2004 Fiscal Year Final Research Report Summary
Development of novel labeled nucleosides for spect imaging of tumor tissue.
Project/Area Number |
15591297
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Research Category |
Grant-in-Aid for Scientific Research (C)
|
Allocation Type | Single-year Grants |
Section | 一般 |
Research Field |
Radiation science
|
Research Institution | Health Sciences University of Hokkaido |
Principal Investigator |
OHKURA Kazue Health Sciences University of Hokkaido, Pharmaceutical Sciences, Professor., 薬学部, 教授 (60094827)
|
Co-Investigator(Kenkyū-buntansha) |
TAMAKI Nagara Hokkaido University, Medical Sciences, Professor, 大学院・医学研究科, 教授 (30171888)
SEKI Koh-icin Hokkaido University, Medical Sciences, Professor, アイソトープ総合センター, 教授 (60094835)
KUGE Yiji Kyoto University, Pharmaceutical Sciences, Associate Professor, 大学院・薬学研究科, 助教授 (70321958)
|
Project Period (FY) |
2003 – 2004
|
Keywords | hypoxia / nitroimidazole / nucleoside / single photon computed tomography / imaging / stereoselective synthesis / イメージング / 立体選択的合成 |
Research Abstract |
The present work describes the synthesis of the β-isomer of 1-α-D-(5-deoxy-5-iodoarabinofuranosyl)-2-nitroimidazole (IAZA). Radioiodinated IAZA (123I-IAZA) has been extensively studied as a radiopharmaceutical for the diagnosis of regional and/or focal tissue hypoxia in a variety of clinical pathologies. The β-anomer of IAZA, 1-β-D-(5-deoxy-5-iodoarabinofuranosyl)-2-nitroimidazole (β-IAZA), was synthesized via an unconventional route starting from 1-f3-D-(ribofuranosyl)-2-nitroimidazole (AZR), with a change of configuration at the C-2'-position to afford 1-p-D-(arabinofuranosyl)-2-nitroimidazole (β-AZA). Nucleophilic iodination of the 5'-O-toluenesulfonyl-2',3'-di-O-acetyl precursor of β-AZA, followed by deprotection, afford β-IAZA in satisfactory yield. β-IAZA was also synthesized from (β-AZA using molecular iodine and triphenylphosphine.
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Research Products
(6 results)