Synthesis of 2-Substituted 9-Oxa-Guanines {5-Aminooxazolo 5,4-D Pyrimidin-7(6H)-Ones} and 9-Oxa-2-Thio-Xanthines{5-Mercaptooxazolo 5,4-D Pyrimidin-7(6H)-Ones}
| dc.contributor.utaustinauthor | Mandal, Subrata | en_US |
| dc.contributor.utaustinauthor | Li, Wen Tai | en_US |
| dc.contributor.utaustinauthor | Bai, Yan | en_US |
| dc.contributor.utaustinauthor | Robertus, Jon D. | en_US |
| dc.contributor.utaustinauthor | Kerwin, Sean M. | en_US |
| dc.creator | Mandal, Subrata | en_US |
| dc.creator | Li, Wen Tai | en_US |
| dc.creator | Bai, Yan | en_US |
| dc.creator | Robertus, Jon D. | en_US |
| dc.creator | Kerwin, Sean M. | en_US |
| dc.date.accessioned | 2016-10-28T19:53:03Z | |
| dc.date.available | 2016-10-28T19:53:03Z | |
| dc.date.issued | 2008-07 | en_US |
| dc.description.abstract | Oxazolo[5,4-d] pyrimidines can be considered as 9-oxa-purine analogs of naturally occurring nucleic acid bases. Interest in this ring system has increased due to recent reports of biologically active derivatives. In particular, 5-aminooxazolo[5,4-d]pyrimidine-7(6H)-ones (9-oxa-guanines) have been shown to inhibit ricin. The preparation of a series of 2-substituted 5-aminooxazolo[5,4-d] pyrimidin-7(6H)-ones and related 5-thio-oxazolo[5,4-d] pyrimidines is described, including analogs suitable for further elaboration employing "click" chemistry utilizing copper-catalyzed Huisgen 1,3-dipolar cycloadditions. Two of the compounds prepared were found to inhibit ricin with IC(50) ca. 1-3 mM. | en_US |
| dc.description.department | Pharmaceutical Sciences | en_US |
| dc.description.sponsorship | en_US | |
| dc.identifier | doi:10.15781/T2WP9T91W | |
| dc.identifier.citation | Mandal, Subrata, Wen Tai Li, Yan Bai, Jon D. Robertus, and Sean M. Kerwin. "Synthesis of 2-substituted 9-oxa-guanines {5-aminooxazolo [5, 4-d] pyrimidin-7 (6H)-ones} and 9-oxa-2-thio-xanthines {5-mercaptooxazolo [5, 4-d] pyrimidin-7 (6H)-ones}." Beilstein journal of organic chemistry, Vol. 4, No. 1 (Jul., 2008): 26. | en_US |
| dc.identifier.doi | 10.3762/bjoc.4.26 | en_US |
| dc.identifier.issn | 1860-5397 | en_US |
| dc.identifier.uri | http://hdl.handle.net/2152/43324 | |
| dc.language.iso | English | en_US |
| dc.relation.ispartof | en_US | |
| dc.relation.ispartofserial | Beilstein Journal of Organic Chemistry | en_US |
| dc.rights | Administrative deposit of works to Texas ScholarWorks: This works author(s) is or was a University faculty member, student or staff member; this article is already available through open access or the publisher allows a PDF version of the article to be freely posted online. The library makes the deposit as a matter of fair use (for scholarly, educational, and research purposes), and to preserve the work and further secure public access to the works of the University. | en_US |
| dc.rights.restriction | Open | en_US |
| dc.subject | annulation | en_US |
| dc.subject | click chemistry | en_US |
| dc.subject | cyclization | en_US |
| dc.subject | purine analogs | en_US |
| dc.subject | ricin | en_US |
| dc.subject | oxazolo<5,4-d>pyrimidines | en_US |
| dc.subject | optimization | en_US |
| dc.subject | inhibitors | en_US |
| dc.subject | phase | en_US |
| dc.subject | chemistry, organic | en_US |
| dc.title | Synthesis of 2-Substituted 9-Oxa-Guanines {5-Aminooxazolo 5,4-D Pyrimidin-7(6H)-Ones} and 9-Oxa-2-Thio-Xanthines{5-Mercaptooxazolo 5,4-D Pyrimidin-7(6H)-Ones} | en_US |
| dc.type | Editorial Material | en_US |