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

Nilsson, Jessica LU ; Degerman, Eva LU ; Haukka, Matti; Lisensky, George C; Garribba, Eugenio; Yoshikawa, Yutaka; Sakurai, Hiromu; Enyedy, Eva A; Kiss, Tamás and Esbak, Hossein, et al. (2009) In Dalton Transactions p.7902-7911
Abstract
Two novel vanadium complexes, [V(IV)O(bp-O)(HSO4)] (1) and [V(IV)O(bp-OH)Cl2] x CH3OH (2 x 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, [V(IV)O(SO4)tpa] (3), [V(IV)O(pic-trpMe)2] (5) and the new mixed-ligand complexes [V(V)O(pic-trpH)tpa]Cl2 (4Cl2) and [V(V)O(pic-OEt)tpa]Cl2 (6Cl2), tpa = tris(pyrid-2-yl)methylamine, picH-trpH =... (More)
Two novel vanadium complexes, [V(IV)O(bp-O)(HSO4)] (1) and [V(IV)O(bp-OH)Cl2] x CH3OH (2 x 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, [V(IV)O(SO4)tpa] (3), [V(IV)O(pic-trpMe)2] (5) and the new mixed-ligand complexes [V(V)O(pic-trpH)tpa]Cl2 (4Cl2) and [V(V)O(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. (Less)
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Contribution to journal
publication status
published
subject
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Dalton Transactions
issue
38
pages
7902 - 7911
publisher
Royal Society of Chemistry
external identifiers
  • wos:000270032500011
  • pmid:19771353
  • scopus:70349453833
ISSN
1477-9234
DOI
10.1039/b903456k
language
English
LU publication?
yes
id
8c1fda22-2be8-450f-be46-15d9ad1d333c (old id 1483261)
date added to LUP
2009-10-26 11:08:08
date last changed
2017-01-01 05:18:15
@article{8c1fda22-2be8-450f-be46-15d9ad1d333c,
  abstract     = {Two novel vanadium complexes, [V(IV)O(bp-O)(HSO4)] (1) and [V(IV)O(bp-OH)Cl2] x CH3OH (2 x 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, [V(IV)O(SO4)tpa] (3), [V(IV)O(pic-trpMe)2] (5) and the new mixed-ligand complexes [V(V)O(pic-trpH)tpa]Cl2 (4Cl2) and [V(V)O(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.},
  author       = {Nilsson, Jessica and Degerman, Eva and Haukka, Matti and Lisensky, George C and Garribba, Eugenio and Yoshikawa, Yutaka and Sakurai, Hiromu and Enyedy, Eva A and Kiss, Tamás and Esbak, Hossein and Rehder, Dieter and Nordlander, Ebbe},
  issn         = {1477-9234},
  language     = {eng},
  number       = {38},
  pages        = {7902--7911},
  publisher    = {Royal Society of Chemistry},
  series       = {Dalton Transactions},
  title        = {Bis- and tris(pyridyl)amine-oxidovanadium complexes: characteristics and insulin-mimetic potential.},
  url          = {http://dx.doi.org/10.1039/b903456k},
  year         = {2009},
}