Antimicrobial and mutagenic activity of some carbono- and thiocarbonohydrazone ligands and their copper(II), iron(II) and zinc(II) complexes.
Several mono- and bis- carbono- and thiocarbonohydrazone ligands have been synthesised and characterised; the X-ray diffraction analysis of bis(phenyl 2-pyridyl ketone) thiocarbonohydrazone is reported. The coordinating properties of the ligands have been studied towards Cu(II), Fe(II), and Zn(II) salts. The ligands and the metal complexes were tested in vitro against Gram positive and Gram negative bacteria, yeasts and moulds. In general, the bisthiocarbonohydrazones possess the best antimicrobial properties and Gram positive bacteria are the most sensitive microorganisms. Bis(ethyl 2-pyridyl ketone) thiocarbonohydrazone, bis(butyl 2-pyridyl ketone)thiocarbonohydrazone and Cu(H2nft)Cl2 (H2nft, bis(5-nitrofuraldehyde)thiocarbonohydrazone) reveal a strong activity with minimum inhibitory concentrations of 0.7 microgram ml-1 against Bacillus subtilis and of 3 micrograms ml-1 against Staphylococcus aureus. Cu(II) complexes are more effective than Fe(II) and Zn(II) ones. All bisthiocarbono- and carbonohydrazones are devoid of mutagenic properties, with the exception of the compounds derived from 5-nitrofuraldehyde. On the contrary a weak mutagenicity, that disappears in the copper complexes, is exhibited by monosubstituted thiocarbonohydrazones.
Bacchi
A
A
Dipartimento di Chimica Generale ed Inorganica, Chimica Analitica, Chimica Fisica, Università di Parma, Italy.
Carcelli
M
M
Pelagatti
P
P
Pelizzi
C
C
Pelizzi
G
G
Zani
F
F
D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology*; D003300:Copper / Q000737:chemistry / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004353:Drug Evaluation, Preclinical; D006835:Hydrazones / Q000737:chemistry* / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D007501:Iron / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D009152:Mutagenicity Tests; D009942:Organometallic Compounds / Q000737:chemistry* / Q000494:pharmacology*; D012475:Salmonella / Q000187:drug effects / Q000235:genetics; D013329:Structure-Activity Relationship; D015032:Zinc / Q000737:chemistry / Q000494:pharmacology*
D000900:Anti-Bacterial Agents; D006835:Hydrazones; D009942:Organometallic Compounds; C121176:bis((5-nitrofuraldehyde)thiocarbonohydrazone)copper(II); C121177:bis((butyl 2-pyridyl ketone)thiocarbonohydrazone)copper(II); C121178:bis((ethyl 2-pyridyl ketone)thiocarbonohydrazone)copper(II); D003300:Copper; D007501:Iron; D015032:Zinc