Design, Synthesis, in Vitro, and in Silico Evaluation of N-Phenylacetamide-Oxindole-Thiosemicarbazide Hybrids As New Potential Tyrosinase Inhibitors

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Design, Synthesis, in Vitro, and in Silico Evaluation of N-Phenylacetamide-Oxindole-Thiosemicarbazide Hybrids As New Potential Tyrosinase Inhibitors Publisher Pubmed

Yari Boroujeni S¹ ; Haghighijoo Z² ; Mohammadikhanaposhtani M³ ; Mosadeghkhah A⁴ ; Moazzam A¹ ; Yavari A¹ ; Hajimahmoodi M⁵ ; Sabourian R⁵ ; Hosseini S⁶ ; Larijani B¹ ; Hamedifar H⁷ ; Ansari S⁷ ; Mahdavi M¹

Source: Chemistry and Biodiversity Published:2022

Abstract

A novel series of N-phenylacetamide-oxindole-thiosemicarbazide hybrids were synthesized and evaluated for their tyrosinase inhibitory activity. According to tyrosinase inhibition results, all the synthesized compounds showed high tyrosinase inhibitory activity with IC50 values ranging from 0.8 to 3.88 μM in comparison to positive control kojic acid with IC50 value of 36.32 μM. Among tested compounds, analog 7o, containing the 2-methyl-4-nitrophenyl on N-phenylacetamide moiety displayed superior tyrosinase inhibition. This compound was around 45-fold more potent than kojic acid. The kinetic analysis of compound 7o demonstrated that this compound is a competitive inhibitor against tyrosinase. Docking study of this compound demonstrated that compound 7o interacted with critical histidine residues within tyrosinase active site. © 2022 Wiley-VHCA AG, Zurich, Switzerland.

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Style	Citing Format
MLA	Yari Boroujeni S, et al.. "Design, Synthesis, in Vitro, and in Silico Evaluation of N-Phenylacetamide-Oxindole-Thiosemicarbazide Hybrids As New Potential Tyrosinase Inhibitors." Chemistry and Biodiversity, vol. 19, no. 4, 2022, pp. -.
APA	Yari Boroujeni S, Haghighijoo Z, Mohammadikhanaposhtani M, Mosadeghkhah A, Moazzam A, Yavari A, Hajimahmoodi M, Sabourian R, Hosseini S, Larijani B, Hamedifar H, Ansari S, Mahdavi M (2022). Design, Synthesis, in Vitro, and in Silico Evaluation of N-Phenylacetamide-Oxindole-Thiosemicarbazide Hybrids As New Potential Tyrosinase Inhibitors. Chemistry and Biodiversity, 19(4), -.
Chicago	Yari Boroujeni S, Haghighijoo Z, Mohammadikhanaposhtani M, Mosadeghkhah A, Moazzam A, Yavari A, Hajimahmoodi M, et al.. "Design, Synthesis, in Vitro, and in Silico Evaluation of N-Phenylacetamide-Oxindole-Thiosemicarbazide Hybrids As New Potential Tyrosinase Inhibitors." Chemistry and Biodiversity 19, no. 4 (2022): -.
Harvard	Yari Boroujeni S et al. (2022) 'Design, Synthesis, in Vitro, and in Silico Evaluation of N-Phenylacetamide-Oxindole-Thiosemicarbazide Hybrids As New Potential Tyrosinase Inhibitors', Chemistry and Biodiversity, 19(4), pp. -.
Vancouver	Yari Boroujeni S, Haghighijoo Z, Mohammadikhanaposhtani M, Mosadeghkhah A, Moazzam A, Yavari A, et al.. Design, Synthesis, in Vitro, and in Silico Evaluation of N-Phenylacetamide-Oxindole-Thiosemicarbazide Hybrids As New Potential Tyrosinase Inhibitors. Chemistry and Biodiversity. 2022;19(4):-.
BibTex	@article{ author = {Yari Boroujeni S and Haghighijoo Z and Mohammadikhanaposhtani M and Mosadeghkhah A and Moazzam A and Yavari A and Hajimahmoodi M and Sabourian R and Hosseini S and Larijani B and Hamedifar H and Ansari S and Mahdavi M}, title = {Design, Synthesis, in Vitro, and in Silico Evaluation of N-Phenylacetamide-Oxindole-Thiosemicarbazide Hybrids As New Potential Tyrosinase Inhibitors}, journal = {Chemistry and Biodiversity}, volume = {19}, number = {4}, pages = {-}, year = {2022} }
RIS	TY - JOUR AU - Yari Boroujeni S AU - Haghighijoo Z AU - Mohammadikhanaposhtani M AU - Mosadeghkhah A AU - Moazzam A AU - Yavari A AU - Hajimahmoodi M AU - Sabourian R AU - Hosseini S AU - Larijani B AU - Hamedifar H AU - Ansari S AU - Mahdavi M TI - Design, Synthesis, in Vitro, and in Silico Evaluation of N-Phenylacetamide-Oxindole-Thiosemicarbazide Hybrids As New Potential Tyrosinase Inhibitors JO - Chemistry and Biodiversity VL - 19 IS - 4 SP - EP - PY - 2022 ER -

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