dc.contributor.author |
Boyd, Maruta |
en |
dc.contributor.author |
Hay, Michael |
en |
dc.contributor.author |
Boyd, Peter |
en |
dc.date.accessioned |
2011-09-06T01:58:11Z |
en |
dc.date.issued |
2006 |
en |
dc.identifier.citation |
Magnetic Resonance in Chemistry 44(10):948-954 2006 |
en |
dc.identifier.issn |
0749-1581 |
en |
dc.identifier.uri |
http://hdl.handle.net/2292/7695 |
en |
dc.description.abstract |
1H, 13C and 15N NMR measurements (1D and 2D including 1H15N gs-HMBC) have been carried out on 3-amino-1, 2,4-benzotriazine and a series of N-oxides and complete assignments established. N-Oxidation at any position resulted in large upfield shifts of the corresponding N-1 and N-2 resonances and downfield shifts for N-4 with the exception of the 3-amino-1,2,4-benzotriazine 1-oxide in which a small upfield shift of N-4 was observed. Density functional GIAO calculations of the 15N and 13C chemical shifts [B3LYP/6-31G(d)//B3LYP/6-311 + G(2d,p)] gave good agreement with experimental values confirming the assignments. The combination of 13C and 15N NMR provides an unambiguous method for assigning the 1H and 13C resonances of N-oxides of 1,2,4-benzotriazines. |
en |
dc.language |
EN |
en |
dc.publisher |
John Wiley & Sons, Ltd. |
en |
dc.relation.ispartofseries |
Magnetic Resonance in 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/0749-1581/ |
en |
dc.rights.uri |
https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm |
en |
dc.subject |
NMR |
en |
dc.subject |
H-1 NMR |
en |
dc.subject |
C-13 NMR |
en |
dc.subject |
N-15 NMR |
en |
dc.subject |
HMBC |
en |
dc.subject |
benzotriazine |
en |
dc.subject |
N-oxide |
en |
dc.subject |
tirapazamine |
en |
dc.subject |
density functional |
en |
dc.subject |
GIAO |
en |
dc.subject |
3-AMINO-1,2,4-BENZOTRIAZINE 1,4-DIOXIDE TIRAPAZAMINE |
en |
dc.subject |
ONE-ELECTRON REDUCTION |
en |
dc.subject |
CHEMICAL-SHIFTS |
en |
dc.subject |
MAGNETIC RESONANCE |
en |
dc.subject |
NATURAL-ABUNDANCE |
en |
dc.subject |
ANTICANCER DRUG |
en |
dc.subject |
TUMOR HYPOXIA |
en |
dc.subject |
SPECTROSCOPY |
en |
dc.subject |
MOLECULES |
en |
dc.title |
Complete 1H, 13C and 15N NMR Assignment of Tirapazamine and related 1,2,4-Benzotriazine N- oxides |
en |
dc.type |
Journal Article |
en |
dc.identifier.doi |
10.1002/mrc.1886 |
en |
pubs.issue |
10 |
en |
pubs.begin-page |
948 |
en |
pubs.volume |
44 |
en |
dc.rights.holder |
Copyright: 2006 John Wiley & Sons, Ltd. |
en |
dc.identifier.pmid |
16900565 |
en |
pubs.end-page |
954 |
en |
dc.rights.accessrights |
http://purl.org/eprint/accessRights/RestrictedAccess |
en |
pubs.subtype |
Article |
en |
pubs.elements-id |
66137 |
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 |
16900565 |
en |