Effect of F Substituents in Thiophenol on the Structure and Properties of µ2-S-(Difluorothiolate)tetranitrosyl Iron Binuclear Complexes

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Abstract

Two new neutral binuclear tetranitrosyl iron complexes of general formula [Fe2R2(NO)4] with R = 2,4-difluorothiophenyl (complex 1) and 3,4-difluorothiophenyl (complex 2), donors of nitrogen monoxide (NO), were prepared. The complexes were characterized by single-crystal X-ray diffraction, IR, Mössbauer, EPR spectroscopy, and elemental analysis. The antibacterial activity and cytotoxicity of complex 1, complex 2, and previously synthesized [
(NO)4] with R'= 2,4-dichlorothiophenyl (complex 3) were studied for the first time. The “amount of NO–biological activity” correlations were analyzed depending on the nature and position of the substituent in the thiophenyl ligand. Complex 2 was found to have antibacterial activity that was four times as high as that of the known antibiotic kanamycin. The anti-biofilm activity of complex 2 was studied; it inhibited 46% of biofilm formation and destroyed 32% of M. Luteus biofilms, surpassing the effects of the reference drugs kanamycin and ampicillin.

About the authors

N. A. Sanina

Federal Research Center for Problems in Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences; Moscow State University; State University of Education

Email: sanina@icp.ac.ru
142432, Chernogolovka, Moscow oblast, Russia; 119991, Moscow, Russia; 141014, Mytishchi, Moscow oblast, Russia

A. S. Konyukhova

Federal Research Center for Problems in Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences; Moscow State University

Email: sanina@icp.ac.ru
142432, Chernogolovka, Moscow oblast, Russia; 119991, Moscow, Russia

D. V. Korchagin

Federal Research Center for Problems in Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences

Email: sanina@icp.ac.ru
142432, Chernogolovka, Moscow oblast, Russia

N. S. Ovanesyan

Federal Research Center for Problems in Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences

Email: sanina@icp.ac.ru
142432, Chernogolovka, Moscow oblast, Russia

A. V. Kulikov

Federal Research Center for Problems in Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences

Email: sanina@icp.ac.ru
142432, Chernogolovka, Moscow oblast, Russia

V. A. Mumyatova

Federal Research Center for Problems in Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences

Email: sanina@icp.ac.ru
142432, Chernogolovka, Moscow oblast, Russia

A. A. Terent’ev

Federal Research Center for Problems in Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences; Moscow State University; State University of Education

Email: sanina@icp.ac.ru
142432, Chernogolovka, Moscow oblast, Russia; 119991, Moscow, Russia; 141014, Mytishchi, Moscow oblast, Russia

S. M. Aldoshin

Federal Research Center for Problems in Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: sanina@icp.ac.ru
142432, Chernogolovka, Moscow oblast, Russia

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Copyright (c) 2023 Н.А. Санина, А.С. Конюхова, Д.В. Корчагин, Н.С. Ованесян, А.В. Куликов, В.А. Мумятова, А.А. Терентьев, С.М. Алдошин