Cargando…
Design, Synthesis and Structure-activity Studies of Rhodanine Derivatives as HIV-1 Integrase Inhibitors
Raltegravir was the first HIV-1 integrase inhibitor that gained FDA approval for use in the treatment of HIV-1 infection. Because of the emergence of IN inhibitor-resistant viral strains, there is a need to identify innovative second-generation IN inhibitors. Previously, we identified 2-thioxo-4-thi...
Autores principales: | , , , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2010
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264390/ https://www.ncbi.nlm.nih.gov/pubmed/20657419 http://dx.doi.org/10.3390/molecules15063958 |
_version_ | 1783375485483352064 |
---|---|
author | Ramkumar, Kavya Yarovenko, Vladimir N. Nikitina, Alexandra S. Zavarzin, Igor V. Krayushkin, Mikhail M. Kovalenko, Leonid V. Esqueda, Adrian Odde, Srinivas Neamati, Nouri |
author_facet | Ramkumar, Kavya Yarovenko, Vladimir N. Nikitina, Alexandra S. Zavarzin, Igor V. Krayushkin, Mikhail M. Kovalenko, Leonid V. Esqueda, Adrian Odde, Srinivas Neamati, Nouri |
author_sort | Ramkumar, Kavya |
collection | PubMed |
description | Raltegravir was the first HIV-1 integrase inhibitor that gained FDA approval for use in the treatment of HIV-1 infection. Because of the emergence of IN inhibitor-resistant viral strains, there is a need to identify innovative second-generation IN inhibitors. Previously, we identified 2-thioxo-4-thiazolidinone (rhodanine)-containing compounds as IN inhibitors. Herein, we report the design, synthesis and docking studies of a series of novel rhodanine derivatives as IN inhibitors. All these compounds were further tested against human apurinic/apyrimidinic endonuclease 1 (APE1) to determine their selectivity. Two compounds showed significant cytotoxicity in a panel of human cancer cell lines. Taken together, our results show that rhodanines are a promising class of compounds for developing drugs with antiviral and anticancer properties. |
format | Online Article Text |
id | pubmed-6264390 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62643902018-12-04 Design, Synthesis and Structure-activity Studies of Rhodanine Derivatives as HIV-1 Integrase Inhibitors Ramkumar, Kavya Yarovenko, Vladimir N. Nikitina, Alexandra S. Zavarzin, Igor V. Krayushkin, Mikhail M. Kovalenko, Leonid V. Esqueda, Adrian Odde, Srinivas Neamati, Nouri Molecules Article Raltegravir was the first HIV-1 integrase inhibitor that gained FDA approval for use in the treatment of HIV-1 infection. Because of the emergence of IN inhibitor-resistant viral strains, there is a need to identify innovative second-generation IN inhibitors. Previously, we identified 2-thioxo-4-thiazolidinone (rhodanine)-containing compounds as IN inhibitors. Herein, we report the design, synthesis and docking studies of a series of novel rhodanine derivatives as IN inhibitors. All these compounds were further tested against human apurinic/apyrimidinic endonuclease 1 (APE1) to determine their selectivity. Two compounds showed significant cytotoxicity in a panel of human cancer cell lines. Taken together, our results show that rhodanines are a promising class of compounds for developing drugs with antiviral and anticancer properties. MDPI 2010-06-01 /pmc/articles/PMC6264390/ /pubmed/20657419 http://dx.doi.org/10.3390/molecules15063958 Text en © 2010 by the authors; licensee MDPI, Basel, Switzerland. This article is an Open Access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Article Ramkumar, Kavya Yarovenko, Vladimir N. Nikitina, Alexandra S. Zavarzin, Igor V. Krayushkin, Mikhail M. Kovalenko, Leonid V. Esqueda, Adrian Odde, Srinivas Neamati, Nouri Design, Synthesis and Structure-activity Studies of Rhodanine Derivatives as HIV-1 Integrase Inhibitors |
title | Design, Synthesis and Structure-activity Studies of Rhodanine Derivatives as HIV-1 Integrase Inhibitors |
title_full | Design, Synthesis and Structure-activity Studies of Rhodanine Derivatives as HIV-1 Integrase Inhibitors |
title_fullStr | Design, Synthesis and Structure-activity Studies of Rhodanine Derivatives as HIV-1 Integrase Inhibitors |
title_full_unstemmed | Design, Synthesis and Structure-activity Studies of Rhodanine Derivatives as HIV-1 Integrase Inhibitors |
title_short | Design, Synthesis and Structure-activity Studies of Rhodanine Derivatives as HIV-1 Integrase Inhibitors |
title_sort | design, synthesis and structure-activity studies of rhodanine derivatives as hiv-1 integrase inhibitors |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264390/ https://www.ncbi.nlm.nih.gov/pubmed/20657419 http://dx.doi.org/10.3390/molecules15063958 |
work_keys_str_mv | AT ramkumarkavya designsynthesisandstructureactivitystudiesofrhodaninederivativesashiv1integraseinhibitors AT yarovenkovladimirn designsynthesisandstructureactivitystudiesofrhodaninederivativesashiv1integraseinhibitors AT nikitinaalexandras designsynthesisandstructureactivitystudiesofrhodaninederivativesashiv1integraseinhibitors AT zavarzinigorv designsynthesisandstructureactivitystudiesofrhodaninederivativesashiv1integraseinhibitors AT krayushkinmikhailm designsynthesisandstructureactivitystudiesofrhodaninederivativesashiv1integraseinhibitors AT kovalenkoleonidv designsynthesisandstructureactivitystudiesofrhodaninederivativesashiv1integraseinhibitors AT esquedaadrian designsynthesisandstructureactivitystudiesofrhodaninederivativesashiv1integraseinhibitors AT oddesrinivas designsynthesisandstructureactivitystudiesofrhodaninederivativesashiv1integraseinhibitors AT neamatinouri designsynthesisandstructureactivitystudiesofrhodaninederivativesashiv1integraseinhibitors |