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

Library of Congress Subject Headings

Alzheimer's disease
Anions -- Receptors
Peptides
Metal ions -- Health aspects

Thesis Number

T 10165

Print OCLC #

861615976

Electronic OCLC #

861616113

Included in

Chemistry Commons

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