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Synthesis, characterization, antimicrobial evaluation and QSAR studies of organotin(IV) complexes of Schiff base ligands of 2-amino-6-substituted benzothiazole derivatives

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Abstract

A series of organotin(IV) complexes of type R2SnLCl [R = Ph, Bu, Et, Me] were prepared by reaction of diorganotindichloride(IV) with Schiff base ligands, L1 = (1-[(6-ethoxy-benzothiazol-2-ylimino)-methyl]-naphthalen-2-ol), L2 = (1-[(6-nitro-benzothiazol-2-ylimino)-methyl]-naphthalen-2-ol), L3 = (1-[(6-methoxy-benzothiazol-2-ylimino)-methyl]-naphthalen-2-ol) and L4 = (1-[(6-methyl-benzothiazol-2-ylimino)-methyl]-naphthalen-2-ol) obtained from 2-amino-6-substituted benzothiazole derivatives with 2-hydroxy-1-naphthaldehyde in 1:1 molar ratio. These organotin(IV) complexes were characterized by various spectroscopic techniques (1H, 13C and 119Sn NMR, FT-IR), and physical techniques (X-ray powder diffraction analysis and elemental analysis). The coordination of the prepared complexes has been planned as pentacoordinated around the central tin atom during which ligands coordinated to tin atom in bidentate manner acted as N, O donor system. The ligands and their complexes were screened for antibacterial and antifungal activities against Gram-positive bacteria Bacillus cereus (MTCC 10072), Staphylococcus aureus (NCIM 2901), Gram-negative bacteria Escherichia coli (MTCC 732), Pseudomonas aeruginosa (MTCC 424) and fungi Aspergillus niger (MTCC 9933) and Aspergillus flavus (ATCC 76801). The output of QSAR analysis indicated that topological parameters (molecular connectivity indices) were responsible for controlling the antimicrobial activity of the synthesized compounds.

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Acknowledgements

The authors are grateful to the Dr. A.P.J. Abdul Kalam-Central Instrumentation Laboratory, Guru Jambheshwar University of Science & Technology, Hisar and Sophisticated Analytical Instrument Facility, Punjab University, Chandigarh for providing IR and NMR facilities. One of the authors, Ms. Aarti Ahlawat is thankful to UGC, New Delhi for providing financial assistance under the Scheme Rajiv Gandhi National Fellowship. The authors are thankful to Dr. Namita Singh, Department of Bio and Nanotechnology, Guru Jambheshwar University of Science and Technology, Hisar for providing bacterial and fungal strains for evaluation of antimicrobial activities.

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  1. Department of Chemistry, G. J. University of Science and Technology, Hisar, Haryana, 125001, India

    Aarti Ahlawat & Sonika Asija

  2. Department of Pharmaceutical Sciences, G. J. University of Science and Technology, Hisar, Haryana, 125001, India

    Vikramjeet Singh

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  1. Aarti Ahlawat
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Correspondence to Sonika Asija.

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Ahlawat, A., Singh, V. & Asija, S. Synthesis, characterization, antimicrobial evaluation and QSAR studies of organotin(IV) complexes of Schiff base ligands of 2-amino-6-substituted benzothiazole derivatives. Chem. Pap. 71, 2195–2208 (2017). https://doi.org/10.1007/s11696-017-0213-9

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