A new strategy for the design of macrocycles containing tetrahydrofuran pharmacophores with anticancer activity

A new strategy for the design of macrocycles containing tetrahydrofuran pharmacophores with anticancer activity Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2026, Volume: 75, Number: 2, Pages: 533-540 Pages count : 8 DOI: 10.1007/s11172-026-4905-6

Authors

D’yakonov V.A. ¹ , Dzhemileva L.U. ¹ , Islamov I.I. ² , Makarova E.Kh. ² , Gaisin I.V. ² , Makarov A.A. ² , Dzhemilev U.M. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
2	Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences, 141 prosp. Oktyabrya, 450075, Ufa, Russian Federation

A previously unreported macrodiolide featuring a (Z,Z)-1,5-diene moiety was synthesized stereoselectively by Cp2TiCl2-catalyzed homocyclomagnesiation of functionally substituted 1,2-dienes. Subsequent Ru-catalyzed oxidative cyclization of 1,5-diene bonds within the macrocycle enabled the first synthesis of macrocyclic lactones incorporating 2,5-disubstituted tetrahydrofuran moieties as a pharmacophore. The anticancer activity of the obtained macrocyclic compounds was evaluated against Jurkat, A549, and HEK293 cell lines. The mechanism of action is proposed to be mediated by the ionophore effect of these compounds.

D’yakonov V.A. , Dzhemileva L.U. , Islamov I.I. , Makarova E.K. , Gaisin I.V. , Makarov A.A. , Dzhemilev U.M.
A new strategy for the design of macrocycles containing tetrahydrofuran pharmacophores with anticancer activity
Russian Chemical Bulletin. 2026. V.75. N2. P.533-540. DOI: 10.1007/s11172-026-4905-6 WOS Scopus OpenAlex

Submitted:	Apr 25, 2025
Published online:	Apr 11, 2026

≡ Web of science:	WOS:001738024100021
≡ Scopus:	2-s2.0-105035548647
≡ OpenAlex:	W7153614926