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Open access
volume 21 issue 5 pages 1150-1158

N1,N3-disubstituted uracils as nonnucleoside inhibitors of HIV-1 reverse transcriptase

A. A. Kushch 2
Maria P Paramonova 1
А. В. Иванов 2
Sergey A Gavryushov 2
Christophe Pannecouque 3, 4, 5
G. Andrei 3, 4, 5
Robert Snoeck 3, 4, 5
Jan Balzarini 3, 4, 5
Publication typeJournal Article
Publication date2013-03-01
scimago Q2
wos Q1
SJR0.608
CiteScore6.7
Impact factor3.0
ISSN09680896, 14643391
Organic Chemistry
Drug Discovery
Biochemistry
Molecular Biology
Pharmaceutical Science
Clinical Biochemistry
Molecular Medicine
Abstract
A series of phenyloxyethyl and cinnamyl derivatives of substituted uracils were synthesized and found to exhibit potent activity against HIV-RT and HIV replication in cell culture. In general, the cinnamyl derivatives proved superior to the phenyloxyethyl derivatives, however 1-[2-(4-methylphenoxy)ethyl]-3-(3,5-dimethylbenzyl)uracil (19) exhibited the highest activity (EC(50)=0.27 μM) thus confirming that the 3-benzyluracil fragment in the NNRTI structure can be regarded as a functional analogue of the benzophenone pharmacophore typically found in NNRTIs.
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GOST |
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GOST Copy
Novikov M. S. et al. N1,N3-disubstituted uracils as nonnucleoside inhibitors of HIV-1 reverse transcriptase // Bioorganic and Medicinal Chemistry. 2013. Vol. 21. No. 5. pp. 1150-1158.
GOST all authors (up to 50) Copy
Novikov M. S., Kushch A. A., Babkov D. A., Paramonova M. P., Иванов А. В., Gavryushov S. A., Khandazhinskaya A., Кочетков С. Н., Pannecouque C., Andrei G., Snoeck R., Balzarini J., Seley-Radtke K. L. N1,N3-disubstituted uracils as nonnucleoside inhibitors of HIV-1 reverse transcriptase // Bioorganic and Medicinal Chemistry. 2013. Vol. 21. No. 5. pp. 1150-1158.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.bmc.2012.12.027
UR - https://doi.org/10.1016/j.bmc.2012.12.027
TI - N1,N3-disubstituted uracils as nonnucleoside inhibitors of HIV-1 reverse transcriptase
T2 - Bioorganic and Medicinal Chemistry
AU - Novikov, Mikhail S.
AU - Kushch, A. A.
AU - Babkov, Denis A
AU - Paramonova, Maria P
AU - Иванов, А. В.
AU - Gavryushov, Sergey A
AU - Khandazhinskaya, Anastasia
AU - Кочетков, С. Н.
AU - Pannecouque, Christophe
AU - Andrei, G.
AU - Snoeck, Robert
AU - Balzarini, Jan
AU - Seley-Radtke, Katherine L.
PY - 2013
DA - 2013/03/01
PB - Elsevier
SP - 1150-1158
IS - 5
VL - 21
PMID - 23357038
SN - 0968-0896
SN - 1464-3391
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2013_Novikov,
author = {Mikhail S. Novikov and A. A. Kushch and Denis A Babkov and Maria P Paramonova and А. В. Иванов and Sergey A Gavryushov and Anastasia Khandazhinskaya and С. Н. Кочетков and Christophe Pannecouque and G. Andrei and Robert Snoeck and Jan Balzarini and Katherine L. Seley-Radtke},
title = {N1,N3-disubstituted uracils as nonnucleoside inhibitors of HIV-1 reverse transcriptase},
journal = {Bioorganic and Medicinal Chemistry},
year = {2013},
volume = {21},
publisher = {Elsevier},
month = {mar},
url = {https://doi.org/10.1016/j.bmc.2012.12.027},
number = {5},
pages = {1150--1158},
doi = {10.1016/j.bmc.2012.12.027}
}
MLA
Cite this
MLA Copy
Novikov, Mikhail S., et al. “N1,N3-disubstituted uracils as nonnucleoside inhibitors of HIV-1 reverse transcriptase.” Bioorganic and Medicinal Chemistry, vol. 21, no. 5, Mar. 2013, pp. 1150-1158. https://doi.org/10.1016/j.bmc.2012.12.027.