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

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 IC<sub>50 </sub>and SI values of the leading compounds exceed those for 5-fluorouracil by a factor of 3.7 and 2.2, respectively.

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Journal
Mendeleev Communications
Published
2025-01-01
DOI
https://doi.org/10.71267/mencom.7750
Primary Topic
Synthesis and biological activity
Type
article
Field-Weighted Citation Impact
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New 7-azacoumarin-3-carboxamide phosphonium salts: cytotoxicity and the Wittig olefination

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

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article en

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 IC<sub>50 </sub>and SI values of the leading compounds exceed those for 5-fluorouracil by a factor of 3.7 and 2.2, respectively.

Mendeleev CommunicationsVol. 35(5)
Korkyt Ata Kyzylorda State University (KZ), A.E. Arbuzov Institute of Organic and Physical Chemistry (RU), Kazan State Technological University (RU)
Ministry of Education and Science of the Russian Federation, Ministry of Education and Science of the Republic of Kazakhstan
Openalex Percentile: Top 85%
Synthesis and biological activity
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