2,6-diacetylpyridine bis(thiosemicarbazones) zinc complexes: synthesis, structure, and biological activity.
The reaction of zinc chloride, acetate, or perchlorate with two bis(thiosemicarbazones) of 2,6-diacetylpyridine [H2daptsc = 2,6-diacetylpyridine bis(thiosemicarbazone) and H2dapipt = 2,6-diacetylpyridine bis(hydrazinopyruvoylthiosemicarbazone)] leads to the formation of four novel complexes that have been characterized by spectroscopic studies (NMR, IR) and biological properties. The crystal structures of the two compounds--[Zn(daptsc)]2.2DMF (1) and [Zn(H2dapipt)(OH2)2](CIO4)2.3H2O (2)--also have been determined by x-ray methods from diffractometer data. Compound (1) is dimeric and the two zinc atoms have a distorted octahedral coordination. The ligand is deprotonated. In compound (2), the coordination geometry about zinc is pentagonal--bipyramidal and the ligand is in the neutral form. The molecular structure of (2) consists of cations [Zn(H2dapipt)(OH2)]2+, CIO4- disordered anions, and three water molecules of solvation. Biological studies have shown that the ligands and the complexes Zn(daptsc).1/2EtOH and Zn(H2daptsc)Cl2 have an effect in vitro on cell proliferation and differentiation (inhibition); both are concentration dependent. [Zn(daptsc)]2.2DMF (1) shows the effects at lower concentration values with respect to other compounds.
Rodriguez-Argüelles
M C
MC
Departamento de Quimica Pura e Aplicada, Universidade de Vigo, Spain.
Belicchi Ferrari
M
M
Gasparri Fava
G
G
Pelizzi
C
C
Tarasconi
P
P
Albertini
R
R
Dall'Aglio
P P
PP
Lunghi
P
P
Pinelli
S
S
D002455:Cell Division / Q000187:drug effects; D018360:Crystallography, X-Ray; D004912:Erythrocytes / Q000187:drug effects; D004920:Erythropoiesis / Q000187:drug effects; D005622:Friend murine leukemia virus; D009682:Magnetic Resonance Spectroscopy; D011725:Pyridines / Q000737:chemistry / Q000494:pharmacology; D013055:Spectrophotometry, Infrared; D013882:Thiosemicarbazones / Q000737:chemistry* / Q000494:pharmacology; D014407:Tumor Cells, Cultured; D017967:Zinc Compounds / Q000737:chemistry* / Q000494:pharmacology
D011725:Pyridines; D013882:Thiosemicarbazones; D017967:Zinc Compounds