ArticleBioorganic & medicinal chemistry letters2013
Recognition of HIV-TAR RNA using neomycin-benzimidazole conjugates.
Article in Bioorganic & medicinal chemistry letters, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
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Who cites it
20 citing papers in PubMed, 37 citations in OpenAlex.
- Parallel G-quadruplex recognition by neomycin.Frontiers in chemistry · 2023Article
- fingeRNAt-A novel tool for high-throughput analysis of nucleic acid-ligand interactions.PLoS computational biology · 2022Article
- Surface Dependent Dual Recognition of a G-quadruplex DNA With Neomycin-Intercalator Conjugates.Frontiers in chemistry · 2020Article
- Fluorescent peptide displacement as a general assay for screening small molecule libraries against RNA.Organic & biomolecular chemistry · 2019Article
- Rapid Solid-phase Syntheses of Peptidic-Aminoglycoside Library.Tetrahedron · 2018Article
- New Application of Neomycin B-Bisbenzimidazole Hybrids as Antifungal Agents.ACS infectious diseases · 2018Article
- Selective Inhibition of Escherichia coli RNA and DNA Topoisomerase I by Hoechst 33258 Derived Mono- and Bisbenzimidazoles.Journal of medicinal chemistry · 2017Article
- HIV-1 Frameshift RNA-Targeted Triazoles Inhibit Propagation of Replication-Competent and Multi-Drug-Resistant HIV in Human Cells.ACS chemical biology · 2017Article
- Amiloride as a new RNA-binding scaffold with activity against HIV-1 TAR.MedChemComm · 2017Article
- Antimicrobial Activity, AME Resistance, and A-Site Binding Studies of Anthraquinone-Neomycin Conjugates.ACS infectious diseases · 2017Article
- Utilization of chromic polydiacetylene assemblies as a platform to probe specific binding between drug and RNA.RSC advances · 2017Article
- Linker dependent intercalation of bisbenzimidazole-aminosugars in an RNA duplex; selectivity in RNA vs. DNA binding.Bioorganic & medicinal chemistry letters · 2016Article
- Small molecules targeting viral RNA.Wiley interdisciplinary reviews. RNA · 2016Review
- Bacterial GCN5-Related N-Acetyltransferases: From Resistance to Regulation.Biochemistry · 2016Review
- Multivalency in the recognition and antagonism of a HIV TAR RNA-TAT assembly using an aminoglycoside benzimidazole scaffold.Organic & biomolecular chemistry · 2016Article
- Potent inhibition of miR-27a by neomycin-bisbenzimidazole conjugates.Chemical science · 2015Article
- A pH Sensitive High-Throughput Assay for miRNA Binding of a Peptide-Aminoglycoside (PA) Library.PloS one · 2015Article
- Multivalent Amino Sugars to Recognize Different TAR RNA Conformations.MedChemComm · 2014Article
- Aryl-substituted aminobenzimidazoles targeting the hepatitis C virus internal ribosome entry site.Bioorganic & medicinal chemistry letters · 2014Article
- Frameworks for targeting RNA with small molecules.The Journal of biological chemistryReview
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Authors and funding
6 authors at 3 institutions in 1 country.
Funding
Abstract
Synthesis of a novel class of compounds and their biophysical studies with TAR-RNA are presented. The synthesis of these compounds was achieved by conjugating neomycin, an aminoglycoside, with benzimidazoles modeled from a B-DNA minor groove binder, Hoechst 33258. The neomycin-benzimidazole conjugates have varying linkers that connect the benzimidazole and neomycin units. The linkers of varying length (5-23 atoms) in these conjugates contain one to three triazole units. The UV thermal denaturation experiments showed that the conjugates resulted in greater stabilization of the TAR-RNA than either neomycin or benzimidazole used in the synthesis of conjugates. These results were corroborated by the FID displacement and tat-TAR inhibition assays. The binding of ligands to the TAR-RNA is affected by the length and composition of the linker. Our results show that increasing the number of triazole groups and the linker length in these compounds have diminishing effect on the binding to TAR-RNA. Compounds that have shorter linker length and fewer triazole units in the linker displayed increased affinity towards the TAR RNA.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.