LOW-TOXICITY AMINOPHOSPHONIUM SALTS HAVING ANTICANCER ACTIVITY, AND METHOD FOR PREPARING THEM Russian patent published in 2025 - IPC C07F9/54 A61K31/66 A61P31/04 A61P35/00 

Abstract RU 2836726 C1

FIELD: chemistry.

SUBSTANCE: invention relates to low-toxicity aminophosphonium salts of formula I. Method of producing aminophosphonium salts of formula I according to the invention involves reaction in an equimolar amount of compounds of formula II, where R1 = NEt2 or Ph, R2 = NEt2 or Ph, with 1-iodoalkanes – 1-iodohexane, 1-iodoctane, 1-iodononane or 1-iododecane – in acetonitrile in an inert medium, followed by extraction of the end product. Invention relates to the use of aminophosphonium salts of formula I as compounds having anti-tumour activity against glioblastoma T98G, cervical adenocarcinoma M-HeLa, hepatic adenocarcinoma HepG2, pancreatic adenocarcinoma PANC-1, human duodenal adenocarcinoma HuTu80, breast adenocarcinoma MCF7, lung adenocarcinoma A549, ovarian adenocarcinoma SK-OV-3, prostate adenocarcinoma PC3 and prostate adenocarcinoma DU-145; a, R1 = R2 = NEt2, R = C6H13; b, R1 = R2 = NEt2, R = C8H17; c, R1 = R2 = NEt2, R = C9H19; d, R1 = R2 = NEt2, R = C10H21; e, R1 = Ph, R2 = NEt2, R = C6H13; f, R1 = Ph, R2 = NEt2, R = C8H17; g, R1 = Ph, R2 = NEt2, R = C9H19; h, R1 = Ph, R2 = NEt2, R = C10H21; i, R1 = R2 = Ph, R = C6H13; j, R1 = R2 = Ph, R = C8H17; k, R1 = R2 = Ph, R = C9H19; l, R1 = R2 = Ph, R = C10H21.

EFFECT: aminophosphonium salts possessing cytotoxicity with respect to cancer cells, providing targeted delivery of compounds to tumour cells, capable of effectively leading to apoptosis via an internal mitochondrial pathway, thereby inhibiting the growth of cancer cells.

3 cl, 4 tbl, 5 dwg

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Authors

Mironov Vladimir Fedorovich

Dimukhametov Mudaris Nurgaleevich

Nemtarev Andrej Vladimirovich

Tsepaeva Olga Viktorovna

Voloshina Aleksandra Dmitrievna

Vyshtakalyuk Aleksandra Borisovna

Lyubina Anna Pavlovna

Sapunova Anastasiya Sergeevna

Gumarova Dinara Fanisovna

Dates

2025-03-20Published

2024-04-24Filed