363159-42-6Relevant articles and documents
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.
Studies on the chemistry of 2-[3-(2-nitrophenyl)-2-oxopropyl]benzaldehydes: Novel syntheses of 5h-benzo[b]carbazole-6,11-diones and indolo[1,2-b] isoquinoline-6,11-diones
Fernandez, Marcos
experimental part, p. 3051 - 3060 (2009/12/29)
Syntheses of 5H-benzo[b]carbazole-6,11-diones and indolo[1,2-b] isoquinoline-6,11-diones are described. Both compounds are synthesized from 2-[3-(2-nitrophenyl)-2-oxopropyl]benzaldehydes, which were obtained from commercially available indan-1-ones in six
Palladium mediated total synthesis of o-acetylphenylacetic acids: A general route to indolo[2,3-b]naphthalene-6,11-diones
Cruces, Jacobo,Estévez, Juan C,Castedo, Luis,Estévez, Ramón J
, p. 4825 - 4827 (2007/10/03)
Here we describe a new, efficient general synthesis of o-acetylphenylacetic acids by Heck palladium-catalyzed arylation of n-butyl vinyl ether with o-bromophenylacetic acids, and its application to the synthesis of indolo[2,3-b]naphthalene-6,11-diones.