University of Surrey

Test tubes in the lab Research in the ATI Dance Research

Calix-macrocycles : from synthesis and physico-chemical studies to analytical and biological applications.

El Hakawati, Nawal (2017) Calix-macrocycles : from synthesis and physico-chemical studies to analytical and biological applications. Doctoral thesis, University of Surrey.

[img] Text (PhD Thesis)
Nawal PhD Thesis 03-07-2017 .docx - Version of Record
Restricted to Repository staff only until 29 September 2018.
Available under License Creative Commons Attribution Non-commercial Share Alike.

Download (14MB) | Request a copy
[img] Text (Restriction to thesis access form)
Restricting access to the thesis form.pdf - Supplemental Material
Restricted to Repository staff only
Available under License Creative Commons Attribution Non-commercial Share Alike.

Download (83kB) | Request a copy

Abstract

The thesis deals with an investigation on calix[4] based receptors, namely calix[4]pyrrole and calix[4]arene derivatives and their use in different environmental and medical applications. The work conducted throughout this study addresses three main topics. i) The first topic discusses the ability of meso-octamethylcalix[4]pyrrole, CP to remove arsenite and arsenate anions from natural waters. Sites and nature of interaction of the receptor with the investigated anions using 1H NMR and molecular simulation studies are identified. Optimal environmental conditions led to maximal uptake of the investigated anions by CP, uptake capacity of the receptor and the kinetics of the process for the investigated anions are determined. CP was used to remove arsenic species from real water samples and its efficiency is demonstrated. ii) The second topic is related to the synthesis and structural characterisation of two thioacetamide calix[4]pyrrole derivatives namely, meso-tetramethyl-tetrakis[(diethylthiocarbamoyl)phenoxy] calix[4]-pyrrole, CPIII, and 21,22,23-tri(N,N-diethyl-thioacetamide)octamethylcalix[4]pyrrole, CPII. The selectivity of these receptors towards mercury (II) cation relative to other cations was investigated through 1H NMR, conductance and thermodynamic complexation measurements in acetonitrile. Based on the outcome of fundamental studies, a CPIII based mercury (II) ion selective electrode was constructed and its optimal working conditions were determined. The role of thermodynamics in the selection of the electrode is discussed in relation to selectivity coefficients of the primary ion relative to other cations. Another work on Hg(II)-ion selective electrode using partially substituted calix[4]arene derivative with thioacetamide moiety, namely, 5,11,17,23-tetra-tert-butyl[25,27bis(diethylthiocarbamoyl)oxy]calix[4]arene, CAII, is discussed. iii) The third topic discusses the bioactivity of CAII against human adenocarcinoma Caco-2 cell line (colorectal cancer). Cytotoxicity and cell death mechanism using flow cytometry, 1H NMR and Raman Confocal spectroscopic techniques are reported. Conclusions and suggestions for further investigations are included.

Item Type: Thesis (Doctoral)
Divisions : Theses
Authors :
NameEmailORCID
El Hakawati, NawalUNSPECIFIEDUNSPECIFIED
Date : 29 September 2017
Funders : Myself
Contributors :
ContributionNameEmailORCID
http://www.loc.gov/loc.terms/relators/THSDanil de Namor, AngelaA.Danil-De-Namor@surrey.ac.ukUNSPECIFIED
Depositing User : Nawal El Hakawati
Date Deposited : 02 Oct 2017 07:45
Last Modified : 02 Oct 2017 07:45
URI: http://epubs.surrey.ac.uk/id/eprint/842162

Actions (login required)

View Item View Item

Downloads

Downloads per month over past year


Information about this web site

© The University of Surrey, Guildford, Surrey, GU2 7XH, United Kingdom.
+44 (0)1483 300800