BLANK viviana Claudia
Design, synthesis and cytotoxic evaluation of a library of oxadiazole-containing hybrids
CAMACHO, CRISTIÁN M.; PIZZIO, MARIANELA G.; ROCES, DAVID L.; BOGGIÁN, DORA B.; MATA, ERNESTO G.; BELLIZZI, YANINA; BARRIONUEVO, ELIZABETH; BLANK, VIVIANA C.; ROGUIN, LEONOR P.
Royal Society of Chemistry
Año: 2021 vol. 11 p. 29741 - 29751
The development of hybrid compounds led to the discovery of new pharmacologically active agents for some of the most critical diseases, including cancer. Herein, we describe a new series of oxadiazolecontaining structures designed by a molecular hybridization approach. Penicillin derivatives and amino acids were linked to amino acid and aromatic moieties through the formation of a 1,2,4-oxadiazole ring. Alternatively, condensation between amino acid-derived hydrazides and an activated penicillanic acid led to a series of 1,3,4-oxadiazole penicillin-containing hybrids and non-cyclized diacylhydrazides. From the cytotoxicity assays it is highlighted that two 1,2,4-oxadiazoles and one 1,3,4-oxadiazole connecting a penicillin and aliphatic amino acids displayed a high degree of cytotoxic selectivity, ranging between being three and four times more potent against tumor cells than normal cells. The results give a very interesting perspective suggesting that these hybrid compounds can offer a novel antitumor scaffold with promising cytotoxicity profiles.