Synthesis of glycoconjugates for Boron Neutron Capture Therapy

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http://urn.fi/URN:NBN:fi:hulib-201909093457
Title: Synthesis of glycoconjugates for Boron Neutron Capture Therapy
Author: Jelena, Matovic
Contributor: University of Helsinki, Faculty of Science
Publisher: Helsingin yliopisto
Date: 2019
URI: http://urn.fi/URN:NBN:fi:hulib-201909093457
http://hdl.handle.net/10138/305343
Thesis level: master's thesis
Abstract: Boron Neutron Capture Therapy is a binary cancer treatment based on the nuclear capture and fission reaction which occur when 10B is irradiated with low energy thermal neutrons. BNCT has throughout the years shown noticeable clinical results with the boron delivery agents that are currently available for testing. However, these delivery agents display deficiencies on multiple frontiers. My goal was to synthesize three different carbohydrate delivery agents for BNCT. Carbohydrate delivery agents have great potential for multiple reasons. They have low toxicity, high aqueous solubility and a high amount of boron atoms can be attached to a single molecule. These three synthesized molecules, 6-O-o-carboranylmethyl-D-glucopyranose, (O)-carboranylmethyl -D-glucopyranoside, (O)-carboranylmethyl -D-glucopyranoside, consist out of a glucose moiety and a carborane cage at both anomeric positions 1 as well as position 6. The synthetic pathways developed were 5-6 steps long and the overall yields varied between 13-15%. The synthesized molecules are currently undergoing biological evaluation.
Discipline: none


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