relation: http://publicatio.bibl.u-szeged.hu/29306/ title: Hybrid molecules of protoflavones and spirooxindole derivatives with selective cytotoxicity against triple-negative breast cancer cells creator: Girst Gábor creator: Lopes Elizabeth A. creator: Goncalves Lidia M. creator: Espadinha Margarida creator: Kúsz Norbert creator: Wang Hui-Chun creator: Santos Maria M. M. creator: Hunyadi Attila subject: 03.01.06. Farmakológia és gyógyszerészet description: The combination of compounds with complementary bioactivities into hybrid molecules is an emerging concept in drug discovery. In this study, we aimed to synthesize new hybrid compounds based on p53-MDM2/X protein-protein interaction spiropyrazoline oxindole-based inhibitors and ataxia telangiectasia and Rad3-related (ATR) protoflavone-based inhibitors through copper(i) catalysed azide-alkyne cycloaddition. Five new hybrids were prepared along with three representative reference fragments. The compounds were tested against human breast cancer cell lines MCF-7 (hormone-dependent, wild-type p53) and MDA-MB-231 (triple-negative, mutant p53). Most of the new hybrids were more cytotoxic than their reference fragments and several showed 2-4 times selective toxicity against MDA-MB-231 cells. Relevant pharmacological benefit gained from the hybrid coupling was further confirmed by virtual combination index calculations using the Chou method. Compound 13 modulated doxorubicin-induced DNA damage response through inhibiting the ATR-dependent activation of Chk-1, while increasing the activation of Chk-2. Our results suggest that the new hybrids may serve as new leads against triple negative breast cancer. date: 2023 type: Folyóiratcikk type: PeerReviewed format: text identifier: http://publicatio.bibl.u-szeged.hu/29306/1/d3md00251a.pdf identifier: Girst Gábor; Lopes Elizabeth A.; Goncalves Lidia M.; Espadinha Margarida; Kúsz Norbert; Wang Hui-Chun; Santos Maria M. M.; Hunyadi Attila: Hybrid molecules of protoflavones and spirooxindole derivatives with selective cytotoxicity against triple-negative breast cancer cells. RSC MEDICINAL CHEMISTRY, 14 (9). pp. 1778-1786. ISSN 2632-8682 (2023) identifier: doi:10.1039/d3md00251a relation: https://doi.org/10.1039/d3md00251a relation: 34261677 language: eng relation: info:eu-repo/semantics/altIdentifier/doi/10.1039/d3md00251a rights: info:eu-repo/semantics/openAccess