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New Vanadium( V ) Complexes with Salicylaldehyde Semicarbazone Derivatives: Synthesis, Characterization, and in vitro Insulin‐Mimetic Activity − Crystal Structure of [V v O 2 (salicylaldehyde semicarbazone)]
Author(s) -
Noblía Pabla,
Baran Enrique J.,
Otero Lucía,
Draper Patricia,
Cerecetto Hugo,
González Mercedes,
Piro Oscar E.,
Castellano Eduardo E.,
Inohara Toshifumi,
Adachi Yusuke,
Sakurai Hiromu,
Gambino Dinorah
Publication year - 2004
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200300421
Subject(s) - chemistry , salicylaldehyde , semicarbazone , vanadium , crystal structure , deprotonation , ligand (biochemistry) , square pyramidal molecular geometry , stereochemistry , crystallography , medicinal chemistry , inorganic chemistry , schiff base , organic chemistry , receptor , ion , biochemistry
Abstract The new dioxo(semicarbazone)vanadium( V ) complexes cis ‐VO 2 L, where L = salicylaldehyde semicarbazone (L 1 ), salicylaldehyde 4‐ n ‐butylsemicarbazone (L 2 ), or salicylaldehyde 4‐(2‐naphthyl)semicarbazone (L 3 ), have been synthesized, characterized by 1 H and 13 C NMR and FTIR spectroscopy and tested for bioactivity as potential insulin‐mimetic agents. All dioxovanadium( V ) complexes exhibited essentially no in vitro insulin‐mimetic activity, but the VO 2 L 2 complex developed activity in the presence of ascorbic acid, similar to that of vanadyl sulfate. The molecular structure of the novel complex VO 2 L 1 has been solved by X‐ray diffraction methods. It crystallizes in the tetragonal space group P 4 2 / n with a = 12.7674(7), c = 11.5308(5) Å, and Z = 8. The vanadium atom is in a distorted square‐pyramidal coordination, with L 1 acting as a tridentate ligand through its azomethyne nitrogen atom, carbonyl oxygen atom and deprotonated phenol oxygen atom. The coordination sphere is completed by two oxo ligands at cis positions. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)