Preparation and evaluation of a set of bis(methoxycarbonylmethylthio) heteroquinones as CDC25B phosphatase inhibitors

Abstract

A set of new heteroquinone derivatives bearing two methoxycarbonylmethylthio groups on the benzoquinone ring were synthesized and evaluated for CDC25B phosphatase inhibitory activity. All compounds inhibited the enzyme with IC50 values in the micromolar range regardless of the size and heteroatoms constituting the heterocycle fused to the quinone ring. Moreover, these quinonoid-based compounds showed moderate antiproliferative activity toward two cancer cell lines (HeLa and MiaPaca-2). These results provide additional data for CDC25 inhibition by quinone-type derivatives and highlight the importance of substituents on the quinonic moiety.Heterocyclic quinones CDC25B inhibitors Enzymatic activity Phosphatase Cancer Cell cycle

An efficient method for the synthesis of 6,7-bis(alkylthio- or alkylamino-substituted)quinoline-5,8-diones via nucleophilic addition/oxidation of alkylthio and alkylamino derivatives to quinoline-5,8-dione

“…Quinolinequinones have shown promise in possible anti-tumor, [1][2][3][4] anti-cancer, 5 anti-bacterial, 6 trypanocidal, 7 anti-tuberculosis, 8 anti-inflammatory, 9 anti-malarial agents, 10 and anti-fungal. 11 Scheme 1.…”

Synthetic and Biological Utility of 2,3-Dichloro-1,4-Naphthoquinone: A Review

“…The formation of diquinonylamines (86) [40] and an amine substituted analog (88) [41] were reported while 2,3-dichloro-1,4-naphthoquinone (1) reacted with benzotriazole (89) and aliphatic or aromatic amines to give the corresponding 2-amino-3-(benzotriazol-1-yl)-1,4-naphthoquinones (90) [42].…”

Synthesis and Molecular modeling of some new chalcones derived from coumarine as CDC25 phosphatases inhibitors

“…Indeed, the first moiety of the inhibitor could fit the binding pocket (i.e. the swimming pool) while the other part could bind to the active cysteine 48 .…”