Bis(maltolato)oxovanadium(IV)

For research use only. Not for therapeutic Use.

  • CAT Number: R011259
  • CAS Number: 38213-69-3
  • Molecular Formula: C₁₂H₁₀O₇V
  • Molecular Weight: 317.15
  • Purity: ≥95%
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Bis(maltolato)oxovanadium(IV), also known BMOV is a Potent insulin mimetic. Bis(maltolato)oxovanadium(IV) normalizes glucose and lipid values and restores food and fluid intake to control levels in diabetic rats without increasing insulin levels (0.37 mmol/kg). It attenuates hyperinsulinemia and hypertension in spontaneously hypertensive rats. Its mechanism of action includes inhibition of PTP1B as well as other tyrosine phosphatases. The drug is nontoxic in vitro at useful concentrations and displays no signs of toxicity in mice at high oral doses.


Catalog Number R011259
CAS Number 38213-69-3
Synonyms

(SP-5-31)-Bis[3-(hydroxy-κO)-2-methyl-4H-pyran-4-onato-κO4]oxovanadium; BMOV;

Molecular Formula C₁₂H₁₀O₇V
Purity ≥95%
Target Metabolic Enzyme/Protease
Storage -20°C
InChI InChI=1S/2C6H6O3.O.V/c2*1-4-6(8)5(7)2-3-9-4;;/h2*2-3,8H,1H3;;/q;;;+2/p-2
InChIKey XUOLEICXAPEOSI-UHFFFAOYSA-L
SMILES O=C1C(O[V](OC2=C(C)OC=CC2=O)=O)=C(C)OC=C1
Reference

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Food Chem Toxicol. 2014 Nov;73:113-8. doi: 10.1016/j.fct.2014.08.011. Epub 2014 Aug 25. PubMed PMID: 25168077.</br> 4: Jindal S, Singh M, Balakumar P. Effect of bis (maltolato) oxovanadium (BMOV) in uric acid and sodium arsenite-induced vascular endothelial dysfunction in rats. Int J Cardiol. 2008 Aug 29;128(3):383-91. Epub 2007 Jul 20. PubMed PMID: 17658639.</br> 5: Yuen VG, Bhanot S, Battell ML, Orvig C, McNeill JH. Chronic glucose-lowering effects of rosiglitazone and bis(ethylmaltolato)oxovanadium(IV) in ZDF rats. Can J Physiol Pharmacol. 2003 Nov;81(11):1049-55. PubMed PMID: 14719040.</br> 6: Shukla R, Barve V, Padhye S, Bhonde R. Synthesis, structural properties and insulin-enhancing potential of bis(quercetinato)oxovanadium(IV) conjugate. Bioorg Med Chem Lett. 2004 Oct 4;14(19):4961-5. PubMed PMID: 15341960.</br> 7: Peters KG, Davis MG, Howard BW, Pokross M, Rastogi V, Diven C, Greis KD, Eby-Wilkens E, Maier M, Evdokimov A, Soper S, Genbauffe F. Mechanism of insulin sensitization by BMOV (bis maltolato oxo vanadium); unliganded vanadium (VO4) as the active component. J Inorg Biochem. 2003 Aug 1;96(2-3):321-30. PubMed PMID: 12888267.</br> 8: Parajón-Costa BS, Baran EJ. Vibrational spectra of bis(maltolato)oxovanadium(IV): a potent insulin mimetic agent. Spectrochim Acta A Mol Biomol Spectrosc. 2011 Jan;78(1):133-5. doi: 10.1016/j.saa.2010.09.010. Epub 2010 Sep 17. PubMed PMID: 20934377.</br> 9: Sánchez-González C, López-Chaves C, Trenzado CE, Aranda P, López-Jurado M, Gómez-Aracena J, Montes-Bayón M, Sanz-Medel A, Llopis J. Changes in iron metabolism and oxidative status in STZ-induced diabetic rats treated with bis(maltolato) oxovanadium (IV) as an antidiabetic agent. ScientificWorldJournal. 2014 Jan 5;2014:706074. doi: 10.1155/2014/706074. eCollection 2014. PubMed PMID: 24511298; PubMed Central PMCID: PMC3913100.</br> 10: Sanna D, Bíró L, Buglyó P, Micera G, Garribba E. Biotransformation of BMOV in the presence of blood serum proteins. Metallomics. 2012 Jan;4(1):33-6. doi: 10.1039/c1mt00161b. Epub 2011 Nov 17. PubMed PMID: 22094980.</br> 11: Yuen VG, Pederson RA, Dai S, Orvig C, McNeill JH. Effects of low and high dose administration of bis(maltolato)oxovanadium(IV) on fa/fa Zucker rats. Can J Physiol Pharmacol. 1996 Sep;74(9):1001-9. PubMed PMID: 8960391.</br> 12: Wei YB, Yang XD. Synthesis, characterization and anti-diabetic therapeutic potential of a new benzyl acid-derivatized kojic acid vanadyl complex. Biometals. 2012 Dec;25(6):1261-8. doi: 10.1007/s10534-012-9587-x. Epub 2012 Sep 27. PubMed PMID: 23015214.</br> 13: Sanchez-Gonzalez C, Bermudez-Peña C, Guerrero-Romero F, Trenzado CE, Montes-Bayon M, Sanz-Medel A, Llopis J. Effect of bis(maltolato)oxovanadium (IV) (BMOV) on selenium nutritional status in diabetic streptozotocin rats. Br J Nutr. 2012 Sep;108(5):893-9. doi: 10.1017/S0007114511006131. Epub 2011 Nov 16. PubMed PMID: 22085676.</br> 14: Mustafi D, Makinen MW. Structure and conformation of bis(acetylacetonato)oxovanadium(IV) and bis(maltolato)oxovanadium(IV) in solution determined by electron nuclear double resonance spectroscopy. Inorg Chem. 2005 Aug 8;44(16):5580-90. PubMed PMID: 16060607.</br> 15: Winter PW, Al-Qatati A, Wolf-Ringwall AL, Schoeberl S, Chatterjee PB, Barisas BG, Roess DA, Crans DC. The anti-diabetic bis(maltolato)oxovanadium(IV) decreases lipid order while increasing insulin receptor localization in membrane microdomains. Dalton Trans. 2012 Jun 7;41(21):6419-30. doi: 10.1039/c2dt30521f. Epub 2012 Apr 30. PubMed PMID: 22569684.</br> 16: Nischwitz V, Davies JT, Marshall D, González M, Gómez Ariza JL, Goenaga-Infante H. Speciation studies of vanadium in human liver (HepG2) cells after in vitro exposure to bis(maltolato)oxovanadium(IV) using HPLC online with elemental and molecular mass spectrometry. Metallomics. 2013 Dec;5(12):1685-97. doi: 10.1039/c3mt00143a. Epub 2013 Oct 18. PubMed PMID: 24136403.</br> 17: Iglesias-González T, Sánchez-González C, Montes-Bayón M, Llopis-González J, Sanz-Medel A. Absorption, transport and insulin-mimetic properties of bis(maltolato)oxovanadium (IV) in streptozotocin-induced hyperglycemic rats by integrated mass spectrometric techniques. Anal Bioanal Chem. 2012 Jan;402(1):277-85. doi: 10.1007/s00216-011-5286-7. Epub 2011 Aug 13. PubMed PMID: 21842199.</br> 18: Wei Y, Zhang C, Zhao P, Yang X, Wang K. A new salicylic acid-derivatized kojic acid vanadyl complex: synthesis, characterization and anti-diabetic therapeutic potential. J Inorg Biochem. 2011 Aug;105(8):1081-5. doi: 10.1016/j.jinorgbio.2011.05.008. Epub 2011 May 27. PubMed PMID: 21726771.</br> 19: Vardatsikos G, Mehdi MZ, Srivastava AK. Bis(maltolato)-oxovanadium (IV)-induced phosphorylation of PKB, GSK-3 and FOXO1 contributes to its glucoregulatory responses (review). Int J Mol Med. 2009 Sep;24(3):303-9. Review. PubMed PMID: 19639221.</br> 20: Bordbar AK, Creagh AL, Mohammadi F, Haynes CA, Orvig C. Calorimetric studies of the interaction between the insulin-enhancing drug candidate bis(maltolato)oxovanadium(IV) (BMOV) and human serum apo-transferrin. J Inorg Biochem. 2009 Apr;103(4):643-7. doi: 10.1016/j.jinorgbio.2008.10.009. Epub 2008 Oct 17. PubMed PMID: 19056126.</br></br></br>

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