Bis(4-nitrobenzenethiolato)tetranitrosyldiiron: synthesis, structure, and pharmacological activity of a new nitric oxide (NO) donor

Санина, Н. А.; Козуб, Г. И.; ́eva, T. A. Kondrat; ́ev, A. A. Terent; Mumyatova, V. A.; Barzilovich, P. Yu.; Ovanesyan, N. S.; Алдошин, С. М.

doi:10.1007/s11172-017-1944-z

Cited by 10 publications

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“…Being effective low-toxic exogenous nitric oxide (NO) donors complementary to a human organism, low-molecular dinitrosyl complexes of tetrahedral iron involving two nitrosyl and two sulfur-containing ligands, as structural analogs of the active sites of dinitrosyl [1Fe-2S] proteins, are promising for practical application in medicine, which is the reason for the increasing interest in fundamental studies of their structural features [ 3 , 4 , 5 ]. As follows from our investigations, the activity of dinitrosyl complexes of tetrahedral iron (DNICs) and their dimers ( Figure 1 A,B) as antibacterial agents is comparable and/or higher than that of antibiotics used in clinics [ 6 , 7 , 8 , 9 , 10 ].…”

Section: Introductionmentioning

confidence: 54%

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Novel Type of Tetranitrosyl Iron Salt: Synthesis, Structure and Antibacterial Activity of Complex [FeL’2(NO)2][FeL’L”(NO)2] with L’-thiobenzamide and L”-thiosulfate

et al. 2022

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In this work a new donor of nitric oxide (NO) with antibacterial properties, namely nitrosyl iron complex of [Fe(C6H5C-SNH2)2(NO)2][Fe(C6H5C-SNH2)(S2O3)(NO)2] composition (complex I), has been synthesized and studied. Complex I was produced by the reduction of the aqueous solution of [Fe2(S2O3)2(NO)2]2− dianion by the thiosulfate, with the further treatment of the mixture by the acidified alcohol solution of thiobenzamide. Based on the structural study of I (X-ray analysis, quantum chemical calculations by NBO and QTAIM methods in the frame of DFT), the data were obtained on the presence of the NO…NO interactions, which stabilize the DNIC dimer in the solid phase. The conformation properties, electronic structure and free energies of complex I hydration were studied using B3LYP functional and the set of 6–31 + G(d,p) basis functions. The effect of an aquatic surrounding was taken into account in the frame of a polarized continuous model (PCM). The NO-donating activity of complex I was studied by the amperometry method using an “amiNO-700” sensor electrode of the “inNO Nitric Oxide Measuring System”. The antibacterial activity of I was studied on gram-negative (Escherichia coli) and gram-positive (Micrococcus luteus) bacteria. Cytotoxicity was studied using Vero cells. Complex I was found to exhibit antibacterial activity comparable to that of antibiotics, and moderate toxicity to Vero cells.

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Section: Introductionmentioning

confidence: 54%

“…Other DNICs generate NO with greater levels at their plateau. The maximum generated NO reached a value of ~60 nM for the DNIC dimer with 3-nitrothiophenol [ 42 ], ~25 nM for the DNIC dimer with 4-nitrothiophenol [ 8 ] and 10 to 20 nM for DNICs with 5-(nitrophenyl)-4-H-1,2,4-triazole-3-thiolyls [ 10 ].…”

Section: Discussionmentioning

confidence: 99%