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Monatshefte für Chemie - Chemical Monthly

, Volume 151, Issue 1, pp 123–133 | Cite as

Silica-supported heterogeneous catalysts-mediated synthesis of chalcones as potent urease inhibitors: in vitro and molecular docking studies

  • Aeysha Sultan
  • Shanavas Shajahan
  • Tansir Ahamad
  • Saad M. Alshehri
  • Noreen Sajjad
  • Mehr-un-Nisa
  • Mian Habib Ur Rehman
  • Lokman Torun
  • Muhammad Khalid
  • Roberto AcevedoEmail author
Original Paper

Abstract

We herein report a facile and high yielding protocol for silica-supported heterogeneous catalysts-mediated synthesis of chalcones. A comparison of results of our synthesis with conventional synthetic protocols is also being offered to assess the efficiency of the prepared catalysts. Biological evaluation of the newly synthesized compounds as urease inhibitors was performed. Most of the compounds were found to have potent urease inhibition activity. The chalcone 3-(3-hydroxyphenyl)-1-phenylpropenone was found to be the most potent with percentage inhibition 86.17 ± 0.89 and half maximal inhibitory concentration (IC50) value 11.51 ± 0.03 µM. The molecular docking study emphasized that the same congeners 3-(furan-2-yl)-1-(4-hydroxyphenyl)propenone, 3-(4-hydroxyphenyl)-1-(4-methoxyphenyl)propanone, and 3-[4-(dimethylamino)phenyl]-1-(p-tolyl)propenone showed very good inhibitory potential against urease and show a higher docking scores 5718, 5940, 5596 and an ACE of − 246.66, − 244.79, and − 243.06 kJ/mol, respectively than the control ligand.

Graphic abstract

Keywords

Heterogeneous catalyst Ligand Docking Urease Chalcones 

Notes

Acknowledgements

The authors are highly grateful to Higher Education Commission (HEC) of Pakistan for funding Dr. Aeysha Sultan under Start-up Research Grant Program (SRGP) for project No 1507, as well as for financial assistance for EIMS and NMR analyses. We are also thankful to Government College University Faisalabad for assistance in FTIR and UV analyses. The authors thank the Researchers Supporting Project number (RSP-2019/6), King Saud University, Riyadh, Saudi Arabia.

Supplementary material

706_2019_2534_MOESM1_ESM.docx (1.3 mb)
Supplementary file1 (DOCX 1349 kb)

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Copyright information

© Springer-Verlag GmbH Austria, part of Springer Nature 2020

Authors and Affiliations

  • Aeysha Sultan
    • 1
  • Shanavas Shajahan
    • 2
  • Tansir Ahamad
    • 3
  • Saad M. Alshehri
    • 3
  • Noreen Sajjad
    • 4
  • Mehr-un-Nisa
    • 1
  • Mian Habib Ur Rehman
    • 1
  • Lokman Torun
    • 5
  • Muhammad Khalid
    • 6
  • Roberto Acevedo
    • 7
    Email author
  1. 1.Department of ChemistryUniversity of EducationFaisalabadPakistan
  2. 2.Nano and Hybrid Materials Laboratory, Department of PhysicsPeriyar UniversitySalemIndia
  3. 3.Department of Chemistry, College of ScienceKing Saud UniversityRiyadhSaudi Arabia
  4. 4.Department of ChemistryUniversity of LahoreLahorePakistan
  5. 5.Department of ChemistryYilditz University of Engineering and TechnologyIstanbulTurkey
  6. 6.Department of ChemistryKhawaja Ghulam Fareed University of Engineering and TechnologyRahim Yar KhanPakistan
  7. 7.Facultad de Ingeniería y TecnologíaUniversidad San SebastiánSantiagoChile

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