Synthesis and Preliminary Pharmacological Evaluation of New Pyrazoline Derive from Different Heterocyclic Aldehydes
Main Article Content
Keywords
chalcones, pyrazolines, nitrogen heterocyclic compounds, anti-inflammatory, antibacterial, antifungal
Abstract
Pyrazolines, have prominent importance among various types of molecular targets attributed to their broad spectrum of pharmacological activities such as antimicrobial, anti-inflammatory, antioxidant, antiviral, anticancer activities,…. etc. in the present study a series of substituted chalcones 1(a-e) has been synthesized according to Claisen-Schmit condensation method, then by the reaction of them with hydrazine hydrate give substituted pyrazolines 2(a-e) which later react with different aromatic amines to get the final amide. All the synthesized compounds are checked by the TLC and further analyzed by the FTIR and 1HNMR and screened for their anti-inflammatory ,antibacterial and antifungal activities. All compounds showed good anti-inflammatory activity especially compounds (3a), compounds (3a) showed good antibacterial activity against gram negative bacteria, compounds (3b, 3c, 3d and 3e) showed good antibacterial activity against gram positive bacteria and compounds (3d and 3e) showed good antifungal activity.
References
2. Özdemir A, Turan-Zitouni G, Asim Kaplancikli Z, Revial G, Demirci F, Işcan G. Preparation of some pyrazoline derivatives and evaluation of their antifungal activities. J Enzyme Inhib Med Chem. 2010;25(4):565–71.
3. Matiadis D, Sagnou M. Pyrazoline hybrids as promising anticancer agents: An up-to-date overview. Int J Mol Sci. 2020;21(15):1–41.
4. Tumosienė I, Peleckis A, Jonuškienė I, Vaickelionienė R, Kantminienė K, Šiugždaitė J, et al. Synthesis of novel 1,2- and 2-substituted benzimidazoles with high antibacterial and antioxidant activity. Vol. 149, Monatsh Chem. 2018. p. 577–94.
5. Bhutani R, Pathak DP, Husain A. A Review On Recent Development Of Pyrazoline As A Pharmacologival Active Molecule. Int J Pharm Sci Res. 2015;6(10):4113–28.
6. Mantzanidou M, Pontiki E, Hadjipavlou-Litina D. Pyrazoles and pyrazolines as anti-inflammatory agents. Molecules. 2021;26(11).
7. Al-Nakeeb MR, Omar TN-A. Synthesis, Characterization and Preliminary Study of the Anti-Inflammatory Activity of New Pyrazoline Containing Ibuprofen Derivatives. Iraqi J Pharm Sci. 2019;28(1):131–7.
8. Omar TN-A. Synthesis and preliminary pharmacological evaluation of esters and Amides Derivatives of Naproxen as Potential Anti-Inflammatory Agents. Iraqi pharm Sci. 2013;22(1):120–7.
9. Revanasiddappa BC, Jisha MS, Kumar MV. Synthesis, Antibacterial and Antifungal Evlaution of Novel Pyrazoline Derivatives B.C. Duaka Univ J Pharm Sci. 2018;17(2):221–6.
10. Jasril, Teruna HY, Aisyah, Nurlaili, Hendra R. Microwave assisted synthesis and evaluation of toxicity and antioxidant activity of pyrazoline derivatives. Indones J Chem. 2019;19(3):583–91.
11. Ghorab MM, Ragab FA, Heiba HI. Synthesis of novel pyrazole and pyrimidine derivatives bearing sulfonamide moiety as antitumor and radiosensitizing agents. Med Chem Res. 2012;21:1376–1383.
12. Ismail H, Mirza B, Haq I. Synthesis, Characterization, and Pharmacological Evaluation of Selected Aromatic Amines. J Chem. 2015;29.
13. Kapuriya N, Kapuriya K, Zhang X, Chou TC, Kakadiya R, Wu YT, et al. Synthesis and biological activity of stable and potent antitumor agents, aniline nitrogen mustards linked to 9-anilinoacridines via a urea linkage. Bioorg Med Chem. 2008 May 15;16(10):5413–23.
14. Soma sekhar A, Jayaraju A, Sreeramulu J. Spectrochemical Investigation of di methoxy Aniline Dithiocarbamate metal complexes-Biological activity. J Drug Deliv Ther. 2019 Dec 15;9(6-s):88–92.
15. Toqbal J, Tirmizi syed ahmad. Biological Properties of Chloro-salicylidene Aniline and Its Complexes with Co (II) and Cu (II). Turkish J Biol. 2006;30:1–4.
16. Alejandra G-EE, Lauro F-V, Marcela R-N, Maria L-R, Francisco DC, Virginia M-A, et al. Design and Synthesis of an Aniline Derivative with Biological Activity on Heart Failure. Comb Chem High Throughput Screen. 2020 Jul 10;24(2):220–32.
17. Ferreira EDS, Cordeiro L V., Silva DDF, Souza HDS, DE ATHAYDE-FILHO PF, Barbosa-Filho JM, et al. Antifungal activity and mechanism of action of 2-chloro-n-phenylacetamide: A new molecule with activity against strains of aspergillus flavus. An Acad Bras Cienc. 2021;93(3):1–15.
18. Kristanti AN, Suwito H, Aminah NS. Synthesis Of Some Chalcone Derivatives, In Vitro And In Silico Toxicity Evaluation. Rasayan J Chem. 2020;13(1):654–62.
19. Vahedpour T, Hamzeh-Mivehroud M, Hemmati S, Dastmalchi S. Synthesis of 2-Pyrazolines from Hydrazines: Mechanisms Explained. Vol. 6, ChemistrySelect. 2021. p. 6483–506.
20. Joshi1 VD, Kshirsagar MD, Singhal S. Synthesis and Antimicrobial activities of Various Pyrazolines from Chalcones. Int J ChemTech Res. 2012;4(3):971–5.
21. Farukalam M, Dey BK, Korim R. Synthesis, Characterization, And Biological Evaluation Of Pyrazole Derivatives. J Glob Trends Pharm Sci. 2015;6(1).
22. Najmuldeen ZD, Omar TN. synthesis, characterization and evaluation of new pyrazoline derivatives containing sulfonamide moiety as anti-microbial and anti-inflammatory agtents. J Res Med Dent Sci. 2023;11(1):073–81.
23. Nair A, Mallya R, Suvarna V, Khan TA, Momin M, Omri A. Nanoparticles—Attractive Carriers of Antimicrobial Essential Oils. Antibiotics. 2022;11(1):1–45.
Article Sidebar
Article Details
This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
All articles published in JPTCP are licensed under Copyright Creative Commons Attribution-NonCommercial 4.0 International License.