DNA binding, antibacterial and antifungal activities of copper(II) complexes with some S-alkenyl derivatives of thiosalicylic acid

• Published in: Transition metal chemistry (Weinheim) 2018-03, Vol.43 (2), p.137-148
• Main Authors: Tomović, Dušan Lj, Bukonjić, Andriana M., Jevtić, Verica V., Ratković, Zoran R., Bogojeski, Jovana V., Đeković, Ana, Radojević, Ivana D., Čomić, Ljiljana R., Novaković, Slađana B., Bogdanović, Goran A., Trifunović, Srećko R., Radić, Gordana P., Cupara, Snežana
• Format: Article
• Language: English
• Subjects: Bacteria; Basal plane; Catalysis; Chemistry; Chemistry and Materials Science; Coordination compounds; Copper; Copper compounds; Crystal structure; Deoxyribonucleic acid; Derivatives; DNA; Emission analysis; Fungicides; Gram-positive bacteria; Inorganic Chemistry; Ligands; Molecular structure; Organometallic Chemistry; Oxygen atoms; Physical Chemistry; Single crystals; Structural analysis
• ISSN: 0340-4285; 1572-901X
• DOI: 10.1007/s11243-018-0201-0

The biological activities of two binuclear copper(II) complexes containing S-alkenyl derivatives of thiosalicylic acid are reported [alkenyl = propenyl ( L1 ), isobutenyl ( L2 )]. The structure of the complex with the S-isobutenyl derivative ( C2 ) was confirmed by single-crystal X-ray structure analysis, which revealed that the structure consists of centrosymmetric, dinuclear complex molecules [Cu 2 ( S - i -butenyl-thiosal) 4 (DMSO) 2 ] containing two Cu(II) centers bridged by four S-isobutyl-thiosalicylate ligands in a paddle-wheel type structure. The Cu(II) atom is situated in a distorted square-pyramidal environment formed by carboxylate oxygen atoms in the basal plane and a DMSO ligand in the axial position. The reactivities of the complexes toward guanosine-5′-monophosphate (5′-GMP) were investigated. Complex C2 ([Cu 2 ( S - i -butenyl-thiosal) 4 (H 2 O) 2 ]) reacted more rapidly with 5′-GMP than complex C1 . The interactions of complexes C1 and C2 with calf thymus DNA (CT-DNA) were examined by absorption (UV–Vis) and emission spectral studies (ethidium bromide displacement studies), revealing good DNA interaction abilities. The antimicrobial activities of the free ligands and their complexes were tested by microdilution method, and both minimal inhibitory and microbicidal concentrations were determined. All the tested substances demonstrated selective and moderate antibacterial activity on gram-positive bacteria, but low antibacterial activity on gram-negative bacteria. Also, the tested substances demonstrated low antifungal activity.