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. Author manuscript; available in PMC: 2020 Mar 6.
Published in final edited form as: Bioorg Med Chem Lett. 2018 Nov 8;29(1):56–58. doi: 10.1016/j.bmcl.2018.11.013

Table 1:

Tyrosinase inhibitory activities of carvacrol (1)/thymol (2) and their corresponding derivatives 3, 5, 7–13/4, 6, 14–20

Compound Carvacrol (1) %Inhibition Thymol (2) %Inhibition Carvacrol IC50 (μM) Thymol IC50 (μM)
Parent 1/2 35.7±5.4 29.4±3.7 n.d. n.d.
Ethyl ether 3/4 57.5±2.5 28.8±5.6 n.d. n.d.
4-Oxobutanoic acid 5/6 16.9±4.0 30.7±2.7 n.d. n.d.
Methyl 4-oxobutanoate 7/14 31.7±6.2 45.5±2.1 n.d. n.d.
Ethyl 4-oxobutanoate 8/15 50.9±2.1 72.0±5.5 n.d. 212.3±1.7
Propyl 4-oxobutanoate 9/16 85.6±6.6 78.8±2.4 217.9±4.3 154.0±3.7
Allyl 4-oxobutanoate 10/17 58.2±2.3 100.04±6.7 128.8±1.9 125.6±3.5
Butyl 4-oxobutanoate 11/18 82.3±2.1 100±3.9 176.5±2.8 191.4±2.4
Crotyl 4-oxobutanoate 12/19 72.8±3.3 99.3±8.0 244.1±3.6 102.3±.1.8
Benzyl 4-oxobutanoate 13/20 47.0±9.0 31.3±7.1 n.d. n.d.

Kojic acid (IC50 = 21.8±1.7 μM)

% Inhibition (500 μM); n.d. = not determined (IC50 >500 μM)