. 2022 Jan 11;2022:1040693. doi: 10.1155/2022/1040693

Table 1.

The yield, substitution pattern, mushroom tyrosinase inhibition and docking scores of analogues 3(a–e) and 5(a–e).


Compounds	Yield (%)	Substitution pattern		Mushroom tyrosinase inhibition IC₅₀ ± SEM (μM)	Docking score (kcal/mol), PDB ID 2Y9X
Compounds	Yield (%)	R ₁	R ₂	Mushroom tyrosinase inhibition IC₅₀ ± SEM (μM)	Docking score (kcal/mol), PDB ID 2Y9X
3a	81	3-OH		322.68 ± 16.9	-2.362
3b	78	4-OH		287.53 ± 32.2	-4.295
3c	74	2,4-di-OH		27.35 ± 3.6	-5.564
3d	69	3,4-di-OH		127.65 ± 8.5	-4.569
3e	76	3,5-di-OH		255.31 ± 14.2	-3.984
5a	75		-H	46.43 ± 5.8	-6.173
5b	73		4-OH	309.20 ± 36.8	-4.264
5c	71		2,4-di-OH	0.0020 ± 0.0002	-6.568
5d	78		4-cl	61.62 ± 11.4	-5.299
5e	72		4-OH	N.d.^∗	-4.628
Arbutin				191.17 ± 5.5	-4.759
Kojic acid				16.69 ± 2.8	-3.792

3a: 2-(3-acetylphenylamino)-2-oxoethyl-3-hydroxybenzoate; 3b: 2-(3-acetylphenylamino)-2-oxoethyl-4-hydroxybenzoate; 3c: 2-(3-acetylphenylamino)-2-oxoethyl 2,4-dihydroxybenzoate; 3d: 2-(3-acetylphenylamino)-2-oxoethyl 3,4-dihydroxybenzoate; 3e: 2-(3-acetylphenylamino)-2-oxoethyl 3,5-dihydroxybenzoate; 5a: 2-(3-acetylphenylamino)-2-oxoethylcinnamate; 5b: 2-(3-acetylphenylamino)-2-oxoethyl(E)-3-(4-hydroxyphenyl) acrylate; 5c: 2-(3-acetylphenylamino)-2-oxoethyl(E)-3-(2,4-dihydroxyphenyl)acrylate; 5d: 2-(3-acetylphenyl amino)-2-oxoethyl(E)-3-(4-chlorophenyl)acrylate; 5e: 2-(3-acetylphenylamino)-2-oxoethyl3-(4-hydroxyphenyl) propanoate; SEM: the standard error mean; N.d.^∗: not determined.