Rational Design, Synthesis, in Vitro, and in Silico Studies of Chlorophenylquinazolin-4(3H)-One Containing Different Aryl Acetohydrazides As Tyrosinase Inhibitors

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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 M^{3, 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

Hajimiri M¹
Khosravikia M²
Khoshneviszadeh M^{3, 4}
Pedrood K⁵
Hosseini SZ²
Asgari MS⁶
Pirhadi S³
Attarroshan M³
Mobaraki K²
Hosseini S⁷
Behnammanesh H⁸
Biglar M⁵
Karimian S³
Rastegar H⁹
Hamedifar H¹
Larijani B⁵
Mahdavi M⁵
Iraji A^{10, 11}

Show Affiliations

1. CinnaGen Medical Biotechnology Research Center, Alborz University of Medical Sciences, Karaj, Iran
2. School of Chemical Engineering, College of Engineering, University of Tehran, Tehran, Iran
3. Department of Medicinal Chemistry, School of Pharmacy, Shiraz University of Medical Sciences, Shiraz, Iran
4. Medicinal and Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz, Iran
5. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
6. Department of Chemistry, Iran University of Science and Technology, Tehran, Iran
7. Department of Pharmaceutical Biotechnology, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
8. Chronic Respiratory Diseases Research Center, National Research Institute of Tuberculosis and Lung diseases (NRITLD), Shahid Beheshti University of Medical Sciences, Tehran, Iran
9. Cosmetic Products Research Center, Iranian Food and Drug Administration, MOHE, Tehran, Iran
10. Stem Cells Technology Research Center, Shiraz University of Medical Sciences, Shiraz, Iran
11. Central Research Laboratory, Shiraz University of Medical Sciences, Shiraz, Iran

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.

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Style	Citing Format
MLA	Hajimiri M, et al.. "Rational Design, Synthesis, in Vitro, and in Silico Studies of Chlorophenylquinazolin-4(3H)-One Containing Different Aryl Acetohydrazides As Tyrosinase Inhibitors." Chemistry and Biodiversity, vol. 19, no. 7, 2022, pp. -.
APA	Hajimiri M, Khosravikia M, Khoshneviszadeh M, Pedrood K, Hosseini SZ, Asgari MS, Pirhadi S, Attarroshan M, Mobaraki K, Hosseini S, Behnammanesh H, Biglar M, Karimian S, Rastegar H, Hamedifar H, Larijani B, Mahdavi M, Iraji A (2022). Rational Design, Synthesis, in Vitro, and in Silico Studies of Chlorophenylquinazolin-4(3H)-One Containing Different Aryl Acetohydrazides As Tyrosinase Inhibitors. Chemistry and Biodiversity, 19(7), -.
Chicago	Hajimiri M, Khosravikia M, Khoshneviszadeh M, Pedrood K, Hosseini SZ, Asgari MS, Pirhadi S, et al.. "Rational Design, Synthesis, in Vitro, and in Silico Studies of Chlorophenylquinazolin-4(3H)-One Containing Different Aryl Acetohydrazides As Tyrosinase Inhibitors." Chemistry and Biodiversity 19, no. 7 (2022): -.
Harvard	Hajimiri M et al. (2022) 'Rational Design, Synthesis, in Vitro, and in Silico Studies of Chlorophenylquinazolin-4(3H)-One Containing Different Aryl Acetohydrazides As Tyrosinase Inhibitors', Chemistry and Biodiversity, 19(7), pp. -.
Vancouver	Hajimiri M, Khosravikia M, Khoshneviszadeh M, Pedrood K, Hosseini SZ, Asgari MS, et al.. Rational Design, Synthesis, in Vitro, and in Silico Studies of Chlorophenylquinazolin-4(3H)-One Containing Different Aryl Acetohydrazides As Tyrosinase Inhibitors. Chemistry and Biodiversity. 2022;19(7):-.
BibTex	@article{ author = {Hajimiri M and Khosravikia M and Khoshneviszadeh M and Pedrood K and Hosseini SZ and Asgari MS and Pirhadi S and Attarroshan M and Mobaraki K and Hosseini S and Behnammanesh H and Biglar M and Karimian S and Rastegar H and Hamedifar H and Larijani B and Mahdavi M and Iraji A}, title = {Rational Design, Synthesis, in Vitro, and in Silico Studies of Chlorophenylquinazolin-4(3H)-One Containing Different Aryl Acetohydrazides As Tyrosinase Inhibitors}, journal = {Chemistry and Biodiversity}, volume = {19}, number = {7}, pages = {-}, year = {2022} }
RIS	TY - JOUR AU - Hajimiri M AU - Khosravikia M AU - Khoshneviszadeh M AU - Pedrood K AU - Hosseini SZ AU - Asgari MS AU - Pirhadi S AU - Attarroshan M AU - Mobaraki K AU - Hosseini S AU - Behnammanesh H AU - Biglar M AU - Karimian S AU - Rastegar H AU - Hamedifar H AU - Larijani B AU - Mahdavi M AU - Iraji A TI - Rational Design, Synthesis, in Vitro, and in Silico Studies of Chlorophenylquinazolin-4(3H)-One Containing Different Aryl Acetohydrazides As Tyrosinase Inhibitors JO - Chemistry and Biodiversity VL - 19 IS - 7 SP - EP - PY - 2022 ER -

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