Person:
López-Alvarado Gutiérrez, María Pilar

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First Name
María Pilar
Last Name
López-Alvarado Gutiérrez
URI
https://hdl.handle.net/20.500.14352/77743
Affiliation
Universidad Complutense de Madrid
Faculty / Institute
Farmacia
Department
Química en Ciencias Farmacéuticas
Area
Química Orgánica
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    Structure-antitumor activity relationships of Aza- and Diaza-Anthracene-2,9,10-Triones and their partially saturated derivativer
    (Molecules, 2024) Avendaño López, María Carmen; López-Alvarado Gutiérrez, María Pilar; Pérez, José María; Alonso, Miguel Ángel; Pascual Alfonso, Eva; Ruiz Serrano, Miriam; Menéndez Ramos, José Carlos
    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.