Tehran University of Medical Sciences

Science Communicator Platform

Stay connected! Follow us on X network (Twitter):
Share By
Rational Design, Synthesis, in Vitro, and in Silico Studies of Chlorophenylquinazolin-4(3H)-One Containing Different Aryl Acetohydrazides As Tyrosinase Inhibitors Publisher Pubmed



Hajimiri M1 ; Khosravikia M2 ; Khoshneviszadeh M3, 4 ; Pedrood K5 ; Hosseini SZ2 ; Asgari MS6 ; Pirhadi S3 ; Attarroshan M3 ; Mobaraki K2 ; Hosseini S7 ; Behnammanesh H8 ; Biglar M5 ; Karimian S3 ; Rastegar H9 Show All Authors
Authors
  1. Hajimiri M1
  2. Khosravikia M2
  3. Khoshneviszadeh M3, 4
  4. Pedrood K5
  5. Hosseini SZ2
  6. Asgari MS6
  7. Pirhadi S3
  8. Attarroshan M3
  9. Mobaraki K2
  10. Hosseini S7
  11. Behnammanesh H8
  12. Biglar M5
  13. Karimian S3
  14. Rastegar H9
  15. Hamedifar H1
  16. Larijani B5
  17. Mahdavi M5
  18. Iraji A10, 11

Source: Chemistry and Biodiversity Published:2022


Abstract

Tyrosinase plays a pivotal role in the hyperpigmentation and enzymatic browning of fruit and vegetable. Therefore, tyrosinase inhibitors can be of interest in industries as depigmentation compounds as well as anti-browning agents. In the present study, a series of chlorophenylquinazolin-4(3H)-one derivative were rationally designed and synthesized. The formation of target compounds was confirmed by spectral characterization techniques such as IR, 1H-NMR, 13C-NMR, and elemental analysis. Among the synthesized derivatives, compound 8l was proved to be the most potent inhibitor with an IC50 value of 25.48±1.19 μM. Furthermore, the results of the molecular docking study showed that this compound fitted well in the active site of tyrosinase with the binding score of −10.72. © 2022 Wiley-VHCA AG, Zurich, Switzerland.
Other Related Docs