title: Azastilbene analogs as tyrosinase inhibitors: new molecules with depigmenting potential.
abstract: This research has been an effort to develop synthetic resveratrol analogs in order to improve the depigmenting potential of natural resveratrol. Six resveratrol analogs were synthesized and tested for tyrosinase inhibitory activity in vitro, by qualitative and quantitative steps. The results showed the analog C as being the most powerful tyrosinase inhibitor (IA50=65.67±0.60 μg/mL), followed by the analogs B, E, F, A, and D, respectively. The analog C presented a tyrosinase inhibition potential better than natural resveratrol (P<0.001). The best depigmenting activity was provided by the presence of hydroxyl in the orthoposition on the second phenolic ring.
authors.affiliation: Departamento de Química, Instituto de Ciências Exatas, Universidade Federal de Juiz de Fora, Campus Universitário, 36036-900 Juiz de Fora, MG, Brazil.
authors.forename: Larissa Lavorato
authors.initials: LL
authors.lastname: Lima
authors.forename: Rebeca Mól
authors.initials: RM
authors.lastname: Lima
authors.forename: Annelisa Farah
authors.initials: AF
authors.lastname: da Silva
authors.forename: Antônio Márcio Resende
authors.initials: AM
authors.lastname: do Carmo
authors.forename: Adilson David
authors.initials: AD
authors.lastname: da Silva
authors.forename: Nádia Rezende Barbosa
authors.initials: NR
authors.lastname: Raposo
mesh_terms: D000363:Agaricales / Q000737:chemistry / Q000201:enzymology; D000975:Antioxidants / Q000737:chemistry; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D005656:Fungal Proteins / Q000737:chemistry; D008968:Molecular Conformation; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors*; D010636:Phenols / Q000737:chemistry; D011753:Pyrones / Q000737:chemistry; D000077185:Resveratrol; D013267:Stilbenes / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013997:Time Factors
chemical_list: D000975:Antioxidants; D004791:Enzyme Inhibitors; D005656:Fungal Proteins; D010636:Phenols; D011753:Pyrones; D013267:Stilbenes; C011890:kojic acid; D014442:Monophenol Monooxygenase; D000077185:Resveratrol