40852-65-1Relevant articles and documents
Synthesis and studies of the antifungal activity of 2-anilino-/2,3-dianilino-/2-phenoxy- and 2,3-diphenoxy-1,4-naphthoquinones
Leyva, Elisa,López, Lluvia I.,de la Cruz, Ramón F. García,Espinosa-González, Claudia G.
, p. 1813 - 1827 (2017/02/15)
Several synthetic and natural naphthoquinone derivatives have been associated with antifungal activity. Candida albicans is a fungus that is known to exist in the normal human flora, but under certain conditions it can cause mild to fatal infections. Its pathogenicity has been associated with fungus conversion from cellular yeast to filamentous form Y–M. Inhibition of this process by several anilino-, dianilino-, phenoxy-, and diphenoxy-1,4-naphthoquinones was investigated in order to find some correlation between structure, redox properties and biological activity.
2-(Fluoro-) and 2-(methoxyanilino)-1,4-naphthoquinones. Synthesis and mechanism and effect of fluorine substitution on redox reactivity and NMR
Leyva, Elisa,Baines, Kim M.,Espinosa-González, Claudia G.,Magaldi-Lara, Diego A.,Loredo-Carrillo, Silvia E.,De Luna-Méndez, Telma A.,López, Lluvia I.
, p. 152 - 160 (2015/10/12)
The influence of catalysts on the addition of methoxy- and fluoroanilines with 1,4-naphthoquinone to give methoxy- and fluoro-substituted 2-(anilino)-1,4-naphthoquinones was investigated. In the absence of a catalyst, this reaction requires long times and
2-Phenylaminonaphthoquinones and related compounds: Synthesis, trypanocidal and cytotoxic activities
Sieveking, Ivan,Thomas, Pablo,Estevez, Juan C.,Quinones, Natalia,Cuellar, Mauricio A.,Villena, Juan,Espinosa-Bustos, Christian,Fierro, Angelica,Tapia, Ricardo A.,Maya, Juan D.,Lopez-Munoz, Rodrigo,Cassels, Bruce K.,Estevez, Ramon J.,Salas, Cristian O.
, p. 4609 - 4620 (2014/10/15)
A series of new 2-aminonaphthoquinones and related compounds were synthesized and evaluated in vitro as trypanocidal and cytotoxic agents. Some tested compounds inhibited epimastigote growth and trypomastigote viability. Several compounds showed similar or higher activity and selectivity as compared with current trypanocidal drug, nifurtimox. Compound 4l exhibit higher selectivity than nifurtimox against Trypanosoma cruzi in comparison with Vero cells. Some of the synthesized quinones were tested against cancer cells and normal fibroblasts, showing that certain chemical modifications on the naphthoquinone moiety induce and excellent increase the selectivity index of the cytotoxicity (4g and 10). The results presented here show that the anti-T. cruzi activity of 2-aminonaphthoquinones derivatives can be improved by the replacement of the benzene ring by a pyridine moiety. Interestingly, the presence of a chlorine atom at C-3 and a highly lipophilic alkyl group or aromatic ring are newly observed elements that should lead to the discovery of more selective cytotoxic and trypanocidal compounds.
