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Synthesis and evaluation of novel anti-cancer compounds (HLS/SE/DRFAPP7P/63607)

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  • Full or part time
    Prof Stanforth
  • Application Deadline
    Applications accepted all year round

Project Description

We have been interested in the synthesis of nitro-aromatic compounds as potential anti-cancer pro-drugs that can alkylate DNA [1]. Reduction of the nitro-group by the enzyme NQO1, which is often over-expressed in several types of cancerous tissue, causes activation of the drug and hence the pro-drug’s anti-cancer activity is realised. Additionally, we have also been interested in the synthesis of polycyclic nitro-heteroaromatics [2] and other polycyclic heterocycles and assessing these compounds for anti-cancer activity because they are structurally similar to natural products (eg Ellipticine, Cryptolepine) that have known anti-cancer activity. This project will involve synthetic chemistry in order to prepare potential anti-cancer agents, and analytical techniques (eg proton and carbon NMR spectroscopy, mass spectrometry etc) to establish the compounds’ structures. Evaluation of the compounds will be carried out in collaboration with colleagues. The successful applicant will join a bio-organic research group that has interests in a variety of interdisciplinary heterocyclic chemistry projects.

Informal Enquiries
Enquiries regarding this studentship should be made to: Professor Stephen Stanforth; [email protected]
For further details of how to apply, entry requirements and the application form, see
https://www.northumbria.ac.uk/research/postgraduate-research-degrees/how-to-apply/
Please ensure you quote the advert reference above on your application form.

Eligibility
For further details of how to apply, entry requirements and the application form, see
https://www.northumbria.ac.uk/research/postgraduate-research-degrees/how-to-apply/
Please ensure you quote the advert reference above on your application form.

How to Apply
For further details of how to apply, entry requirements and the application form, see
https://www.northumbria.ac.uk/research/postgraduate-research-degrees/how-to-apply/
Please ensure you quote the advert reference above on your application form.


Funding Notes

This studentship is only open to self-funding candidates. Self-funding candidates are expected to pay University fees and to provide their own living costs. In addition, a ‘bench fee’ will have to be paid to cover project running costs (at a level that will be determined specifically for each project).

References

[1] An unexpected ring contraction of two nitroaryl pro-drugs: conversion of N-(nitroaryl)-3-chloropiperidine derivatives into N-(nitroaryl)-2-chloromethylpyrrolidines, P. J. Burke, L. Chun Wong, W. Clegg, R. W. Harrington, T. C. Jenkins, R. J. Knox, I. T. Meikle and S. P. Stanforth,
Tetrahedron Lett., 2010, 51, 3918-3921.

[2] The synthesis of 2-nitroaryl-1,2,3,4-tetrahydroisoquinolines, nitro-substituted 5,6-dihydrobenzimidazo[2,1-a]isoquinoline N-oxides and related heterocycles as potential bioreducible substrates for the enzymes NAD(P)H: quinone oxidoreductase 1 and E. coli nitroreductase, P. J. Burke, L. Chun Wong, T. C. Jenkins, R. J. Knox and S. P. Stanforth, Bioorg. Med. Chem. Lett., 2011, 21, 7477-7450.

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