Biological evaluation and in silico molecular docking study of a new series of thiazol-2-yl-hydrazone conglomerates

  • Mahima Bhat
  • P. M. Gurubasavaraja Swamy
  • Boja Poojary
  • B. C. Revanasiddappa
  • M. Vijay Kumar
  • Vasantha Kumar
Article
  • 21 Downloads

Abstract

A new series of hybridized thiazol-2-yl-hydrazone derivatives having diverse substituents were designed, synthesized, and screened for their anti-inflammatory property by a carrageenan-induced paw edema method. The compounds 11a, 11b, 11c, 11d, 11e, 11g, 11m and 11p revealed significant inhibition when compared to Diclofenac sodium. Subsequently, two highly potent compounds (11d and 11e) were evaluated for their cytotoxic effect on the tumor cell line. The binding interactions of thiazol-2-yl-hydrazones with the cyclooxygenase-2 (COX-2) protein (PDB: 3LN1) displayed effective interactions with Arg-120, Tyr-385 and Tyr-355 amino acids, the main criteria of the COX-2 inhibitor. In addition, all the compounds showed moderate to good in vitro antibacterial activity. Most active benzyloxy derivatives were also tested to understand the radical scavenging efficacy by the 2,2-diphenyl-1-picrylhydrazyl method.

Graphical Abstract

Keywords

Benzyloxy Paw edema Anti-inflammatory Antibacterial Anti-oxidant COX-2 

Notes

Acknowledgements

The authors are obliged to Mangalore University for providing the facility and also grateful to Mysore University and SAIF Cochin for providing spectral data. The authors are also grateful to Vaishali M. Rai (Department of Microbiology, Mangalore University, Mangaluru), for the needful help.

Compliance with ethical standards

Conflict of interest

All the authors declare that, they have no Conflict of Interest.

Ethical approval

This article contains the studies performed on animals (mice). The appropriate care and use of animals were performed according to the international, national, and institutional guidelines. The study on mice was in accordance with the ethical standards of the institutional and national research committee. This study does not include any human participants. Ethical No. SCSCP/IAEC/08/2016-2017.

Supplementary material

11164_2018_3261_MOESM1_ESM.docx (1.3 mb)
Supplementary material 1 (DOCX 1349 kb)

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Copyright information

© Springer Science+Business Media B.V., part of Springer Nature 2018

Authors and Affiliations

  • Mahima Bhat
    • 1
  • P. M. Gurubasavaraja Swamy
    • 2
  • Boja Poojary
    • 1
  • B. C. Revanasiddappa
    • 3
  • M. Vijay Kumar
    • 3
  • Vasantha Kumar
    • 4
  1. 1.Department of ChemistryMangalore UniversityMangaluruIndia
  2. 2.Medicinal Chemistry Research LaboratoryAcharya and B. M. Reddy College of PharmacyBangaloreIndia
  3. 3.Department of Pharmaceutical ChemistryNGSM Institute of Pharmaceutical Sciences Nitte UniversityMangaluruIndia
  4. 4.Department of ChemistrySDM College (Autonomus)UjireIndia

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