Issue 47, 2021

Design, synthesis and cytotoxic evaluation of a library of oxadiazole-containing hybrids

Abstract

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 oxadiazole-containing 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.

Graphical abstract: Design, synthesis and cytotoxic evaluation of a library of oxadiazole-containing hybrids

Supplementary files

Article information

Article type
Paper
Submitted
22 Jūl. 2021
Accepted
20 Aug. 2021
First published
06 Sept. 2021
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2021,11, 29741-29751

Design, synthesis and cytotoxic evaluation of a library of oxadiazole-containing hybrids

C. M. Camacho, M. G. Pizzio, D. L. Roces, D. B. Boggián, E. G. Mata, Y. Bellizzi, E. Barrionuevo, V. C. Blank and L. P. Roguin, RSC Adv., 2021, 11, 29741 DOI: 10.1039/D1RA05602F

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