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Mendeleev Commun., 2025 Volume 35, Issue 5, Pages 537–539 (Mi mendc7300)

Communications

New 7-azacoumarin-3-carboxamide phosphonium salts: cytotoxicity and the Wittig olefination

A. V. Trifonova, N. O. Appazovbc, R. Kh. Bagautdinovaa, L. K. Kibardinaa, M. A. Pudovika, A. P. Lyubinaa, A. D. Voloshinaa, A. S. Gazizova, A. E. Tolegend, N. A. Togyzbayevab, K. Kh. Darmagambetb, R. A. Turmanovbe, E. A. Chugunovaa, A. R. Burilova

a A. E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, 420088 Kazan, Russian Federation
b Korkyt Ata Kyzylorda University, 120014 Kyzylorda, Kazakhstan
c ‘CNEC’ LLP, 120001 Kyzylorda, Kazakhstan
d Department of Oil, Chemistry and Nanotechnology, Kazan National Research Technological University, 420015 Kazan, Russian Federation
e ‘DPS Kyzylorda’ LLP, 120008 Kyzylorda, Kazakhstan

Abstract: New phosphonium salts synthesized from 5-chloromethyl-8-methyl-7-azacoumarin-3-carboxamides and triphenylphosphine upon the Wittig reaction with aromatic aldehydes give the corresponding 5-styryl-7-azacoumarin derivatives. The cytotoxic activity of some phosphonium salts against cancer cell lines M-HeLa and HuTu-80 is equal to or superior to that of the reference 5-fluorouracil. The IC50 and SI values of the leading compounds exceed those for 5-fluorouracil by a factor of 3.7 and 2.2, respectively.

Keywords: azacoumarin, carboxamides, triphenylphosphonium salts, Wittig reaction, cytotoxicity.

Received: 20.02.2025
Accepted: 25.04.2025

Language: English

DOI: 10.71267/mencom.7750



© Steklov Math. Inst. of RAS, 2025