Synthesis, antibacterial, and antifungal activities of 8-quinolinealdehyde chalcogensemicarbazones and their copper(II) complexes

Abstract

The antibacterial and antifungal activities of a series of 8-quinolinealdehyde chalcogensemicarbazones have been studied. Only the selenium analog shows activity against Gram-positive bacteria. 8-Quinolinealdehyde thiosemicarbazone becomes active against the indicated bacteria upon coordination to copper(II) ions. The antibacterial activity of the obtained complexes depends on neither the nature of the anion nor the form (molecular or anionic) of the ligand. Introduction of electron-accepting groups on the amide nitrogen atom of the thiosemicarbazide fragment leads to a substantial increase in the activity. 8-Quinolinealdehyde semicarbazone as well as its copper(II) complexes do not show appreciable antibacterial activity against the test species. All investigated compounds do not exhibit any antifungal properties.

(Chalcogen)semicarbazones and their cobalt complexes differentiate HL-60 myeloid leukaemia cells and are cytotoxic towards tumor cell lines

“…A few comprehensive comparative studies of (chalcogen)semicarbazones and their complexes pointed out the importance of the chalcogen donor atom identity for biological activity. 26,30,38 Among the three types of (chalcogen) semicarbazones, thiosemicarbazones have been studied to a greater extent than semicarbazones and selenosemicarbazones. Some results indicated that sulphur compounds are more active in comparison with oxygen analogues, which showed a rather limited spectrum of biological activities.…”

“…37,39,40 Selenosemicarbazones and their metal complexes have been an area of our particular interest for years. [31][32][33][34][35][36][37][38][39][40][41][42][43][44][45][46][47]41,42 Research suggests that the mechanisms of cytotoxicity of these compounds may include the production of reactive oxygen species and oxidative stress in the complexes with 2-quinolinecarboxaldehyde selenosemicarbazone. 37 In the current study we used 8-quinolinecarboxaldehydebased (chalcogen)semicarbazones as ligands (Scheme 1), providing detailed spectroscopic and structural characterization (X-ray diffraction, XRD) of the novel cobalt complexes with oxygen and sulphur-based ligands.…”

Pro-apoptotic and pro-differentiation induction by 8-quinolinecarboxaldehyde selenosemicarbazone and its Co(iii) complex in human cancer cell lines

“…In order to obtain more active species, complexes of Pt(II), Pd(II), Zn(II), Cd(II), Au(I), Ni(II), Co(III), Ga(III), Sn(IV) and Cu(II) have been prepared and tested against malaria, 10, 24, 25 microorganisms, [3][4][5] as well as cancer cell lines. 3,11,[16][17][18][19][20][21][22][23]26 As a result of such approach metal complexes with activities better than corresponding ligands have been developed.…”

Continuous and controllable electro-fabrication of antimicrobial copper-alginate dressing for infected wounds treatment

“…Copper is one of the 26 essential nutrients in human, participating in the metabolic activities [21]. Additionally, copper has been widely reported for its broad antibacterial properties [22][23][24][25]. In 2008, copper was the first metal to receive EPA certification [26].…”