Thioquinoline Derivatives Conjugated to Thiosemicarbazide As Potent Tyrosinase Inhibitors With Anti-Melanogenesis Properties

Thioquinoline Derivatives Conjugated to Thiosemicarbazide As Potent Tyrosinase Inhibitors With Anti-Melanogenesis Properties Publisher Pubmed

Noori M¹ ; Sabourian R² ; Tasharoie A² ; Safavi M³ ; Iraji A^{4, 5} ; Khalili Ghomi M¹ ; Dastyafteh N¹ ; Irajie C⁶ ; Zarenezhad E⁴ ; Mostafavi Pour SM⁷ ; Rasekh F⁸ ; Larijani B¹ ; Amini M⁹ ; Hajimahmoodi M^{2, 10} Show All Authors

Noori M¹
Sabourian R²
Tasharoie A²
Safavi M³
Iraji A^{4, 5}
Khalili Ghomi M¹
Dastyafteh N¹
Irajie C⁶
Zarenezhad E⁴
Mostafavi Pour SM⁷
Rasekh F⁸
Larijani B¹
Amini M⁹
Hajimahmoodi M^{2, 10}
Mahdavi M¹

Show Affiliations

1. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
2. Drug and Food Control Department, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
3. Department of Biotechnology, Iranian Research Organization for Science and Technology (IROST), Tehran, Iran
4. Stem Cells Technology Research Center, Shiraz University of Medical Sciences, Shiraz, Iran
5. Central Research Laboratory, Shiraz University of Medical Sciences, Shiraz, Iran
6. Department of Medical Biotechnology, School of Advanced Medical Sciences and Technologies, Shiraz University of Medical Sciences, Shiraz, Iran
7. Liosa Pharmed Parseh Company, Shiraz, Iran
8. Department of Biology, Payame Noor University(PNU), Tehran, Iran
9. Department of Pharmaceutical Biotechnology, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
10. Halal Research Center of IRI, Food and Drug Administration, Ministry of Health and Medical Education, Tehran, Iran

Source: Scientific Reports Published:2023

Abstract

In the present study, a series of aryl-substituted thioqunoline conjugated to thiosemicarbazide were rationally designed and synthesized. The formation of target compounds was confirmed by spectral characterization techniques such as IR, 1H-NMR, 13C-NMR, ESI–MS, and elemental analysis. Among the synthesized derivatives, compound 10g bearing para-chlorophenyl moiety was proved to be the most potent tyrosinase inhibitor with an IC50 value of 25.75 ± 0.19 µM. Compound 10g as the most potent derivative exhibited a noncompetitive inhibition pattern against tyrosinase in the kinetic study. Furthermore, the in silico cavity detection, as well as the molecular docking assessments, were performed to follow the behavior of 10g within the proposed binding site. Besides, the toxicity of 10g and its potency to reduce the melanin content on A375 cell lines were also measured. Consequently, aryl-substituted thioqunolines conjugated to thiosemicarbazide might be a promising candidate in the cosmetics, medicine, and food industry as tyrosinase inhibitors. © 2023, The Author(s).

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Mohammad Mahdavi (16)

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Style	Citing Format
MLA	Noori M, et al.. "Thioquinoline Derivatives Conjugated to Thiosemicarbazide As Potent Tyrosinase Inhibitors With Anti-Melanogenesis Properties." Scientific Reports, vol. 13, no. 1, 2023, pp. -.
APA	Noori M, Sabourian R, Tasharoie A, Safavi M, Iraji A, Khalili Ghomi M, Dastyafteh N, Irajie C, Zarenezhad E, Mostafavi Pour SM, Rasekh F, Larijani B, Amini M, Hajimahmoodi M, Mahdavi M (2023). Thioquinoline Derivatives Conjugated to Thiosemicarbazide As Potent Tyrosinase Inhibitors With Anti-Melanogenesis Properties. Scientific Reports, 13(1), -.
Chicago	Noori M, Sabourian R, Tasharoie A, Safavi M, Iraji A, Khalili Ghomi M, Dastyafteh N, et al.. "Thioquinoline Derivatives Conjugated to Thiosemicarbazide As Potent Tyrosinase Inhibitors With Anti-Melanogenesis Properties." Scientific Reports 13, no. 1 (2023): -.
Harvard	Noori M et al. (2023) 'Thioquinoline Derivatives Conjugated to Thiosemicarbazide As Potent Tyrosinase Inhibitors With Anti-Melanogenesis Properties', Scientific Reports, 13(1), pp. -.
Vancouver	Noori M, Sabourian R, Tasharoie A, Safavi M, Iraji A, Khalili Ghomi M, et al.. Thioquinoline Derivatives Conjugated to Thiosemicarbazide As Potent Tyrosinase Inhibitors With Anti-Melanogenesis Properties. Scientific Reports. 2023;13(1):-.
BibTex	@article{ author = {Noori M and Sabourian R and Tasharoie A and Safavi M and Iraji A and Khalili Ghomi M and Dastyafteh N and Irajie C and Zarenezhad E and Mostafavi Pour SM and Rasekh F and Larijani B and Amini M and Hajimahmoodi M and Mahdavi M}, title = {Thioquinoline Derivatives Conjugated to Thiosemicarbazide As Potent Tyrosinase Inhibitors With Anti-Melanogenesis Properties}, journal = {Scientific Reports}, volume = {13}, number = {1}, pages = {-}, year = {2023} }
RIS	TY - JOUR AU - Noori M AU - Sabourian R AU - Tasharoie A AU - Safavi M AU - Iraji A AU - Khalili Ghomi M AU - Dastyafteh N AU - Irajie C AU - Zarenezhad E AU - Mostafavi Pour SM AU - Rasekh F AU - Larijani B AU - Amini M AU - Hajimahmoodi M AU - Mahdavi M TI - Thioquinoline Derivatives Conjugated to Thiosemicarbazide As Potent Tyrosinase Inhibitors With Anti-Melanogenesis Properties JO - Scientific Reports VL - 13 IS - 1 SP - EP - PY - 2023 ER -

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