SYNTHESIS, CHARACTERIZATION AND IN-VITRO OXIDOREDUCTASE INHIBITORS OF SUBSTITUTED IMIDAZOLE DERIVATIVES
Main Article Content
Keywords
Imidazole, In-vitrooxidoreductase inhibitors, Anti-bacterial, Anti-infective agents.
Abstract
Imidazole is an organic compound with the formula C3N2H4. It is a white or colourless solid that is soluble in water, producing a mildly alkaline solution. Imidazole is a highly polar compound, as evidenced by its electric dipole moment of 3.67 and is highly soluble in water. All the chemicals and glassware procured from our college, physicochemical characterization like melting point determination by open capillary method and TLC has been done according to solubility of compounds or derivatives in specific solvent alone or polarity ratio. Nine compoundshave been selected for synthesis and characterized by FTIR, NMR (1H, Proton analysis) Mass spectral analysis and further oxidoreductase inhibitorevaluation.Compound AP4 is also moderately active but less than the AP2, reason can be seen as AP4 is having a nitro group but also have electron acceptor group chlorine which is making it less potent than other only nitro substituted compounds.
References
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20. Shaikh MH, Subhedar DD, Shingate BB, Khan FA, Sangshetti JN, Khedkar VM, Nawale L, Sarkar D, Navale GR, Shinde SS. Synthesis, biological evaluation and molecular docking of novel coumarin incorporated triazoles as antitubercular, antioxidant and antimicrobial agents. Medicinal Chemistry Research. 2016 Apr 1;25(4):790-804.
2. Saify, Z; Kamran, A; Waseem, A; Mehrun, N; Goldberg, D; Shaheen, A; Hussain, D; Shamim, A; Akram, A; Arayne, A; Oksman, A; Khan,A; New benzimidazole derivatives as antiplasmodial agents and plasmepsin inhibitors: Synthesis and analysis of structure–activity relationships.Bioorg. Med. Chem. 2012, 22, 1282–1286.
3. Ongarora, D; Gut, J; Rosenthal, P; Masimirembwa, C; Chibale, K; Benzoheterocyclicamodiaquine analogues with potent antiplasmodialactivity:Synthesis and pharmacological evaluation.Bioorg. Med. Chem. 2012, 22, 5046–5050.
4. Mjambili, F; Njoroge, M; Naran, K; Kock, C; Smith, P; Mizrahi, B; Warner, D; Chibale, K; Synthesis and biological evaluation of 2-aminothiazole derivatives as antimycobacterial and antiplasmodial agents.Bioorg. Med. Chem. 2014, 24, 560–564.
5. Vlahakis, A; Lazar, C; Crandall, I; Szarek, W; Anti-Plasmodium activity of imidazolium and triazolium salts.Bioorg. Med. Chem. 2010, 18, 6184–6196.
6. Camacho, J; Barazarte, A; Gamboa, N; Rodrigues, J; Rojas, R; Vaisberg, A; Gilman, R; Charris, J; Synthesis and biological evaluation of benzimidazole-5-carbohydrazide derivatives as antimalarial,cytotoxic.Bioorg. Med. Chem. 2011, 19, 2023–2029.
7. Mayence, A; Eynde, J; Kaiser, M; Brun, R; Yarlett, N; Huang, T; Bis(oxyphenylene) benzimidazoles: A novel class of anti-Plasmodium falciparum agents. Bioorg. Med. Chem. 2011, 19, 7493–7500.
8. Toro, P; Klahn, A; Pradines,B; Lahoz,F; Pascual, A; Biot,C; Arancibia, R; Organometallic benzimidazoles: Synthesis, characterization and antimalarial activity.Inorganic Chemistry Communications. 2013, 35, 126–129.
9. Sola, I; Castellà, S; Viayna, E; Galdeano, C; Taylor, M; Gbedema, S; Pérez, B; Clos, M; Jones, D; Fairlamb, A; Wright, C; Kelly, J; Torrero, D; Synthesis, biological profiling and mechanistic studies of 4-aminoquinoline-based heterodimeric compounds with dual trypanocidal–antiplasmodial activity.Bioorg. Med. Chem. 2015, 45, 175-179.
10. Divatia, S; Dhanji, P; Rajani, B; Smit, D; Rajani, B; Patel, H; Novel thiosemicarbazone derivatives containing benzimidazole moiety: Green synthesis and anti-malarial activity.Arabian Journal of Chemistry. 2014, 78, 162-170.
11. Ongarora, D; Strydom, D; Wicht, D; Njoroge, M; Wiesner, L; Egan, T; Wittlin, S; Jurva, U; Masimirembwa, U; Chibale, K; Antimalarial benzoheterocyclic 4- aminoquinolines: Structure-activity relationship, in vivo evaluation, mechanistic and bioactivation studies.Bioorg. Med. Chem. 2015, 11, 6472-6479.
12. Singh, A; Rajendran, V; Pant, A; Ghosh, P; Singh, N; Latha, N; Garg, S; Pandey, K; Singh, B; Rathi, B; Design, synthesis and biological evaluation of functionalized phthalimides: A new class of antimalarials and inhibitors of falcipain-2, a major hemoglobinase of malaria parasite.Bioorg. Med. Chem. 2015, 23, 1817–1827.
13. Cabrera, D; Manach, C; Douell, F; Younis, Y; Feng, T; Paquet, T; Nchinda, A; Street, L; Taylor, D; Kock, C; Wiesner, L; Duffy, S; White, K; Zabiulla, K; Sambandan, J; Bashyam, S; Waterson, D; Witty, M; Charman, S; Aver, V; Wittlin, S; Kelly, C; 2,4-Diaminothienopyrimidines as Orally Active Antimalarial Agents. J. Med. Chem. 2014, 57, 1014−1022.
14. Keurulainen, L;Vahermo, M;Felipe, M;Izquierdo, E; Fernández, B;López,;,Valentín, L; Dueña, L;Leino, T;Siiskonen, A;Pages, L;Sanz, L; Casado, P;Díaz, B;Martínez, M;Viera, S; Kiuru, V;Calderó, T; Kauhaluoma, J; A Developability-Focused Optimization Approach Allows Identification of in Vivo Fast-Acting Antimalarials: N[3- [(Benzimidazol-2-yl)amino]propyl]amides. J. Med. Chem. 2015, 58, 4573−4580.
15. Zimmet P, Alberti K & Shaw J. Global and societal implications of the diabetes epidemic. Nature.414, 2001, 782–787.
16. Zoltewicz J &Deady W. Quaternization of Heteroaromatic Compounds. Quantitative Aspects. Advances in Heterocyclic Chemistry. Advances in Heterocyclic Chemistry. 22, 1978, 71–121.
17. Kini SG, Bhat AR, Bryant B, Williamson JS, Dayan FE. Synthesis, antitubercular activity and docking study of novel cyclic azole substituted diphenyl ether derivatives. European journal of medicinal chemistry. 2009 Feb 1;44(2):492-500.
18. Thomas KD, Adhikari AV, Telkar S, Chowdhury IH, Mahmood R, Pal NK, Row G, Sumesh E. Design, synthesis and docking studies of new quinoline-3-carbohydrazide derivatives as antitubercular agents. European journal of medicinal chemistry. 2011 Nov 1;46(11):5283-92.
19. Mohan SB, Kumar BR, Dinda SC, Naik D, Seenivasan SP, Kumar V, Rana DN, Brahmkshatriya PS. Microwave-assisted synthesis, molecular docking and antitubercular activity of 1, 2, 3, 4-tetrahydropyrimidine-5-carbonitrile derivatives. Bioorganic & medicinal chemistry letters. 2012 Dec 15;22(24):7539-42.
20. Shaikh MH, Subhedar DD, Shingate BB, Khan FA, Sangshetti JN, Khedkar VM, Nawale L, Sarkar D, Navale GR, Shinde SS. Synthesis, biological evaluation and molecular docking of novel coumarin incorporated triazoles as antitubercular, antioxidant and antimicrobial agents. Medicinal Chemistry Research. 2016 Apr 1;25(4):790-804.
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Mar 14, 2023
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Shiv Jee Kashyap, & Narendra Silawat. (2023). SYNTHESIS, CHARACTERIZATION AND IN-VITRO OXIDOREDUCTASE INHIBITORS OF SUBSTITUTED IMIDAZOLE DERIVATIVES. Journal of Population Therapeutics and Clinical Pharmacology, 30(5), 703-715. https://doi.org/10.53555/jptcp.v30i5.2904
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Author Biographies
Shiv Jee Kashyap
Research Scholar, Faculty of Pharmacy, Oriental University, Indore-India
Narendra Silawat
Professor, Faculty of Pharmacy, Oriental University, Indore-India
How to Cite
Shiv Jee Kashyap, & Narendra Silawat. (2023). SYNTHESIS, CHARACTERIZATION AND IN-VITRO OXIDOREDUCTASE INHIBITORS OF SUBSTITUTED IMIDAZOLE DERIVATIVES. Journal of Population Therapeutics and Clinical Pharmacology, 30(5), 703-715. https://doi.org/10.53555/jptcp.v30i5.2904