Bioorganic & medicinal chemistry, 2013-03, Vol.21 (5), p.1150-1158
2013
Details
- Autor(en) / Beteiligte
- Titel
- N1,N3-disubstituted uracils as nonnucleoside inhibitors of HIV-1 reverse transcriptase
- Ist Teil von
- Bioorganic & medicinal chemistry, 2013-03, Vol.21 (5), p.1150-1158
- Ort / Verlag
- England: Elsevier Ltd
- Erscheinungsjahr
- 2013
- Link zum Volltext
- Quelle
- MEDLINE
- Beschreibungen/Notizen
- 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 (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.
- Sprache
- Englisch
- Identifikatoren
- ISSN: 0968-0896eISSN: 1464-3391DOI: 10.1016/j.bmc.2012.12.027Titel-ID: cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_7125863
- Format
- –
- Schlagworte
- Benzophenone, Binding Sites, Cell culture, Cell Line, chemistry, Cinnamates - chemistry, Cinnamyl, HIV, HIV Reverse Transcriptase - antagonists & inhibitors, HIV Reverse Transcriptase - genetics, HIV Reverse Transcriptase - metabolism, HIV-1 - drug effects, HIV-1 - enzymology, Human immunodeficiency virus 1, Humans, Molecular Docking Simulation, Mutation, NNRTIs, Nonnucleoside reverse transcriptase inhibitors, pharmacology, pharmacophores, Protein Structure, Tertiary, Replication, Reverse Transcriptase Inhibitors - chemical synthesis, Reverse Transcriptase Inhibitors - chemistry, Reverse Transcriptase Inhibitors - pharmacology, RNA-directed DNA polymerase, Structure-Activity Relationship, Uracil, Uracil - analogs & derivatives, Uracil - chemical synthesis, Uracil - pharmacology