Synthesis, characterization, and biological relevance of hydroxypyrone and hydroxypyridinone complexes of molybdenum

We have prepared a number of complexes of the type cis-MoO 2 L 2 where L represents a hydroxypyronato or hydroxypyridinonato ligand. Both the maltol (3-hydroxy-2-methyl-4-pyrone, Hma) and kojic acid (5-hydroxy-2-hydroxymethyl-4-pyrone, Hka) complexes, cis-MoO 2 (ma) 2 ( 1 ) and cis-MoO 2 (ka) 2 ( 2...

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Veröffentlicht in:Canadian journal of chemistry 1999-07, Vol.77 (7), p.1249-1261
Hauptverfasser: Lord, Sarah J, Epstein, Noah A, Paddock, Robert L, Vogels, Christopher M, Hennigar, Tracy L, Zaworotko, Michael J, Taylor, Nicholas J, Driedzic, William R, Broderick, Tom L, Westcott, Stephen A
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Sprache:eng
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Zusammenfassung:We have prepared a number of complexes of the type cis-MoO 2 L 2 where L represents a hydroxypyronato or hydroxypyridinonato ligand. Both the maltol (3-hydroxy-2-methyl-4-pyrone, Hma) and kojic acid (5-hydroxy-2-hydroxymethyl-4-pyrone, Hka) complexes, cis-MoO 2 (ma) 2 ( 1 ) and cis-MoO 2 (ka) 2 ( 2 ), have been characterized by X-ray diffraction studies. The pyrone ligands are bound to molybdenum in a cis bidentate fashion via the deprotonated hydroxyl groups and the ketone moieties. Crystals of 1 are orthorhombic, a = 12.107 (1), b = 8.6169 (8), c = 16.472 (1) Å, Z = 4, space group Pca2 1 , and those of 2 are monoclinic, a = 8.4591 (5), b = 16.3453 (10), c = 10.2954 (7) Å, = 103.0320 (10)°, Z = 4, space group P2 1 /c. Hydroxypyridinone molybdenum complexes have been prepared for both maltol and kojic acid derivatives with the substituents Me, n-Pr, CH 2 Ph, Ph at the ring nitrogen. Crystals of the 3-hydroxy-2-methyl-1-phenyl-4-pyridinone (Hppp) derivative, MoO 2 (ppp) 2 ( 9 ), are monoclinic, a = 10.9476 (6), b = 13.5353 (9), c = 17.4877 (10) Å, = 93.465 (4)°, Z = 4, space group P2 1 /n. Initial investigations into the effects molybdenum compounds have on diabetic hearts are presented. Both Na 2 MoO 4 (used as a control) and 1 were effective in lowering blood glucose and free fatty acid levels. Diabetic rats treated with molybdate showed significant improvements in postischemic cardiac function.Key words: molybdenum, hydroxypyrones, hydroxypyridinones, heart function.
ISSN:0008-4042
1480-3291
DOI:10.1139/v99-111