19101-00-9Relevant articles and documents
Continuous flow synthesis of lipophilic cations derived from benzoic acid as new cytotoxic chemical entities in human head and neck carcinoma cell lines
Aguilera, Jocelyn,Castro-Castillo, Vicente,Ferreira, Jorge,Gajardo-De La Fuente, Javier,Olmedo, Ivonne,Palominos, Charlotte,Ramires-Fernandez, Ricardo,Valencia, Marcelo,Catalán, Mabel,Domínguez, Marta,Jara, José A.,Molina-Berríos, Alfredo,Souto, José A.
, p. 1210 - 1225 (2020)
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. This journal is
METABOLICALLY STABLE PRODRUGS
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Paragraph 00103; 00104, (2020/01/24)
Provided are prodrugs of various therapeutic agents that provide enhanced bioavilabilty of the therapeutic agent, and methods of treatment conditions in a subject by administration of the one or prodrugs. As provided herein a prodrug includes a therapeutic agent covalently attached to a cap, the cap having a structure according to formula (I) where: R1 is a branched or linear substituted or unsubstituted C2-C6 alkyl, alkenyl, or alkynl; X is -S(0)2-; R2 is a branched or linear substituted or unsubstituted C4-C20 alkyl, alkenyl, or alkynyl; and R3 is -H, C3-C5 cycloalkyl, C3-C5 cycloheteroalkyl, -C(CH3)3, -CF3, -C(CF3)3, or a substituted or unsubstituted phenyl.
Antiproliferative and uncoupling effects of delocalized, lipophilic, cationic gallic acid derivatives on cancer cell lines. Validation in vivo in singenic mice
Jara, José A.,Castro-Castillo, Vicente,Saavedra-Olavarría, Jorge,Peredo, Liliana,Pavanni, Mario,Ja?a, Fabián,Letelier, María Eugenia,Parra, Eduardo,Becker, María Inés,Morello, Antonio,Kemmerling, Ulrike,Maya, Juan Diego,Ferreira, Jorge
, p. 2440 - 2454 (2014/04/17)
Tumor cells principally exhibit increased mitochondrial transmembrane potential (Δψm) and altered metabolic pathways. The therapeutic targeting and delivery of anticancer drugs to the mitochondria might improve treatment efficacy. Gallic acid e