Theoretical and Experimental in vitro Antifungal and Antitumor Activities of Organotin(IV) Derivatives of 3-(4-nitrophenyl)-2-methylacrylic acid
- Authors: Muhammad N.1, Shah N.A.2, Ali S.3, Elahi S.N.4, Rehman W.5, Shujah S.6, Khan M.R.4, Wadood A.7, Ghufran M.7, Rashid U.8
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Affiliations:
- Department of Chemistry, Abdul Wali Khan University
- Department of Biosciences, COMSATS University
- Department of Chemistry, Quaid-I-Azam University
- Department of Biochemistry, Quaid-I-Azam University
- Department of Chemistry, Hazara University
- Department of Chemistry, Kohat University of Science & Technology
- Department of Biochemistry, Abdul Wali Khan University Mardan
- Department of Chemistry, COMSATS University
- Issue: Vol 53, No 8 (2019)
- Pages: 689-696
- Section: Article
- URL: https://journals.rcsi.science/0091-150X/article/view/245949
- DOI: https://doi.org/10.1007/s11094-019-02064-2
- ID: 245949
Cite item
Abstract
Di- and triorganotin(IV) derivatives of 3-(4-nitrophenyl)-2-methylacrylic acid (HL), i.e., [n-Bu2SnL2] (1), [Me2SnL2] (2), [n-Bu3SnL]n (3) [Me3SnL]n (4) and [Ph3SnL]n (5) were synthesized and characterized by the elemental analysis, FT-IR and multinuclear (1H and 13C) NMR. The IR analysis showed a chelating/bridging bidentate coordination of the ligand in diorganotin(IV)/triorganotin(IV) derivatives resulting in the formation of 6/5 coordinated tin centers, respectively, in the solid state. The NMR study indicated a decrease in the coordination number of tin in the complexes in solution form. The triorganotin(IV) complexes (3, 5) showed promising in vitro antifungal and antitumor properties comparable to standard drugs used and were found more cytotoxic than the diorganotin(IV) derivatives (1, 2). Molecular docking studies carried out on tubulin as receptor showed a similar mode of antitumor action for complex 5 and standard drug vincristine. The docking analysis for antifungal activity of complex 3 as model compound showed hydrogen bonding, polar and hydrophobic interactions with the target proteins of the fungal strains.
About the authors
Niaz Muhammad
Department of Chemistry, Abdul Wali Khan University
Author for correspondence.
Email: drniaz@awkum.edu.pk
Pakistan, Mardan, 23200
Naseer Ali Shah
Department of Biosciences, COMSATS University
Email: drniaz@awkum.edu.pk
Pakistan, Islamabad
Saqib Ali
Department of Chemistry, Quaid-I-Azam University
Email: drniaz@awkum.edu.pk
Pakistan, Islamabad, 45320
Sadaf Noor Elahi
Department of Biochemistry, Quaid-I-Azam University
Email: drniaz@awkum.edu.pk
Pakistan, Islamabad, 45320
Wajid Rehman
Department of Chemistry, Hazara University
Email: drniaz@awkum.edu.pk
Pakistan, Mansehra, 21120
Shaukat Shujah
Department of Chemistry, Kohat University of Science & Technology
Email: drniaz@awkum.edu.pk
Pakistan, Kohat
Muhammad Rashid Khan
Department of Biochemistry, Quaid-I-Azam University
Email: drniaz@awkum.edu.pk
Pakistan, Islamabad, 45320
Abdul Wadood
Department of Biochemistry, Abdul Wali Khan University Mardan
Email: drniaz@awkum.edu.pk
Pakistan, Mardan
Mehreen Ghufran
Department of Biochemistry, Abdul Wali Khan University Mardan
Email: drniaz@awkum.edu.pk
Pakistan, Mardan
Umer Rashid
Department of Chemistry, COMSATS University
Email: drniaz@awkum.edu.pk
Pakistan, Abbottabad, 22060