dc.contributor.author |
Maroz, A |
en |
dc.contributor.author |
Shinde, Sujata |
en |
dc.contributor.author |
Franzblau, SG |
en |
dc.contributor.author |
Ma, ZK |
en |
dc.contributor.author |
Denny, William |
en |
dc.contributor.author |
Palmer, Brian |
en |
dc.contributor.author |
Anderson, Robert |
en |
dc.date.accessioned |
2011-11-17T17:25:09Z |
en |
dc.date.issued |
2010 |
en |
dc.identifier.citation |
Organic and Biomolecular Chemistry 8(2):413-418 2010 |
en |
dc.identifier.issn |
1477-0520 |
en |
dc.identifier.uri |
http://hdl.handle.net/2292/9261 |
en |
dc.description.abstract |
The one-electron reduction chemistry of the antituberculosis drug PA-824, together with a series of closely related compounds, has been investigated in irradiated anaerobic propan-2-ol solution. The protic solvent, of low dielectric constant, was chosen to mimic the environment of a water-restricting active site of a model protein, which is capable of reducing the compounds. Radiolytic reduction of the compounds containing electron donating substituents in the 2-position of the imidazole ring released nitrite, with compounds that are highly active against Mycobacterium tuberculosis exhibiting high yields of nitrite. The release of cytotoxic reactive nitrogen species through a one-electron pathway, by as yet unidentified proteins, may play a role in the activity of this class of compounds against TB. The described radiolytic quantification of nitrite release may have utility as a preliminary screening test for nitroaromatic candidate drugs against the disease. |
en |
dc.language |
EN |
en |
dc.publisher |
Royal Society of Chemistry |
en |
dc.relation.ispartofseries |
Organic & Biomolecular Chemistry |
en |
dc.rights |
Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. Details obtained from
http://www.sherpa.ac.uk/romeo/issn/1477-0520/ |
en |
dc.rights.uri |
https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm |
en |
dc.subject |
MYCOBACTERIUM-TUBERCULOSIS |
en |
dc.subject |
AQUEOUS-SOLUTION |
en |
dc.subject |
LIQUID 2-PROPANOL |
en |
dc.subject |
PULSE-RADIOLYSIS |
en |
dc.subject |
RADICALS |
en |
dc.subject |
OXIDE |
en |
dc.subject |
METRONIDAZOLE |
en |
dc.subject |
POTENTIALS |
en |
dc.title |
Release of nitrite from the antitubercular nitroimidazole drug PA-824 and analogues upon one-electron reduction in protic, non-aqueous solvent |
en |
dc.type |
Journal Article |
en |
dc.identifier.doi |
10.1039/b915877d |
en |
pubs.issue |
2 |
en |
pubs.begin-page |
413 |
en |
pubs.volume |
8 |
en |
dc.rights.holder |
Copyright: Royal Society of Chemistry |
en |
dc.identifier.pmid |
20066278 |
en |
pubs.end-page |
418 |
en |
dc.rights.accessrights |
http://purl.org/eprint/accessRights/RestrictedAccess |
en |
pubs.subtype |
Article |
en |
pubs.elements-id |
93140 |
en |
pubs.org-id |
Medical and Health Sciences |
en |
pubs.org-id |
Medical Sciences |
en |
pubs.org-id |
Auckland Cancer Research |
en |
pubs.org-id |
Science |
en |
pubs.org-id |
Science Research |
en |
pubs.org-id |
Maurice Wilkins Centre (2010-2014) |
en |
pubs.record-created-at-source-date |
2010-09-01 |
en |
pubs.dimensions-id |
20066278 |
en |