dc.contributor.author |
Gamage, Swarna A |
|
dc.contributor.author |
Spicer, Julie A |
|
dc.contributor.author |
Tsang, Kit Y |
|
dc.contributor.author |
O'Connor, Patrick D |
|
dc.contributor.author |
Flanagan, Jack U |
|
dc.contributor.author |
Lee, Woo-Jeong |
|
dc.contributor.author |
Dickson, James MJ |
|
dc.contributor.author |
Shepherd, Peter R |
|
dc.contributor.author |
Denny, William A |
|
dc.contributor.author |
Rewcastle, Gordon W |
|
dc.coverage.spatial |
Germany |
|
dc.date.accessioned |
2022-03-07T23:29:36Z |
|
dc.date.available |
2022-03-07T23:29:36Z |
|
dc.date.issued |
2019-4 |
|
dc.identifier.issn |
1861-4728 |
|
dc.identifier.uri |
https://hdl.handle.net/2292/58514 |
|
dc.description.abstract |
Using a scaffold-hopping approach, imidazo[1,2-a]pyridine analogues of the ZSTK474 (benzimidazole) class of phosphatidylinositol 3-kinase (PI3K) inhibitors have been synthesized for biological evaluation. Compounds were prepared using a heteroaryl Heck reaction procedure, involving the palladium-catalysed coupling of 2-(difluoromethyl)imidazo[1,2-a]pyridines with chloro, iodo or trifluoromethanesulfonyloxy (trifloxy) substituted 1,3,5-triazines or pyrimidines, with the iodo intermediates being preferred in terms of higher yields and milder reaction conditions. The new compounds maintain the PI3K isoform selectivity of their benzimidazole analogues, but in general show less potency. |
|
dc.format.medium |
Print-Electronic |
|
dc.language |
eng |
|
dc.publisher |
Wiley |
|
dc.relation.ispartofseries |
Chemistry, an Asian journal |
|
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. |
|
dc.rights.uri |
https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm |
|
dc.subject |
Humans |
|
dc.subject |
Pyridines |
|
dc.subject |
Enzyme Inhibitors |
|
dc.subject |
Molecular Structure |
|
dc.subject |
Structure-Activity Relationship |
|
dc.subject |
Dose-Response Relationship, Drug |
|
dc.subject |
Phosphatidylinositol 3-Kinases |
|
dc.subject |
Phosphoinositide-3 Kinase Inhibitors |
|
dc.subject |
biological activity |
|
dc.subject |
cross-coupling |
|
dc.subject |
hydrogen bonds |
|
dc.subject |
inhibitors |
|
dc.subject |
kinases |
|
dc.subject |
scaffold hopping |
|
dc.subject |
Dose-Response Relationship, Drug |
|
dc.subject |
Enzyme Inhibitors |
|
dc.subject |
Humans |
|
dc.subject |
Molecular Structure |
|
dc.subject |
Phosphatidylinositol 3-Kinases |
|
dc.subject |
Phosphoinositide-3 Kinase Inhibitors |
|
dc.subject |
Pyridines |
|
dc.subject |
Structure-Activity Relationship |
|
dc.subject |
Science & Technology |
|
dc.subject |
Physical Sciences |
|
dc.subject |
Chemistry, Multidisciplinary |
|
dc.subject |
Chemistry |
|
dc.subject |
biological activity |
|
dc.subject |
cross-coupling |
|
dc.subject |
hydrogen bonds |
|
dc.subject |
inhibitors |
|
dc.subject |
kinases |
|
dc.subject |
scaffold hopping |
|
dc.subject |
PALLADIUM-CATALYZED ARYLATION |
|
dc.subject |
CLASS-I |
|
dc.subject |
BIOLOGICAL EVALUATION |
|
dc.subject |
SELECTIVE PI3K-BETA |
|
dc.subject |
PI3K PATHWAY |
|
dc.subject |
DISCOVERY |
|
dc.subject |
POTENT |
|
dc.subject |
PTEN |
|
dc.subject |
DERIVATIVES |
|
dc.subject |
MECHANISMS |
|
dc.subject |
0305 Organic Chemistry |
|
dc.subject |
03 Chemical Sciences |
|
dc.title |
Synthesis and Evaluation of Imidazo[1,2-a]pyridine Analogues of the ZSTK474 Class of Phosphatidylinositol 3-Kinase Inhibitors. |
|
dc.type |
Journal Article |
|
dc.identifier.doi |
10.1002/asia.201801762 |
|
pubs.issue |
8 |
|
pubs.begin-page |
1249 |
|
pubs.volume |
14 |
|
dc.date.updated |
2022-02-23T18:08:58Z |
|
dc.rights.holder |
Copyright: The author |
en |
pubs.author-url |
https://www.ncbi.nlm.nih.gov/pubmed/30714356 |
|
pubs.end-page |
1261 |
|
pubs.publication-status |
Published |
|
dc.rights.accessrights |
http://purl.org/eprint/accessRights/RestrictedAccess |
en |
pubs.subtype |
Journal Article |
|
pubs.elements-id |
780176 |
|
dc.identifier.eissn |
1861-471X |
|
pubs.online-publication-date |
2019-3-12 |
|