Molecular Diversity

, Volume 18, Issue 2, pp 295–306

Evaluation of the thiazole Schiff bases as \(\upbeta \)-glucuronidase inhibitors and their in silico studies

  • Khalid Mohammed Khan
  • Aneela Karim
  • Sumayya Saied
  • Nida Ambreen
  • Xayale Rustamova
  • Shagufta Naureen
  • Sajid Mansoor
  • Muhammad Ali
  • Shahnaz Perveen
  • M. Iqbal Choudhary
  • Guillermo Antonio Morales
Full-Length Paper

DOI: 10.1007/s11030-013-9500-8

Cite this article as:
Khan, K.M., Karim, A., Saied, S. et al. Mol Divers (2014) 18: 295. doi:10.1007/s11030-013-9500-8

Abstract

Twenty eight (28) derivatives 229 were synthesized and four analogs were found to exhibit single-digit \(\hbox {IC}_{50}\) values as \(\upbeta \)-glucuronidase inhibitors. Molecular modeling indicates that three factors: substituent R, lone pair on the nitrogen of azomethine part, and the interactions made by the main skeleton of the molecule, determined the enzyme inhibitory potential of these compounds. The planar conformation of the molecules allows them to fit deep inside the pocket while blocking the entry of other physiological substrates seems to play an important role in their activity.

Keywords

Thiazole Schiff bases\(\upbeta \)-Glucuronidase inhibitorsMolecular modelingSAR

Copyright information

© Springer Science+Business Media Dordrecht 2014

Authors and Affiliations

  • Khalid Mohammed Khan
    • 1
  • Aneela Karim
    • 2
  • Sumayya Saied
    • 2
  • Nida Ambreen
    • 1
  • Xayale Rustamova
    • 1
  • Shagufta Naureen
    • 1
  • Sajid Mansoor
    • 3
  • Muhammad Ali
    • 4
  • Shahnaz Perveen
    • 5
  • M. Iqbal Choudhary
    • 1
    • 6
  • Guillermo Antonio Morales
    • 7
  1. 1.H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological SciencesUniversity of KarachiKarcahi Pakistan
  2. 2.Department of ChemistryUniversity of KarachiKarachi Pakistan
  3. 3.Atta-ur-Rahman School of Applied BiosciencesNational University of Sciences and Technology (NUST)IslamabadPakistan
  4. 4.Department of ChemistryCOMSATS Institute of Information TechnologyAbbottabad Pakistan
  5. 5.PCSIR Laboratories Complex, KarachiShahrah-e-Dr. Salimuzzaman SiddiquiKarachi Pakistan
  6. 6.Department of Biochemistry, Faculty of ScienceKing Abdulaziz UniversityJeddahSaudi Arabia
  7. 7.Morales Consulting LLCOro ValleyUSA