Synthesis, structure, antimicrobial, and genotoxic activities of organotin compounds with 2,6-diacetylpyridine nicotinoyl- and isonicotinoylhydrazones.
A series of organotin compounds obtained from the reaction of 2,6-diacetylpyridine nicotinoyl- and isonicotinoylhydrazones with tri- and diorganotin chlorides was investigated. The IR and 119Sn NMR spectroscopic characterization of all the compounds is reported, together with the x-ray crystal structure of [SnEt2(H2dapin')]2[SnEt2Cl3]Cl3.2H2O (H2dapin' = 2,6-diacetylpyridine bis(isonicotinoylhydrazone)). The main feature in this compound is the presence of a tin atom in both the complex ionic units. The coordination polyhedron is a pentagonal bipyramid in the cation and a trigonal bipyramid in the anion. Results are discussed concerning the in vitro evaluation of antimicrobial properties and genotoxic potential of the compounds described. In all cases the complexes show a reduced antimicrobial activity as compared to that of the corresponding organotin compound. Genotoxic properties of the ligands, detected in the Ames test, disappear in the complexes.
Mazza
P
P
Istituto di Tecnica Farmaceutica, Università di Parma, Italy.
Orcesi
M
M
Pelizzi
C
C
Pelizzi
G
G
Predieri
G
G
Zani
F
F
D001419:Bacteria / Q000187:drug effects*; D004247:DNA / Q000187:drug effects*; D004249:DNA Damage; D005658:Fungi / Q000187:drug effects*; D006835:Hydrazones / Q000737:chemistry; D015394:Molecular Structure; D009152:Mutagenicity Tests; D009538:Nicotine / Q000737:chemistry; D009947:Organotin Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D011725:Pyridines / Q000737:chemistry; D012475:Salmonella / Q000187:drug effects / Q000235:genetics; D013055:Spectrophotometry, Infrared; D014961:X-Ray Diffraction
D006835:Hydrazones; D009947:Organotin Compounds; D011725:Pyridines; D009538:Nicotine; D004247:DNA