A class of potent tyrosinase inhibitors: Alkylidenethiosemicarbazide compounds

Synthesis and biological evaluation of novel 4-hydroxybenzaldehyde derivatives as tyrosinase inhibitors

“…The spectrophotometric assay for tyrosinase was performed according to the method reported by our groups [22,23] with some slight modifications. Briefly, all the synthesized compounds were screened for the diphenolase inhibitory activity of tyrosinase using L-DOPA as substrate.…”

1-(2-Hydroxyethyl)-3-(3-methoxyphenyl)thiourea

“…Numerous potential tyrosinase inhibitors have been discovered from natural and synthetic sources, such as ascorbic acid (Kojima et al, 1995), kojic acid (Cabanes et al, 1994), arbutin (Casanola-Martin et al, 2006) and tropolone (Son et al, 2000;Iida et al, 1995). Some thiourea derivatives, such as phenylthiourea (Thanigaimalai et al, 2010;Klabunde et al, 1998;Criton, 2006), alkylthiourea (Daniel, 2006), thiosemicarbazone ) and thiosemicarbazide (Liu et al, 2009) have been also described. However, only few of the reported compounds are used in medicinal and cosmetic products because of their lower activities, poor skin penetration, or serious side effects.…”

“…For the development of potent inhibitory agents of tyrosinase, see: Kojima et al (1995); Cabanes et al (1994); Casanola-Martin et al (2006); Son et al (2000); Iida et al (1995). For thiourea derivatives, see: Thanigaimalai et al (2010); Klabunde et al (1998); Criton (2006); Daniel (2006); Yi et al (2009) ;Liu et al (2009 Table 1 Hydrogen-bond geometry (Å , ). (2) 3.2532 (14) 163 (2) Symmetry codes: (i) x À 1 2 ; Ày þ 3 2 ; z À 1 2 ; (ii) Àx þ 1; Ày þ 1; Àz þ 2; (iii) Àx þ 3 2 ; y þ 1 2 ; Àz þ 3 2 .…”

Potent inhibitory effects of benzyl and p-xylidine-bis dithiocarbamate sodium salts on activities of mushroom tyrosinase

“…It is apparent that thiols are chelating groups of the MT active site 63 . Furthermore, it is evident that the aromatic ring as an electron-withdrawing group can increase inhibitory effects 64,65 . Results of our analysis show that inhibition constants for cresolase and catecholase activity inhibition of MT are approximately equal.…”