1233344-67-6Relevant academic research and scientific papers
Imidazoanthraquinone derivatives for the chromofluorogenic sensing of basic anions and trivalent metal cations
Marn-Hernndez, Cristina,Santos-Figueroa, Luis E.,Moragues, Mara E.,Raposo, M. Manuela M.,Batista, Rosa M. F.,Costa, Susana P. G.,Pardo, Teresa,Martnez-Mez, Ramn,Sancenn, Flix
, p. 10752 - 10761 (2014)
Four imidazoanthraquinone derivatives (2a-d) were synthesized and characterized and their coordination behavior against selected anions and cations tested. Acetonitrile solutions of probes showed charge-transfer absorptions in the 407-465 nm range. The four probes emitted in the 533-571 nm interval. The recognition ability of 2a-d was evaluated in the presence of F-, Cl-, Br-, I-, OCN-, BzO-, ClO4-, AcO-, HSO4-, H2PO4-, and CN-. Only F-, AcO-, and H2PO4- induced a new red-shifted absorption band that was attributed to a deprotonation process involving the amine moiety of the imidazole ring. Moreover, upon increasing quantities of F-, AcO-, and H2PO4-, moderate quenching was induced in the emission of 2a-d together with the appearance of a new red-shifted band. The UV-visible and emission behavior of the four probes in the presence of Cu2+, Co2+, Mg2+, Fe3+, Ba2+, Fe2+, Ni2+, Ca2+, Zn2+, Pb2+, Cd2+, Cr3+, Al3+, K+, and Li+ was also assessed. Only addition of Fe3+, Cr3+, and Al3+ caused a new blue-shifted band in 2a-d that was ascribed to a preferential coordination with the acceptor part of the probes. Moreover, an important quenching of the emission was observed which was ascribed to the interaction between these trivalent cations and 2a-d.
The evaluation of quinonoid compounds against Trypanosoma cruzi: Synthesis of imidazolic anthraquinones, nor-β-lapachone derivatives and β-lapachone-based 1,2,3-triazoles
da Silva Júnior, Eufranio N.,Guimar?es, Tiago T.,Menna-Barreto, Rubem F.S.,Pinto, Maria do Carmo F.R.,de Simone, Carlos A.,Pessoa, Claudia,Cavalcanti, Bruno C.,Sabino, José R.,Andrade, Carlos Kleber Z.,Goulart, Marilia O.F.,de Castro, Solange L.,Pinto, Ant?nio V.
experimental part, p. 3224 - 3230 (2010/07/08)
In continuing our screening program of naphthoquinone activity against Trypanosoma cruzi, the aetiological agent of Chagas' disease, new β-lapachone-based 1,2,3-triazoles, 3-arylamino-nor-β-lapachones, 3-alkoxy-nor-β-lapachones and imidazole anthraquinones were synthesised and evaluated against bloodstream trypomastigote forms of the parasite. Compounds 2,2-dimethyl-3-(2,4-dibromophenylamino)-2,3-dihydro-naphtho[1,2-b]furan-4,5-dione, IC50/24 h 24.9 ± 7.4 and 4-azido-3-bromo-2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione with 23.4 ± 3.8 μM showed a trypanosomicidal activity higher than benznidazole. These results demonstrate the potential of naphthoquinone derivatives as novel structures for the development of alternative drugs for Chagas' disease.
