Microwave-Assisted Synthesis of Imido-Substituted 2-Chloro-1,4-naphthoquinone Derivatives and their Cytotoxic Activities on Three Human Prostate Cancer Cell Lines

Novel drug design for Chagas disease via targeting Trypanosoma cruzi tubulin: Homology modeling and binding pocket prediction on Trypanosoma cruzi tubulin polymerization inhibition by naphthoquinone derivatives

“…To understand how the 2-imido-1, 4- naphthoquinone derivatives with anti-trypanosomal activities [27,28] inhibited T. cruzi tubulin, the 3D structure of the T. cruzi tubulin dimer was homology modeled, and subsequently, the modeled dimer was used in molecular docking studies to examine the nature of the receptor-ligand binding mode.…”

Synthesis and Characterization of Novel Unsymmetrical and Symmetrical 3-Halo- or 3-Methoxy-substituted 2-Dibenzoylamino-1,4-naphthoquinone Derivatives

“…The quinonoid anti-cancer drugs such as mitomycin C, daunorubicin,doxorubicin and mitoxantrone have been used in the treatment of various types of cancers, including solid tumors, for many years. We have been involved in the synthesis and biological evaluation of some quinonoid compounds [15,16,17,18,19,20,21], and previously we developed 2-chloro-3-( N -succinimidyl)-1,4-naphthoquinone and some of its analogs as MEK1 specific inhibitors of the Ras-MAPK pathway [15]. In a subsequent report, we demonstrated the anti-carcinogenic activities of some of these imido-substituted 2-chloro-1,4-naphthoquinone derivatives on androgen-dependent, LNCaP, and androgen-independent, PC3 and DU145, human prostate cancer cell lines [16].…”

“…We have been involved in the synthesis and biological evaluation of some quinonoid compounds [15,16,17,18,19,20,21], and previously we developed 2-chloro-3-( N -succinimidyl)-1,4-naphthoquinone and some of its analogs as MEK1 specific inhibitors of the Ras-MAPK pathway [15]. In a subsequent report, we demonstrated the anti-carcinogenic activities of some of these imido-substituted 2-chloro-1,4-naphthoquinone derivatives on androgen-dependent, LNCaP, and androgen-independent, PC3 and DU145, human prostate cancer cell lines [16]. In continuation of our work on the development of novel imido-substituted 1,4-naphthoquinones for studies in our prostate and breast cancer drug development program, we have designed some novel bis-arylimido-substituted 1,4-naphthoquinones.…”

Antitrypanosomal activities and cytotoxicity of some novel imidosubstituted 1,4-naphthoquinone derivatives

“…In a recent study, a series of naphthoquinones were assessed for their try-panocidal activity and 2,3-diphenyl-1,4-naphthoquin-one (DPNQ) was found to be effective against T. cruzi epimastigotes at a low micromolar concentration (LD 50 = 2.5 µM) by inhibiting T. cruzi lipoamide dehydro-genase (TcLipDH) (Ramos et al, 2009). Previously, Bakare et al (2003) and Berhe et al (2008) reported a series of imido-substituted 1,4-naphthoquinones as a unique class of mitogen activated protein kinase kinase 1 (MEK1) inhibitors with a number of them showing anticancer activities. In pursuit of potent and more selective antitrypanosomal agents, several imido-sub-stituted 1,4-naphthoquione (IMDNQ) derivatives (Fig.…”