Ways of enhancement of biological efficiency of copper(ii) and zinc(ii) complexes: synthetic and structural aspects, thermal properties, and antimycobacterial activity

• Published in: Russian chemical bulletin Vol. 73; no. 6; pp. 1818 - 1828
• Main Authors: Koshenskova, K. A., Baravikov, D. E., Razvorotneva, L. S., Dolgushin, F. M., Bekker, O. B., Khoroshilov, A. V., Eremenko, I. L., Lutsenko, I. A.
• Format: Journal Article
• Language: English
• Published: New York Springer US 01-06-2024; Springer Nature B.V
• Subjects: Acetates; Biological activity; Biological effects; Carboxylic acids; Chemical bonds; Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Copper; Crystallization; Exothermic reactions; Full Articles; Hydrogen bonding; Hydrogen bonds; Inorganic Chemistry; Ligands; Molecular structure; Organic Chemistry; Thermal analysis; Thermodynamic properties; X-ray diffraction; Zinc compounds; mycobacterial strain; simultaneous thermal analysis; coordination compounds of copper; crystal structure; ); and zinc; oligopyridines; 5-phenylfuran-2-carboxylic acid
• ISSN: 1066-5285; 1573-9171
• DOI: 10.1007/s11172-024-4299-2

The reactions of copper(
ii
) and zinc(
ii
) acetates with anions of 5-phenylfuran-2-carboxylic acid (Hphfur) and 5-nitro-1,10-phenanthroline (nphen) or 2,2′-bipyridine (2,2′-bpy) in the MeOH/MeCN system afforded mononuclear complexes of the composition [Cu(phfur)
2
(nphen)H
2
O] (
1
) and [Zn(phfur)
2
(2,2′-bpy)]•H
2
O (
2
). The structures of these complexes were determined by X-ray diffraction analysis (XRD). According to the XRD data, the copper atom in molecular complex
1
is in a distorted square-pyramidal environment (
S
Q
(CuN
2
O
3
) = 0.68); the zinc atom in molecular complex
2
, in a distorted trigonal-bipyramidal environment (
S
Q
(ZnN
2
O
3
) = 3.87). The supramolecular level of
1
is mediated by intermolecular π–π interactions between the aromatic moieties of the ligands and represents a 3D supramolecular structure. in the structure of
2
, the water molecules of crystallization are involved in intermolecular hydrogen bonds, resulting in the formation of centrosymmetric hydrogen-bonded dimers. The supramolecular level of
2
is mediated by C—H⋯O and C—H⋯π interactions. According to the simultaneous thermal analysis, complexes
1
and
2
are characterized by different types of thermal destruction. Thus, the explosophoric groups in the ligands of compound
1
are responsible for an intense exothermic effect. The results of biological assays show a certain correlation between the type of the substituted moiety in the heterocycle and the activity against the non-pathogenic
Mycolicibacterium smegmatis
strain.