doi: 10.1016/j.bmcl.2015.03.047.
Epub 2015 Mar 24.
Synthesis and biological evaluation of novel HIV-1 protease inhibitors using tertiary amine as P2-ligands
Affiliations
- PMID: 25838144
- DOI: 10.1016/j.bmcl.2015.03.047
Item in Clipboard
Synthesis and biological evaluation of novel HIV-1 protease inhibitors using tertiary amine as P2-ligands
Bioorg Med Chem Lett.
.
Abstract
A series of tertiary amine derivatives exhibiting potent HIV-1 protease inhibiting properties were identified. These novel inhibitors were designed based on the structure of Darunavir with modification on the P2 and P2' position. This effort led to discovery of 35e and 38e, which exhibited excellent HIV-1 protease inhibition with IC50 values of 15 nM and 64 nM, respectively.
Keywords: Darunavir; HAART; HIV-1 protease; Inhibitors.
Copyright © 2015 Elsevier Ltd. All rights reserved.
Similar articles
-
Recent Progress in the Development of HIV-1 Protease Inhibitors for the Treatment of HIV/AIDS.J Med Chem. 2016 Jun 9;59(11):5172-208. doi: 10.1021/acs.jmedchem.5b01697. Epub 2016 Jan 22. J Med Chem. 2016. PMID: 26799988 Free PMC article. Review.
-
Design and synthesis of potent HIV-1 protease inhibitors with (S)-tetrahydrofuran-tertiary amine-acetamide as P2-ligand: Structure-activity studies and biological evaluation.Eur J Med Chem. 2017 Sep 8;137:30-44. doi: 10.1016/j.ejmech.2017.05.024. Epub 2017 May 8. Eur J Med Chem. 2017. PMID: 28554091
-
Design and synthesis of highly potent HIV-1 protease inhibitors with novel isosorbide-derived P2 ligands.Bioorg Med Chem Lett. 2014 Jun 1;24(11):2465-8. doi: 10.1016/j.bmcl.2014.04.008. Epub 2014 Apr 13. Bioorg Med Chem Lett. 2014. PMID: 24767846
-
Structure-based design, synthesis, X-ray studies, and biological evaluation of novel HIV-1 protease inhibitors containing isophthalamide-derived P2-ligands.Bioorg Med Chem Lett. 2015 Nov 1;25(21):4903-4909. doi: 10.1016/j.bmcl.2015.05.052. Epub 2015 May 30. Bioorg Med Chem Lett. 2015. PMID: 26096678 Free PMC article.
-
Structure-based design of non-peptide HIV protease inhibitors.Farmaco. 2001 Jan-Feb;56(1-2):29-32. doi: 10.1016/s0014-827x(01)01025-4. Farmaco. 2001. PMID: 11347961 Review.
Cited by
-
Piperidine scaffold as the novel P2-ligands in cyclopropyl-containing HIV-1 protease inhibitors: Structure-based design, synthesis, biological evaluation and docking study.PLoS One. 2020 Jul 22;15(7):e0235483. doi: 10.1371/journal.pone.0235483. eCollection 2020. PLoS One. 2020. PMID: 32697773 Free PMC article.
-
Design and Synthesis of Highly Potent HIV-1 Protease Inhibitors Containing Tricyclic Fused Ring Systems as Novel P2 Ligands: Structure-Activity Studies, Biological and X-ray Structural Analysis.J Med Chem. 2018 May 24;61(10):4561-4577. doi: 10.1021/acs.jmedchem.8b00298. Epub 2018 May 15. J Med Chem. 2018. PMID: 29763303 Free PMC article.
-
Design, Synthesis, and Biological Evaluation of Darunavir Analogs as HIV-1 Protease Inhibitors.ACS Bio Med Chem Au. 2024 Sep 19;4(5):242-256. doi: 10.1021/acsbiomedchemau.4c00040. eCollection 2024 Oct 16. ACS Bio Med Chem Au. 2024. PMID: 39431267 Free PMC article.
-
Design, Synthesis and X-Ray Structural Studies of Potent HIV-1 Protease Inhibitors Containing C-4 Substituted Tricyclic Hexahydro-Furofuran Derivatives as P2 Ligands.ChemMedChem. 2022 May 4;17(9):e202200058. doi: 10.1002/cmdc.202200058. Epub 2022 Mar 4. ChemMedChem. 2022. PMID: 35170223 Free PMC article.
-
Recent Progress in the Development of HIV-1 Protease Inhibitors for the Treatment of HIV/AIDS.J Med Chem. 2016 Jun 9;59(11):5172-208. doi: 10.1021/acs.jmedchem.5b01697. Epub 2016 Jan 22. J Med Chem. 2016. PMID: 26799988 Free PMC article. Review.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Chemical Information
