Design and synthesis of chemical probes for investigations into sulforaphane metabolism

Albulescu, A (2022) Design and synthesis of chemical probes for investigations into sulforaphane metabolism. Doctoral thesis, LJMU.

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Abstract

Sulforaphane (1: 1-isothiocyanato-4-methylsulfinylbutane), one of several isothiocyanates (ITCs) that can be isolated from vegetables of the Brassica family, has attracted significant interest due to its chemopreventive activity. However, due to its low stability in physiological conditions and lack of distinguishing chemical features, the full complement of biological interactions has not been determined, and few synthetic analogs have been synthesized. This thesis aims to address these challenges by designing, making and testing chemical probes that mimic the structure and activity of 1 while containing moieties that allow tracing their interactions after administration in cell systems. Furthermore, we focused on assessing whether the new derivatives of 1 show improved stability and/or activity compared to the parent compound.

Item Type:	Thesis (Doctoral)
Uncontrolled Keywords:	Sulforaphane; Chemical probes; Chemopreventive; "Click" chemistry; Isothiocyanates; Organofluorine; Flow Cytometry; Fluorine NMR
Subjects:	Q Science > QD Chemistry Q Science > QH Natural history > QH301 Biology Q Science > QP Physiology R Medicine > RC Internal medicine > RC0254 Neoplasms. Tumors. Oncology (including Cancer) R Medicine > RS Pharmacy and materia medica
Divisions:	Pharmacy and Biomolecular Sciences
Date of acceptance:	4 March 2022
Date of first compliant Open Access:	27 April 2022
Date Deposited:	27 Apr 2022 08:46
Last Modified:	13 Sep 2022 13:00
DOI or ID number:	10.24377/LJMU.t.00016715
Supervisors:	Sexton, D, Coxon, C and Stewart, C
URI:	https://ljmu-9.eprints-hosting.org/id/eprint/16715

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