Acenaphthenequinone thiosemicarbazone and its transition metal complexes: synthesis, structure, and biological activity.
The reaction of iron, nickel, copper, and zinc chlorides or acetates with acenaphthenequinone thiosemicarbazone, Haqtsc leads to the formation of novel complexes that have been characterized by spectroscopic studies (NMR, IR) and biological properties. The crystal structures of the free ligand Haqtsc 1 and of the compound [Ni(aqtsc)2].DMF 2, have also been determined by X-ray methods from diffractometer data. In 1, the conformation of the two nonequivalent molecules is governed by intramolecular hydrogen bonds, while an intermolecular hydrogen bond is responsible for dimer-like groups formation. In 2, the coordination geometry about nickel is distorted octahedral, and the two ligand molecules are terdentate monodeprotonated. Biological studies have shown that, for the first time at least up the used doses, a free ligand is active both in the inhibition of cell proliferation and in the induced differentiation on Friend erythroleukemia cells (FLC).
Rodriguez-Argüelles
M C
MC
Departamènto de Quimica Pura y Aplicada, Universidade de Vigo, Spain.
Belicchi Ferrari
M
M
Gasparri Fava
G
G
Pelizzi
C
C
Pelosi
G
G
Albertini
R
R
Bonati
A
A
Dall'Aglio
P P
PP
Lunghi
P
P
Pinelli
S
S
D000073:Acenaphthenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D002454:Cell Differentiation / Q000187:drug effects; D002455:Cell Division / Q000187:drug effects; D018360:Crystallography, X-Ray; D004273:DNA, Neoplasm / Q000096:biosynthesis; D004121:Dimethyl Sulfoxide / Q000494:pharmacology; D005622:Friend murine leukemia virus; D004915:Leukemia, Erythroblastic, Acute / Q000188:drug therapy / Q000473:pathology / Q000821:virology; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013882:Thiosemicarbazones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014407:Tumor Cells, Cultured
D000073:Acenaphthenes; D004273:DNA, Neoplasm; D009942:Organometallic Compounds; D013882:Thiosemicarbazones; C105882:acenaphthenequinone thiosemicarbazone; D004121:Dimethyl Sulfoxide