"A series of novel purine-based fluoroaryl triazoles were synthesized and assayed for their neuroprotective effects of hippocampal slice culture exposed to amyloid beta (Aß) oligomers. A monofluorinated triazole has been identified which has comparable neuroprotective effect as that of flavopiridol and roscovitine against the Aß induced neurotoxicity. Carnosine and histidine are biologically interesting antioxidants. In order to probe whether they exert their antioxidant effect through metal ion chelation, the Cu(ll) ion chelating abilities of these compounds were measured by UV-vis spectroscopy. Amyloid beta, the major component of senile plaques in Alzheimer's disease, is known to complex transition metal ions through histidine residues. In this study, using ¹H NMR titration experiments, it was shown that histidine binds strongly to Zn(II), Cu(Il), and Fe(III) ions at a biologically relevant pH (pH 7.4), with a stoichiometry of Zn(II): histidine binding of 1:2. Fluorinated boroxines, tris(2,6-difluorophenyl)boroxin (DF), tris(2,4,6- trifluorophenyl)boroxin (TF), and tris(pentafluorophenyl)boroxin (PF) were synthesized and investigated for their fluoride anion binding affinity using multinuclear Nuclear magnetic resonance (NMR) and tandem mass spectroscopic techniques. DFT calculations show that the fluoride ion complex of DF prefers unsymmetrical, covalently bound structure over the symmetrically bridged species by 12.5 kcal/mol"--Abstract, page iii.
Sitton, Oliver C., 1951-
Winiarz, Jeffrey G.
Ph. D. in Chemistry
Missouri University of Science and Technology. Department of Chemistry
Missouri University of Science and Technology
Journal article titles appearing in thesis/dissertation
- Pruine-based fluoroarl-1,2,3-triazoles: A[beta] oligomers and cell cycle protein inhibitors in Alzheimer's disease.
- NMR studies of transition metal ion binding to histidine, glutamic acid and aspartic acid: the potential metal ion binding sites of amyliod-[beta] peptide.
- Metal ion binding studies of peptide mimetics and aminoacid.
- Boron based anion receptors: synthesis, anion binding studies andAB-intio calculations.
xvi, 170 pages
© 2011 Nanditha Govindan Nair, All rights reserved.
Dissertation - Open Access
Anions -- Receptors
Metal ions -- Health aspects
Print OCLC #
Electronic OCLC #
Link to Catalog Record
Nair, Nanditha G., "Synthesis and binding studies of peptide mimetics, anion receptors, and kinase inhibitors" (2011). Doctoral Dissertations. 2093.