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

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dc.contributor.authorNovikov, Mikhail S.
dc.contributor.authorValuev-Elliston, Vladimir T.
dc.contributor.authorBabkov, Denis A.
dc.contributor.authorParamonova, Maria P.
dc.contributor.authorIvanov, Alexander V.
dc.contributor.authorGavryushov, Sergey A.
dc.contributor.authorKhandazhinskaya, Anastasia L.
dc.contributor.authorKochetkov, Sergey N.
dc.contributor.authorPannecouque, Christophe
dc.contributor.authorAndrei, Graciela
dc.contributor.authorSnoeck, Robert
dc.contributor.authorBalzarini, Jan
dc.contributor.authorSeley-Radtke, Katherine
dc.date.accessioned2025-07-30T19:22:45Z
dc.date.issued2013-01-03
dc.description.abstractA 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 (EC₅₀=0.27μM) 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.
dc.description.sponsorshipThis work was supported by Ministry of Education and Science of Russian Federation (state contract 16.512.11.2233), by the Russian Foundation For Basic Research (Grant 10-04-00056a), by the Presidium of the Russian Academy of Sciences (Programme ‘Molecular and Cellular Biology’) and by the K.U. Leuven (GOAno. 10/014). A.I. and V.V.-E. were supported by Grant of President of Russian Federation (MR-5035.2011.4). The authors like to thank Kartik Temburnikar (UMBC), Lizette van Berckelaer, Kristien Minner, Kristien Erven and Kris Uyttersprot (Rega) for their dedicated technical assistance.
dc.description.urihttps://pmc.ncbi.nlm.nih.gov/articles/PMC7125863/
dc.format.extent9 pages
dc.genrejournal articles
dc.identifierdoi:10.13016/m2p0ke-emsk
dc.identifier.citationNovikov, Mikhail S., Vladimir T. Valuev-Elliston, Denis A. Babkov, Maria P. Paramonova, Alexander V. Ivanov, Sergey A Gavryushov, Anastasia L. Khandazhinskaya, et al. “N¹,N³-Disubstituted Uracils as Nonnucleoside Inhibitors of HIV-1 Reverse Transcriptase.” Bioorganic & Medicinal Chemistry 21, no. 5 (March 1, 2013): 1150–58. https://doi.org/10.1016/j.bmc.2012.12.027.
dc.identifier.urihttps://doi.org/10.1016/j.bmc.2012.12.027
dc.identifier.urihttp://hdl.handle.net/11603/39593
dc.language.isoen_US
dc.publisherElsevier
dc.relation.isAvailableAtThe University of Maryland, Baltimore County (UMBC)
dc.relation.ispartofUMBC Faculty Collection
dc.relation.ispartofUMBC Chemistry & Biochemistry Department
dc.rightsThis item is likely protected under Title 17 of the U.S. Copyright Law. Unless on a Creative Commons license, for uses protected by Copyright Law, contact the copyright holder or the author.
dc.subjectNonnucleoside reverse transcriptase inhibitors
dc.subjectCinnamyl
dc.subjectHIV
dc.subjectUracil
dc.subjectNNRTIs
dc.subjectBenzophenone
dc.titleN¹,N³-disubstituted uracils as nonnucleoside inhibitors of HIV-1 reverse transcriptase
dc.typeText
dcterms.creatorhttps://orcid.org/0000-0002-0154-3459

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