2002
DOI: 10.1016/s0162-0134(01)00342-7
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Bis(6-ethylpicolinato)oxovanadium(IV) complex with normoglycemic activity in KK-Ay mice

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Cited by 44 publications
(39 citation statements)
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“…For the syntheses of the 5-carboalkoxypicolinic acids, 5 ROpicH (1 a ± d), the pyridine-2,5-dicarboxylic acids were converted to the dialkylesters according to known procedures. [14] Reaction with copper(ii) nitrate yielded blue copper complexes, from which the monoesters were liberated with hydrogen sulphide. [15] In the case of 1 a, 1 b and 1 c single crystals were grown out of aqueous acetone.…”
Section: Resultsmentioning
confidence: 99%
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“…For the syntheses of the 5-carboalkoxypicolinic acids, 5 ROpicH (1 a ± d), the pyridine-2,5-dicarboxylic acids were converted to the dialkylesters according to known procedures. [14] Reaction with copper(ii) nitrate yielded blue copper complexes, from which the monoesters were liberated with hydrogen sulphide. [15] In the case of 1 a, 1 b and 1 c single crystals were grown out of aqueous acetone.…”
Section: Resultsmentioning
confidence: 99%
“…[13] Synthesis of the monoesters was carried out according to Ooi and Magee, [14] with the modification that a molar ratio diester to copper(ii)nitrate of 1:1 was chosen and the reaction mixture kept at reflux for 3 h to yield the blue copper complexes [Cu(5 ROpic) 2 ], from which the ligands were liberated with H 2 S. The ligands were isolated as white or slightly yellow solids in yields of 44 to 72 %. …”
Section: Syntheses Of Compoundsmentioning
confidence: 99%
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“…The only species characterized by X-ray diffraction analysis with an axially bound water which can be used as a comparison for the octahedral complexes is that formed by 6-ethylpicolinic acid, which however possesses a carboxylate rather than an alcoholate group bound to vanadium. [41] The comparison between [VO(2-HMPH -1 ) 2 ], [VO(2-mentholpyridineH -1 ) 2 ], [39] and [VO(9-(2-pyridyl)fluoren-9-olato) 2 ]·0.5CH 2 Cl 2 [40] shows that the agreement is very good both for the distances and, mainly, for the bond angles: inwww.eurjic.org Table 5 The results demonstrate that with DFT methods it is also possible to calculate well the bond angle between the oxo group and the axial water molecule, which is 179.0 for trans-[VO(2-HMPH -1 ) 2 (H 2 O)] and 177.0°for trans-[VO(6-ethylpicolinato) 2 (H 2 O)]. [41] By going from the pentacoordinate structure of [VO(2-HMPH -1 ) 2 ] to the hexacoordinate structure of trans-[VO(2-HMPH -1 ) 2 (H 2 O)] the bond lengths remain almost unchanged (differences below 1.6 %); concerning the bond angles, N-V-N does not change significantly (from 152.1 to 153.8°), and the only structural parameter that undergoes an important deformation is the O-V-O angle (from 131.9 to 150.8°).…”
Section: Optimization Of the V Iv O Structuresmentioning
confidence: 99%
“…1), with particular emphasis on the efficacy of bis(picolinato) oxovanadium(IV) [VO(pa) 2 ] and bis(maltolato)oxovanadium(IV) [VO(mal) 2 ] complexes [20][21][22][23][24][25][26][27][28][29][30][31][32][33][34]. These two complexes have advantages for examining the structure-activity relationship by adding suitable substituents on the picolinate [20][21][22][23][24][25][26][27][28][29][30] and 3-hydroxypyrone [31][32][33][34] as leading ligands, respectively. Among them, the complexes bis(6-methylpicolinato)oxovanadium(IV) [VO(6mpa) 2 ] and bis(allixinato)oxovanadium(IV) [VO(alx) 2 ] are expected to be especially applicable to clinical use.…”
Section: Introductionmentioning
confidence: 99%