I. I. Islamov, A. A. Makarov, I. V. Gaisin, L. U. Dzhemileva, U. M. Dzhemilev, V. A. D'yakonov, “Direct synthesis and cytotoxic activity of new macrodiolides with 2,5-disubstituted tetrahydrofuran moieties”, Mendeleev Commun., Mi mendc7457

Communications

Direct synthesis and cytotoxic activity of new macrodiolides with 2,5-disubstituted tetrahydrofuran moieties

I. I. Islamov^a, A. A. Makarov^a, I. V. Gaisin^a, L. U. Dzhemileva^b, U. M. Dzhemilev^b, V. A. D'yakonov^b

^a Institute of Petrochemistry and Catalysis, Ufa Federal Research Centre of the Russian Academy of Sciences, 450075 Ufa, Russian Federation
^b N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation

Abstract: A novel strategy for synthesizing new polyfunctional macrodiolides based on the oxidative cyclization of (1Z,5Z)-diene bonds to form 2,5-disubstituted tetrahydrofurans has been developed. The unsaturated macrodiolide was obtained using an original catalytic homo-cyclomagnesiation of O-containing 1,2-dienes (the Dzhemilev reaction). The macrocyclic compounds demonstrated cytotoxic activity in tests on Jurkat, A549, and HEK293 cell lines.

Keywords: 1,2-dienes, homo-cyclomagnesiation, 1Z,5Z-1,5-dienes, macrodiolides, substituted tetrahydrofurans, cytotoxicity.

Received: 23.09.2025
Accepted: 17.11.2025

Language: English

DOI: 10.71267/mencom.7923