​ A series of benzylidene linked to hydrazinecarbothioamide as tyrosinase inhibitors Synthesis, biological evaluation and structure-activity relationship.

​ A series of benzylidene linked to hydrazinecarbothioamide as tyrosinase inhibitors Synthesis, biological evaluation and structure-activity relationship.
Chem Biodivers. 2020 Jun 01;:
Authors: Hosseinpoor H, Iraji A, Edraki N, Pirhadi S, Attarroshan M, Khoshneviszadeh M, Khoshneviszadeh M
Abstract
Tyrosinase is a type 3 copper enzyme responsible for skin pigmentation disorders, skin cancer, and enzymatic browning of vegetables and fruits. In the present article, 12 small molecules of benzylidene-hydrazinecarbothioamide were designed, synthesized and evaluated for their anti-tyrosinase activities followed by molecular docking and pharmacophore-based screening. Among synthesized thiosemicarbazone derivatives, 3d is the strongest inhibitor of mushroom tyrosinase with IC 50 of 0.05 µM which demonstrated a 128 fold increase in potency compared to the positive control. Kinetic studies also revealed mix type inhibition by 3d . Docking studies confirmed the complete fitting of the synthesized compounds into the tyrosinase active site. The results underline the potential of benzylidene hydrazinecarbothioamides as potent pharmacophore to extend the tyrosinase inhibition in drug discovery.
PMID: 32478439 [PubMed - as supplied by publisher]

Source: Chemistry and Biodiversity - May 31, 2020 Category: Biochemistry Authors: Hosseinpoor H, Iraji A, Edraki N, Pirhadi S, Attarroshan M, Khoshneviszadeh M, Khoshneviszadeh M Tags: Chem Biodivers Source Type: research