potent Anticancer Activity on Drug-Resistant Pancreatic Cancer
Xia Y., Liu Y., Wan J., Wang M., Rocchi P., Qu F., Iovanna J.L., Peng L.
Journal of Medicinal Chemistry, 2009
10.
A novel arylethynyltriazole acyclonucleoside inhibits proliferation of drug-resistant pancreatic cancer cells
Wang M., Xia Y., Fan Y., Rocchi P., Qu F., Iovanna J.L., Peng L.
Bioorganic and Medicinal Chemistry Letters, 2010
11.
Pd-catalyzed oxidative C–H alkenylation for synthesizing arylvinyltriazole nucleosides
Tang J., Cong M., Xia Y., Quéléver G., Fan Y., Qu F., Peng L.
Organic and Biomolecular Chemistry, 2015
13.
An Efficient Route to Ethyl 5-Alkyl- (Aryl)-1H-1,2,4-triazole-3-carboxylates
Chudinov M.V., Matveev A.V., Zhurilo N.I., Prutkov A.N., Shvets V.I.
Journal of Heterocyclic Chemistry, 2014
14.
10.1016/j.mencom.2016.04.012_bib0070
Konstantinova
Biotekhnol., 2008
15.
A New Effective Method for the Synthesis of 1,2,4-Triazole-3-carboxamide and Ribavirin Derivatives
Chudinov M.V., Konstantinova I.D., Ryzhova O.I., Esipov R.S., Yurkevich A.M., Shvets V.I., Miroshnikov A.I.
Pharmaceutical Chemistry Journal, 2005
16.
Chemoenzymatic method of 1,2,4-triazole nucleoside synthesis: Possibilities and limitations
Konstantinova I.D., Chudinov M.V., Fateev I.V., Matveev A.V., Zhurilo N.I., Shvets V.I., Miroshnikov A.I.
Russian Journal of Bioorganic Chemistry, 2013
17.
Synthesis of nucleosides of 5-substituted-1,2,4-triazole-3-carboxamides
Naik S.R., Witkowski J.T., Robins R.K.
Journal of Heterocyclic Chemistry, 1974
19.
Novel 3‘-C/N-Substituted 2‘,3‘-β-d-Dideoxynucleosides as Potential Chemotherapeutic Agents. 1. Thymidine Derivatives:  Synthesis, Structure, and Broad Spectrum Antiviral Properties
Fedorov I.I., Kazmina E.M., Gurskaya G.V., Jasko M.V., Zavodnic V.E., Balzarini J., De Clercq E., Faraj A., Sommadossi J., Imbach J., Gosselin G.
Journal of Medicinal Chemistry, 1997