Synthesis and evaluation of inhibitors of cell wall biosynthesis in Mycobacterium tuberculosis

The emergence of drug-resistant strains of tuberculosis has led to a demand for the development of new antibiotics. One new target is the cell wall biosynthesis enzyme UDP-Galp mutase (UGM), which aids the formation of the bacteria’s characteristic mycolic acid cell wall. LQ10 and LQ6 were discovere...

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Main Author: May, Terry J.
Format: Thesis (University of Nottingham only)
Language:English
Published: 2016
Subjects:
Online Access:https://eprints.nottingham.ac.uk/35769/
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author May, Terry J.
author_facet May, Terry J.
author_sort May, Terry J.
building Nottingham Research Data Repository
collection Online Access
description The emergence of drug-resistant strains of tuberculosis has led to a demand for the development of new antibiotics. One new target is the cell wall biosynthesis enzyme UDP-Galp mutase (UGM), which aids the formation of the bacteria’s characteristic mycolic acid cell wall. LQ10 and LQ6 were discovered through a library screen. The synthesis of LQ10 was achieved along with 4 analogues. Another class of compounds, 2-aminothiazoles, were produced. Thirteen of these compounds were produced and along with the LQ10 analogues, initially gave encouraging results in silico. To test their biological activity, a fluorescent probe was synthesised for use in a high-throughput fluorescence polarization (FP) assay against UDP-Galp Mutase which was expressed from E. coli. The compounds were screened using the fluorescence polarisation assay initially at a concentration of 50 µM, 9 of which demonstrated >70 % inhibition of UGM. Two of which had inhibition greater than 90 %. These preliminary results suggest that some of these compounds are, and can be developed into potent UGM inhibitors. However, it should be noted that these are only single-point results due to limitations in the quantity of UGM available, and that these will need be repeated in triplicate to determine any errors and give more reliable values.
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format Thesis (University of Nottingham only)
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spelling nottingham-357692025-02-28T13:31:45Z https://eprints.nottingham.ac.uk/35769/ Synthesis and evaluation of inhibitors of cell wall biosynthesis in Mycobacterium tuberculosis May, Terry J. The emergence of drug-resistant strains of tuberculosis has led to a demand for the development of new antibiotics. One new target is the cell wall biosynthesis enzyme UDP-Galp mutase (UGM), which aids the formation of the bacteria’s characteristic mycolic acid cell wall. LQ10 and LQ6 were discovered through a library screen. The synthesis of LQ10 was achieved along with 4 analogues. Another class of compounds, 2-aminothiazoles, were produced. Thirteen of these compounds were produced and along with the LQ10 analogues, initially gave encouraging results in silico. To test their biological activity, a fluorescent probe was synthesised for use in a high-throughput fluorescence polarization (FP) assay against UDP-Galp Mutase which was expressed from E. coli. The compounds were screened using the fluorescence polarisation assay initially at a concentration of 50 µM, 9 of which demonstrated >70 % inhibition of UGM. Two of which had inhibition greater than 90 %. These preliminary results suggest that some of these compounds are, and can be developed into potent UGM inhibitors. However, it should be noted that these are only single-point results due to limitations in the quantity of UGM available, and that these will need be repeated in triplicate to determine any errors and give more reliable values. 2016-12-14 Thesis (University of Nottingham only) NonPeerReviewed application/pdf en arr https://eprints.nottingham.ac.uk/35769/1/Terry%20May%20Thesis%20-%20Synthesis%20and%20evaluation%20of%20inhibitors%20of%20cell%20wall%20biosynthesis%20in%20Mycobacterium%20tuberculosis..pdf May, Terry J. (2016) Synthesis and evaluation of inhibitors of cell wall biosynthesis in Mycobacterium tuberculosis. PhD thesis, University of Nottingham. drug resistance tuberculosis antibiotics
spellingShingle drug resistance
tuberculosis
antibiotics
May, Terry J.
Synthesis and evaluation of inhibitors of cell wall biosynthesis in Mycobacterium tuberculosis
title Synthesis and evaluation of inhibitors of cell wall biosynthesis in Mycobacterium tuberculosis
title_full Synthesis and evaluation of inhibitors of cell wall biosynthesis in Mycobacterium tuberculosis
title_fullStr Synthesis and evaluation of inhibitors of cell wall biosynthesis in Mycobacterium tuberculosis
title_full_unstemmed Synthesis and evaluation of inhibitors of cell wall biosynthesis in Mycobacterium tuberculosis
title_short Synthesis and evaluation of inhibitors of cell wall biosynthesis in Mycobacterium tuberculosis
title_sort synthesis and evaluation of inhibitors of cell wall biosynthesis in mycobacterium tuberculosis
topic drug resistance
tuberculosis
antibiotics
url https://eprints.nottingham.ac.uk/35769/