GREEN SYNTHESIS, DOCKING STUDIES AND ANTI DIABETIC ACTIVITY OF NOVEL AMINO FUSED TRIZOLE SCAFFOLD.
Main Article Content
Abstract
In the present work, the green synthesis of novel amino fused triazole scaffold hybird heterocyclic derivatives have been carried out and substituted,and they were checked for docking scores against the DPP IV topoisomerase II enzyme.From that, ten best docked compounds are selected and synthesized and characterization of spectral data of the synthesized comopunds was obtained from IR, 1H NMR, 13C NMR, and mass spectroscopy,then the ten compounds are subjected to in-vitro antidiabetic study by α-amylase enzyme inhibition assay method. Among the tested compounds, derivative T9 (92.33838%) substituted with furan moiety shows a significant activity against α-amylase enzyme at different concentrations possesses anti-diabetic activity.
Downloads
Article Details
This work is licensed under a Creative Commons Attribution 4.0 International License.
References
Gencer K, Cevik HA, Levent U, Saglık S, Korkut B, Ozkay B, Ilgın Y, Ozturk S, New Benzimidazole-1,2,4-Triazole Hybrid Compounds: Synthesis, Anticandidal Activity and Cytotoxicity Evaluation, Molecules 2017; 22(4): 1-22.
Mansoory JH, Rajput SS, Synthesis, reactivity and biological evaluation of triazole: recent developments IJPPS, 2015; 7(5): 20-32.
Uygun Y, Bayrak H, Ozkan H, Synthesis and biological activities of methylenebis-4H -1,2,4-triazole derivatives, Turk J Chem 2013; 37: 812 – 824. doi:10.3906/kim-1212-66
Al-Omar MA, Al-Abdullah ES, Shehata IA, Habib EE, Ibrahim TM, El-Emam AA, Synthesis, antimicrobial and anti-inflammatory activities of novel 5-(1-adamantyl)-4-arylideneamino-3- mercapto-1, 2, 4-triazoles and related derivatives, Molecules 2010; 15(4): 2526-50
Sargsyan, A., Avakyan, A., Vartanyan, S., Stepanyan, G., Paronikyan, R. (2018). Synthesis of new 1,4-benzodioxanуl-1,2,4-triazole derivatives. Russian Journal of General Chemistry, 88(4), 839-842.
Sharma B, Verma A, Prajapati S, Sharma U. Synthetic methods, chemistry, and the anticonvulsant activity of thiadiazoles. Int J Med Chem 2013;2013:348948.
Idrees, M., Kola, S., Siddiqui, N. (2018). Synthesis of novel series of quinolino[3,2-f][1,2,4]triazolo[3,4-b][1,3,4]-thiadiazepines derivatives incorporated with 3-[5-(benzofuran-2-yl)-1-phenyl-1h-pyrazol-3-yl] moiety as potent antimicrobial agent. Asian Journal of Chemistry, 30(9), 2129-2133.
Zahran F, Abdel-Latif F, Sayed A, Shaban R, Keshta A. Biological studies of the effect of some new synthetic triazole derivatives on Ehrlich Ascites Carcinoma cells. Int J Biol Pharm Res 2013;4:261-70.
Khan, S., Imam, S., Ahmad, A., Basha, S., Husain, A. (2018). Synthesis, molecular docking with COX 1& II enzyme, ADMET screening and in vivo anti-inflammatory activity of oxadiazole, thiadiazole and triazole analogs of felbinac. Journal Of Saudi Chemical Society, 22(4), 469-484.
Prajapati S, Goswami K, Patal A. Synthesis and characterisation of 4-Aryl thiazole ring system and its antimicrobial activity. International Journal of Pharma and Bio Sciences 2013; 4(1):803-808.
Frolova, Y. (2020). Design, synthesis, antimicrobial and antifungal activities of new 1,2,4-triazole derivatives containing 1H-tetrazole moiety. Journal of Faculty of Pharmacy of Ankara University,, 44(1), 70-88.
Singh R, Chouhan A. Important methods of synthesis and biological significance of 1,2,4-triazole derivatives. World journal of pharmacy and pharmaceutical sciences 2014; 3(8):874- 906.
Kumar R, Yar MS, Chaturvedi S, Srivastava A. Triazole as pharmaceuticals potentials. International Journal of Pharm Tech Research 2013; 5:1844-1869.
Alagarsamy V et al. synthesis and antimicrobial activity of compound 1, 4-disubstituted-1, 2, 4-triazolo [4,3-a]-quinazolin-5(4H)-ones Asian Journal of Biiochemical and Pharmaceutical Research. 2011; 1:88-101.
Datar P. et al. synthesis and anticancer activity of compound imidazolidinyl-triazolidin-5-thione derivatives Asian Journal of Biiochemical and Pharmaceutical Research. 2011; 1:88-101.
Danilchenko, D., Safonov, À. (2017). Diuretic activity of 2-((4-amino-5-R-4H-1,2,4-triazole-3-yl)thio)acetohydrazides. Zaporozhye Medical Journal, 19(4), 517-519.
Ihnatova, T., Kaplaushenko, A., Frolova, Y., Pryhlo, E. (2021). Synthesis and antioxidant properties of some new 5-phenethyl-3-thio-1, 2, 4-triazoles. Pharmacia, 68, 129-133.
Mioc, M., Avram, S., Bercean, V., Kurunczi, L., Ghiulai, R. M., Oprean, C., Soica, C. (2018). Design, synthesis and biological activity evaluation of S-substituted 1H-5-mercapto-1,2,4-triazole derivatives as antiproliferative agents in colorectal cancer. Frontiers in chemistry, 6, 1-19.
Pagniez F, Lebouvier N, Na YM, Ourliac-Garnier I, Picot C, Le Borgne M (2020) Biological exploration of a novel 1,2,4-triazole-indole hybrid molecule as antifungal agent. J Enzyme Inhib Med Chem 35(1):398–403.
Palekar V.S., Damle A.J., Shukla S.R. Eur. J.Med Chem. 2009; 44: 5112–5116
Jacob HJ, Irshaid FI and Al-Soud YA, Antibacterial Activity of Some Selected 1,2,4-Triazole Derivatives Against Standard, Environmental, and Medical Bacterial Strains, Advanced Studies in Biology, 2013; 5(6): 291 – 301.
Lipeeva AV, Zakharov DO, Burova LG, Frolova TS, Baev DS, Shirokikh IV, Evstropov AN, Sinitsyna OI, Tolsikova TG, Shults EE (2019) Design, synthesis and antibacterial activity of coumarin-1,2,3-triazole hybrids obtained from natural furocoumarin peucedanin. Molecules 24(11):2126–2149.
Zitouni GT, Chevallet P, Kaya D. Synthesis and antimicrobial activity of 4-phenyl/cyclohexyl-5-(1-phenoxyethyl)-3-[N-(2- thiazolyl)acetamido]thio-4H-1,2,4-triazole derivatives. Eur J Med Chem 2005;40:607–613.
Holla BS, Mahalinga M, Karthikeyen MS, Poojary B, Akberali PM, Kumari NS. Synthesis, characterization and antimicrobial activity of some substituted 1,2,3-triazoles. Eur J Med Chem 2005;40:1173–1178.
Yang L, Ge S, Huang J, Bao X (2018) Synthesis of novel (E)-2-(4-(1H-1,2,4-triazol-1-yl)styryl)-4-(alkyl/arylmethyleneoxy)quinazoline derivatives asantimicrobial agents. Mol Divers 22:71–82.
Bektas H, Demirbas N, Karaali N, Sahin D, Demirbas A and Karaoglu SA, Synthesis and Antimicrobial Activities of Some New 1,2,4-Triazole Derivatives, Molecules 2010; 15(4): 2427-2438.
Isloor AM, Kalluraya B, Shetty P. Regioselective reaction: synthesis, characterization and pharmacological studies of some new Mannich bases derived from 1,2,4-triazoles. Eur J Med Chem, 2009;44:3784–3787.
Pokrovskaya V, Belakhov V, Hainrichson M, Yaron S, Baasov T. Design, synthesis, and evaluation of novel fluoroquinolone-aminoglycoside hybrid antibiotics. J Med Chem 2009;52:2243–2254.
Snider DE, Raviglione M Jr, Kochi A. Global burden of tuberculosis, chapter 1. In: Tuberculosis:Pathogenisis, Protection, and Control. American society for Microbiology, Washington, DC 20005.1994:3–11.
Ballel L, Field RA, Duncan K, Young R. New small molecule synthetic antimycobacterials. Antimicrob Agents Chemotherapy 2005;49:2153–2163.
Spigelman MK. New tuberculosis therapeutics: a growing pipeline. J Infect Dis 2007;196:528–536.