Doctoral Dissertations
Abstract
"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.
Advisor(s)
Reddy, Prakash
Committee Member(s)
Kapila, Shubhender
Ma, Yinfa
Sinn, Ekkehard
Sitton, Oliver C., 1951-
Winiarz, Jeffrey G.
Department(s)
Chemistry
Degree Name
Ph. D. in Chemistry
Sponsor(s)
Missouri University of Science and Technology. Department of Chemistry
Publisher
Missouri University of Science and Technology
Publication Date
2011
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.
Pagination
xvi, 170 pages
Note about bibliography
Includes bibliographical references.
Rights
© 2011 Nanditha Govindan Nair, All rights reserved.
Document Type
Dissertation - Open Access
File Type
text
Language
English
Subject Headings
Alzheimer's diseaseAnions -- ReceptorsPeptidesMetal ions -- Health aspects
Thesis Number
T 10165
Print OCLC #
861615976
Electronic OCLC #
861616113
Recommended Citation
Nair, Nanditha G., "Synthesis and binding studies of peptide mimetics, anion receptors, and kinase inhibitors" (2011). Doctoral Dissertations. 2093.
https://scholarsmine.mst.edu/doctoral_dissertations/2093