RT Journal Article
T1 Structure-antitumor activity relationships of Aza- and Diaza-Anthracene-2,9,10-Triones and their partially saturated derivativer
A1 Avendaño López, María Carmen
A1 López-Alvarado Gutiérrez, María Pilar
A1 Pérez, José María
A1 Alonso, Miguel Ángel
A1 Pascual Alfonso, Eva
A1 Ruiz Serrano, Miriam
A1 Menéndez Ramos, José Carlos
AB The 1,8-Diazaanthracene-2,9,10-triones, their 5,8-dihydro derivatives, and 1,8-diazaanthracene-2,7,9,10-tetraones, structurally related to the diazaquinomycin family of natural products, were synthesized in a regioselective fashion employing Diels-Alder strategies. These libraries were studied for their cytotoxicity in a variety of human cancer cell lines in order to establish structure-activity relationships. From the results obtained, we conclude that some representatives of the 1,8-diazaanthracene-2,9,10-trione framework show potent and selective cytotoxicity against solid tumors. Similar findings were made for the related 1-azaanthracene-2,9,10-trione derivatives, structurally similar to the marcanine natural products, which showed improved activity over their natural counterparts. An enantioselective protocol based on the use of a SAMP-related chiral auxiliary derived was developed for the case of chiral 5-substituted 1,8-diazaanthracene-2,9,10-triones, and showed that their cytotoxicity was not enantiospecific.
PB MDPI
YR 2024
FD 2024-01-18
LK https://hdl.handle.net/20.500.14352/103802
UL https://hdl.handle.net/20.500.14352/103802
LA eng
NO Avendaño C, López-Alvarado P, Pérez JM, Alonso MÁ, Pascual-Alfonso E, Ruiz-Serrano M, et al. Structure-antitumor activity relationships of Aza- and diaza-anthracene-2,9,10-triones and their partially saturated derivatives. Molecules [Internet]. 2024;29(2):489. Available from: http://dx.doi.org/10.3390/molecules29020489
NO 2024 Descuento MDPI
NO Ministerio de Ciencia e Innovacion
DS Docta Complutense
RD 4 abr 2025