Synthesis, antimicrobial, antioxidant, anti-hemolytic and cytotoxic evaluation of new imidazole-based heterocycles
- PMID: 21353349
- DOI: 10.1016/j.ejmech.2011.01.062
Synthesis, antimicrobial, antioxidant, anti-hemolytic and cytotoxic evaluation of new imidazole-based heterocycles
Abstract
In the present work, 1-(5-methyl-2-phenyl-1H-imidazol-4-yl)ethanone 1 was prepared and used as a precursor for the synthesis of new thiazole, arylidiene and coumarin derivatives. The antimicrobial, antioxidant, anti-hemolytic, and cytotoxic activities of new compounds have been screened. Compound 12 showed an excellent antibacterial activity for all the tested bacteria with minimal inhibitory concentration (MIC) ranged between 21.9 and 43.8 μg/mL. While, compounds 2, 8 and 10a were the best antioxidant reagents using the DPPH method. Compounds 6a and 10b proved to exhibit potent antioxidative activity as reflected in the ability to inhibit lipid per-oxidation in rat brain and kidney homogenates and rate erythrocyte hemolysis. Compounds 6a proved to have the highest cytotoxic activity (81.9%) followed by 2, 6c, 7b and 12 using in vitro Ehrlich ascites assay. The details synthetic methods, spectroscopic data and biological results are recorded.
Copyright © 2011 Elsevier Masson SAS. All rights reserved.
Similar articles
-
Synthesis and initial biological evaluation of substituted 1-phenylamino-2-thio-4,5-dimethyl-1H-imidazole derivatives.Bioorg Med Chem Lett. 2013 Dec 15;23(24):6764-8. doi: 10.1016/j.bmcl.2013.10.024. Epub 2013 Oct 22. Bioorg Med Chem Lett. 2013. PMID: 24176398
-
Hydrazones of 2-aryl-quinoline-4-carboxylic acid hydrazides: synthesis and preliminary evaluation as antimicrobial agents.Bioorg Med Chem. 2006 Dec 15;14(24):8675-82. doi: 10.1016/j.bmc.2006.08.022. Epub 2006 Sep 1. Bioorg Med Chem. 2006. PMID: 16949294
-
Synthesis of 4H-chromene, coumarin, 12H-chromeno[2,3-d]pyrimidine derivatives and some of their antimicrobial and cytotoxicity activities.Eur J Med Chem. 2011 Feb;46(2):765-72. doi: 10.1016/j.ejmech.2010.12.015. Epub 2010 Dec 21. Eur J Med Chem. 2011. PMID: 21216502
-
Imidazothiazole and related heterocyclic systems. Synthesis, chemical and biological properties.Eur J Med Chem. 2015 Jan 27;90:666-83. doi: 10.1016/j.ejmech.2014.12.012. Epub 2014 Dec 8. Eur J Med Chem. 2015. PMID: 25499987 Review.
-
An insight into recent developments in imidazole based heterocyclic compounds as anticancer agents: Synthesis, SARs, and mechanism of actions.Eur J Med Chem. 2024 Dec 15;280:116896. doi: 10.1016/j.ejmech.2024.116896. Epub 2024 Sep 21. Eur J Med Chem. 2024. PMID: 39366252 Review.
Cited by
-
New Metallophthalocyanines Bearing 2-Methylimidazole Moieties-Potential Photosensitizers against Staphylococcus aureus.Int J Mol Sci. 2022 May 25;23(11):5910. doi: 10.3390/ijms23115910. Int J Mol Sci. 2022. PMID: 35682587 Free PMC article.
-
Synthesis, In Vitro, and In Silico Analysis of the Antioxidative Activity of Dapsone Imine Derivatives.Molecules. 2021 Sep 22;26(19):5747. doi: 10.3390/molecules26195747. Molecules. 2021. PMID: 34641292 Free PMC article.
-
Coordination Behavior of Ni2+, Cu2+, and Zn2+ in Tetrahedral 1-Methylimidazole Complexes: A DFT/CSD Study.Bioinorg Chem Appl. 2018 May 14;2018:3157969. doi: 10.1155/2018/3157969. eCollection 2018. Bioinorg Chem Appl. 2018. PMID: 29887877 Free PMC article.
-
Recent advances in the application of indoles in multicomponent reactions.RSC Adv. 2018 Mar 28;8(22):12069-12103. doi: 10.1039/c7ra13321a. eCollection 2018 Mar 26. RSC Adv. 2018. PMID: 35539427 Free PMC article. Review.
-
Synthesis, characterization, molecular docking studies and biological evaluation of some novel hybrids based on quinazolinone, benzofuran and imidazolium moieties as potential cytotoxic and antimicrobial agents.Iran J Basic Med Sci. 2017 Sep;20(9):975-989. doi: 10.22038/IJBMS.2017.9260. Iran J Basic Med Sci. 2017. PMID: 29085591 Free PMC article.
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
Medical