Synthesis and biological activity of 5-aryliden-2-thiohydantoin S-aryl derivatives.
Bioorg Chem
; 100: 103900, 2020 07.
Article
in En
| MEDLINE
| ID: mdl-32428745
ABSTRACT
Three new and complementary approaches to S-arylation of 2-thiohydantoins have been developed copper-catalyzed cross coupling with either arylboronic acids or aryl iodides under mild conditions, or direct nucleophilic substitution in activated aryl halides. For 38 diverse compounds, reaction yields for all three methods have been determined. Selected by molecular docking, they have been tested on androgen receptor activation, and p53-Mdm2 regulation, and A549, MCF7, VA13, HEK293T, PC3, LnCAP cell lines for cytotoxicity, Two of them turned out to be promising as androgen receptor activators (likely by allosteric regulation), and another one is shown to activate the p53 cascade. It is hoped that 2-thiohydantoin S-arylidenes are worth further studies as biologically active compounds.
Key words
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Thiohydantoins
/
Androgens
/
Antineoplastic Agents
Limits:
Humans
Language:
En
Journal:
Bioorg Chem
Year:
2020
Document type:
Article