@article {1598, title = {Metal complexes of maltol and close analogues in medicinal inorganic chemistry}, journal = {Chemical Society Reviews}, volume = {35}, number = {6}, year = {2006}, note = {ISI Document Delivery No.: 047UHTimes Cited: 43Cited Reference Count: 181}, pages = {545-556}, type = {Review}, abstract = {The family of hydroxypyrones and close congeners, the hydroxypyridinones, is a particularly versatile class of ligands. The most widely investigated for medicinal applications are the 3-hydroxy-4-pyrones and the 1,2- 3,2- and 3,4-hydroxypyridinones. Key features of these ligands are: a six-membered ring, with a ring N or O atom either ortho or para to a ketone group, and two ortho exocyclic oxygen atoms. Readily functionalizable, the hydroxypyrones and hydroxypyridinones allow one to achieve a range of di- and trivalent metallocomplex stabilities and can include tissue or molecular targeting features by design. Research over the past several decades has greatly expanded the array of ligands that are the subject of this critical review. Ligand applications as diverse as iron removal or supplementation, contrast agents in imaging applications, and mobilization of undesirable excess metal ions will be surveyed herein.}, keywords = {DIELS-ALDER REACTION, ENHANCED PFE(3+) VALUES, ETHYL MALTOL, evaluation, IN-VIVO, ION SEQUESTERING AGENTS, IRON-DEFICIENCY ANEMIA, MONOLAYERS, MRI CONTRAST AGENTS, ORAL, RAT SMALL-INTESTINE, SELF-ASSEMBLED, VANADYL SULFATE}, isbn = {0306-0012}, url = {://000237903700006}, author = {Thompson, K. H. and Barta, C. A. and Orvig, Chris} } @article {757, title = {Preparation and characterization of vanadyl complexes with bidentate maltol-type ligands; in vivo comparisons of anti-diabetic therapeutic potential}, journal = {Journal of Biological Inorganic Chemistry}, volume = {8}, number = {1-2}, year = {2003}, note = {ISI Document Delivery No.: 638ACTimes Cited: 62Cited Reference Count: 52}, month = {Jan}, pages = {66-74}, type = {Article}, abstract = {A series of 2-alkyl-3-hydroxy-4-pyrone oxovanadium(IV) compounds has been synthesized, characterized, and tested for bioactivity as potential insulin-enhancing agents. The vanadyl complexes, bis(maltolato)oxovanadium(IV), BMOV, bis(ethylmaltolato)oxovanadium(IV), BEOV, and bis(isopropylmaltolato) oxovanadium(IV), BIOV, were compared against vanadyl sulfate for glucose-lowering ability, when administered i.p. to STZ-diabetic rats, at a one-time dose of 0.1 mmol kg(-1) body weight. Blood levels of vanadium were determined at regular intervals, to 72 h, following i.p. injection. All complexes tested exceeded vanadyl sulfate in glucose-lowering ability; this effect was not correlated, however, with blood vanadium levels. Analysis of the pharmacokinetics of the disappearance of [ethyl-1-C-14]BEOV after an oral gavage dose (50 mg kg(-1), 0.144 mmol kg(-1), in a 10 mL kg(-1) volume of 1\% CMC solution) indicated clearly that metal ion-ligand dissociation took place relatively soon after oral ingestion of the complex. Half-lives of fast phase uptake and slow phase disappearance for C-14 and V were calculated from a two-compartment model for whole blood, plasma, liver, kidney, bone, small intestine, and lung, ranging from 17 min (t(1/2)alpha for C-14, liver) to 30 days (t(1/2)beta for V, bone). Curves of disappearance of plasma and whole blood C-14 and V diverged dramatically within the first hour after administration of the vanadium complex.}, keywords = {ABSORPTION, BIS(MALTOLATO)OXOVANADIUM(IV) BMOV, CHEMISTRY, COORDINATION MODE, ETHYL MALTOL, IN-VITRO, INSULIN MIMETIC AGENT, insulin-enhancing activity, pharmacokinetics, PHOSPHATIDYLINOSITOL 3-KINASE, POLYMORPHIC FORMS, RATS, STZ-diabetic rat, vanadyl pyrone complexes}, isbn = {0949-8257}, url = {://000180545000008}, author = {Thompson, K. H. and Liboiron, B. D. and Bellman, Yskdd and Setyawati, I. A. and Patrick, B. O. and Karunaratne, V. and Rawji, G. and Wheeler, J. and Sutton, K. and Bhanot, S. and Cassidy, C. and McNeill, J. H. and Yuen, V. G. and Orvig, Chris} }