European Journal of Chemistry 2013, 4(4), 454-458 | doi: https://doi.org/10.5155/eurjchem.4.4.454-458.784 | Get rights and content

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Green synthesis of novel pyrazole containing Schiff base derivatives as antibacterial agents on the bases of in-vitro and DFT


Salman Ahmad Khan (1,*) , Abdullah Mohamed Asiri (2) , Abdulrhim Alabbas Basheike (3) , Kamlesh Sharma (4)

(1) Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah 21589, Saudi Arabia
(2) Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah 21589, Saudi Arabia
(3) Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah 21589, Saudi Arabia
(4) Molecular Science Research Institute, School of Chemistry, University of the Witwatersrand, PO Wits 2050, Johannesburg, South Africa
(*) Corresponding Author

Received: 25 Mar 2013 | Revised: 23 Apr 2013 | Accepted: 07 May 2013 | Published: 31 Dec 2013 | Issue Date: December 2013

Abstract


A series of pyrazole containing Schiff bases were synthesized, by the reaction of 3,5-dimethyl-1-phenylpyrazole-4-carboxaldehyde and the corresponding active amines under microwave irradiation. The structures of the synthesized compounds were established by spectroscopic data (FT-IR, 1H NMR, 13C NMR and ESI-MS) and elemental analyses. The anti-bacterial activity of these compounds were tested in vitro by the disc diffusion assay against two Gram-positive and two Gram-negative bacteria, and then the minimum inhibitory concentration using chloramphenicol as reference drug. All the molecules were modeled and optimized by using density functional theory, DFT/B3LYP method. Calculated descriptors, the lower unoccupied molecular orbital and the density were used to interpret the antibacterial activity of the compounds. The results showed that compound 3 is better inhibitor of both types of test bacteria as compared to chloramphenicol.

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Editor-in-Chief
European Journal of Chemistry

Keywords


Pyrazole; Schiff bases; Chloramphenicol; Antibacterial activity; Density functional theory; Minimum inhibitory concentration

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DOI: 10.5155/eurjchem.4.4.454-458.784

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Funding information


Department of Chemistry and Center of Excellence for Advance Materials at King Abdulaziz University

Citations

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[2]. S. M. Afzal, M. A. N. Razvi, Salman A. Khan, Osman I. Osman, Ahmed H. Bakry, Abdullah M. Asiri, Oksana Ostroverkhova
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[3]. Hanan Mohamed Fathy Elnagdy, Nishi Gandha Gogoi, Jyotirekha G. Handique, Diganta Sarma
CuO-NPs/TFA: a New Catalytic System to Synthesize a Novel Series of Pyrazole Imines with High Antioxidant Properties
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[4]. Marie-Hélène Tremblay, Thomas Skalski, Yohan Gautier, Grégory Pianezzola, W. G. Skene
Investigation of Triphenylamine–Thiophene–Azomethine Derivatives: Toward Understanding Their Electrochromic Behavior
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DOI: 10.1021/acs.jpcc.6b01675
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[5]. Salman A. Khan, Abdullah M. Asiri, Hadi Mussa Basisi
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[6]. Niloufar Dorosti, Farzaneh Afshar, Fatemeh Ghaziani, Khodayar Gholivand, Sanaz Zarabi
Two Hg(II) complexes of 4-pyridinecarbacylamidophosphates: Synthesis, crystal structures, theoretical studies and in vitro antibacterial evaluation
Inorganica Chimica Acta  489, 140, 2019
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[7]. Salman A. Khan, Abdullah M. Asiri, Saad H. Al-Thaqafy, Hassan M. Faidallah, Samy A. El-Daly
Synthesis, characterization and spectroscopic behavior of novel 2-oxo-1,4-disubstituted-1,2,5,6-tetrahydrobenzo[h]quinoline-3-carbonitrile dyes
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[8]. Alireza Hasaninejad, Sanaz Mojikhalifeh, Maryam Beyrati
Highly efficient, catalyst‐free, one‐pot, pseudo five‐component synthesis of novel pyrazoline‐containing Schiff bases, metal complexes formation and computational studies via DFT method
Applied Organometallic Chemistry  32(7), , 2018
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[9]. Salman A. Khan, Abdullah Y. Obaid, Laila Mohammad Al-Harb, Muhammad Nadeem Arshad, Abdullah M. Asiri, Michael B. Hursthouse
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How to cite


Khan, S.; Asiri, A.; Basheike, A.; Sharma, K. Eur. J. Chem. 2013, 4(4), 454-458. doi:10.5155/eurjchem.4.4.454-458.784
Khan, S.; Asiri, A.; Basheike, A.; Sharma, K. Green synthesis of novel pyrazole containing Schiff base derivatives as antibacterial agents on the bases of in-vitro and DFT. Eur. J. Chem. 2013, 4(4), 454-458. doi:10.5155/eurjchem.4.4.454-458.784
Khan, S., Asiri, A., Basheike, A., & Sharma, K. (2013). Green synthesis of novel pyrazole containing Schiff base derivatives as antibacterial agents on the bases of in-vitro and DFT. European Journal of Chemistry, 4(4), 454-458. doi:10.5155/eurjchem.4.4.454-458.784
Khan, Salman, Abdullah Mohamed Asiri, Abdulrhim Alabbas Basheike, & Kamlesh Sharma. "Green synthesis of novel pyrazole containing Schiff base derivatives as antibacterial agents on the bases of in-vitro and DFT." European Journal of Chemistry [Online], 4.4 (2013): 454-458. Web. 4 Oct. 2023
Khan, Salman, Asiri, Abdullah, Basheike, Abdulrhim, AND Sharma, Kamlesh. "Green synthesis of novel pyrazole containing Schiff base derivatives as antibacterial agents on the bases of in-vitro and DFT" European Journal of Chemistry [Online], Volume 4 Number 4 (31 December 2013)

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