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Bis- and tris(pyridyl)amine-oxidovanadium complexes: characteristics and insulin-mimetic potential

Nilsson, Jessica and Degerman, Eva and Haukka, Matti and Lisensky, George C and Garribba, Eugenio and Yoshikawa, Yutaka and Sakurai, Hiromu and Enyedy, Éva Anna and Kiss, Tamás and Esbak, Hossein and Rehder, Dieter and Nordlander, Ebbe (2009) Bis- and tris(pyridyl)amine-oxidovanadium complexes: characteristics and insulin-mimetic potential. DALTON TRANSACTIONS (38). pp. 7902-7911. ISSN 1477-9226

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Abstract

Two novel vanadium complexes, [VIVO(bp-O)(HSO4)] (1) and [VIVO(bp-OH)Cl2]·CH3OH (2·CH3OH), where bp-OH is 2-{[bis(pyrid-2-yl)methyl]amine}methylphenol, were prepared and structurally characterised. EPR spectra of methanol solutions of 2 suggest exchange of Cl− for CH3OH and partial conversion to [VO(bp-OH)(CH3OH)3]2+. Speciation studies on the VO2+-bpOH system in a water/dmso mixture (4:1 v/v) revealed [VO(bp-O)(H2O)n]+ as the dominating species in the pH range 2–7. The insulin-mimetic properties of 1 and 2, [VIVO(SO4)tpa] (3), [VIVO(pic-trpMe)2] (5) and the new mixed-ligand complexes [VVO(pic-trpH)tpa]Cl2 (4Cl2) and [VVO(pic-OEt)tpa]Cl2 (6Cl2), tpa = tris(pyrid-2-yl)methylamine, picH-trpH = 2-carboxypyridine-5-(L-tryptophan)carboxamide (picH-trpMe is the respective tryptophanmethyl ester), pic-OEt = 5-carboethoxypyridine-2-carboxylic acid, were evaluated with rat adipocytes, employing two lipolysis assays (release of glycerol and free fatty acids (FFA)), respectively and a lipogenesis assay (incorporation of glucose into lipids). The IC50 values for the inhibition of lipolysis in the FFA assay vary between 0.41 (±0.03) (5) and 21.2 (±0.6) mM (2), as compared to 0.81 (±0.2) mM for VOSO4.

Item Type: Article
Additional Information: Electronic supplementary information (ESI) available: Calculated (DFT) EPR parameters for 1 and 2; assay results for 1, 2 and 3 on glycerol release. CCDC reference numbers 688673 and 711845. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/b903456k
Subjects: Q Science / természettudomány > QD Chemistry / kémia
SWORD Depositor: MTMT SWORD
Depositing User: MTMT SWORD
Date Deposited: 29 Jul 2024 13:51
Last Modified: 29 Jul 2024 13:58
URI: https://real.mtak.hu/id/eprint/201066

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