Continuous flow synthesis of lipophilic cations derived from benzoic acid as new cytotoxic chemical entities in human head and neck carcinoma cell lines
Literature Information
Publication Date
2020-08-19
DOI
10.1039/D0MD00153H
Impact Factor
0
Authors
Mabel Catalán, Vicente Castro-Castillo, Javier Gajardo-de la Fuente, Jocelyn Aguilera, Jorge Ferreira, Ricardo Ramires-Fernandez, Ivonne Olmedo, Alfredo Molina-Berríos, Charlotte Palominos, Marcelo Valencia, Marta Domínguez, José A. Souto, José A. Jara
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Abstract
Continuous flow chemistry was used for the synthesis of a series of delocalized lipophilic triphenylphosphonium cations (DLCs) linked by means of an ester functional group to several hydroxylated benzoic acid derivatives and evaluated in terms of both reaction time and selectivity. The synthesized compounds showed cytotoxic activity and selectivity in head and neck tumor cell lines. The mechanism of action of the molecules involved a mitochondrial uncoupling effect and a decrease in both intracellular ATP production and apoptosis induction.
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Source Journal
Recommended Compounds
![2,6-Di(thiophen-2-yl)dithieno[3,2-b:2',3'-d]thiophene structure](https://static.chemtradehub.com/structs/910/910788-24-8-5b70.webp "2,6-Di(thiophen-2-yl)dithieno[3,2-b:2',3'-d]thiophene structure")
2,6-Di(thiophen-2-yl)dithieno[3,2-b:2',3'-d]thiophene
CAS Number:
910788-24-8
Molecular Formula:
C16H8S5
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