Development of novel labeled nucleosides for spect imaging of tumor tissue.

开发用于肿瘤组织光谱成像的新型标记核苷。

• 批准号: 15591297
• 负责人: OHKURA Kazue
• 金额: $ 2.24万
• 依托单位: Health Sciences University of Hokkaido
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 2003
• 资助国家: 日本
• 起止时间: 2003 至 2004
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-15591297/
• 关键词: hypoxia; nitroimidazole; nucleoside; single photon computed tomography; imaging; stereoselective synthesis; イメージング; 立体選択的合成; 生体内分布; 低酸素細胞親和性

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.

目前的工作描述了1-α-D-（5-脱氧-5-碘芳族呋喃糖基）的β-异构体的合成-2-硝基咪唑（IAZA）。放射性固化的IAZA（123i-iaza）已广泛研究了用于诊断多种临床病理中区域和/或局灶性组织缺氧的放射性药物。 Iaza，1-β-D-（5-二氧基-5-碘芳赤素呋喃糖基）-2-硝基咪唑（β-iaza），5'-o- toluenesulfonyl-2'，3'-di-di-o-oforsyl proff的β-roffy的β-nitroimidazole（β-iaza），β-二甲基二酰基的β-硝基咪唑，3'-toluenesulfonyl-2令人满意的产量。还从（使用分子碘和三苯基膦）中合成了β-IAZA。

项目成果

Synthesis and Antiviral Activity of Novel Fluorinated 2',3'-Dideoxy-nucleoside

新型氟化2,3-双脱氧核苷的合成及抗病毒活性

• 发表时间: 2004
• 期刊: Nucleosides, Nucleotides & Nucleic Acids 23
• 作者: P.Kumar;K.Ohkura;J.Balzarini;E.De Clercq;K.Seki;L.I.Wiebe
• 通讯作者: L.I.Wiebe

(2S)-2-[1-(2,4-Difluoro-5-iodophenyl)-2-deoxy-β-D-ribofuranos-5-yl]-8-methyl-4H-1,3,2-benzodioxaphosphole 2-oxide.

(2S)-2-[1-(2,4-二氟-5-碘苯基)-2-脱氧-β-D-呋喃核糖-5-基]-8-甲基-4H-1,3,2-苯并二氧杂磷2 -氧化物。

• 发表时间: 2004
• 期刊: Acta Cryst., C 60
• 作者: K.Ohkura;W.Y.Sun;K.Seki;E.E.Knaus;L.I.Wiebe
• 通讯作者: L.I.Wiebe

P.Kumar, K.Ohkura, J.Balzarini, E.De Clercq, K.Seki, L.I.Wiebe: "Synthesis and Antiviral Activity of Novel Fluorinated 2',3'-Dideoxynucleoside"Nucleosides, Nucleotides & Nucleic Acids. 23. 7-29 (2004)

P.Kumar、K.Okura、J.Balzarini、E.De Clercq、K.Seki、L.I.Wiebe：“新型氟化 2,3-二脱氧核苷的合成和抗病毒活性”核苷、核苷酸

Synthesis of 1-β-D-(5-Deoxy-5-iodoaribinofuranosyl)-2-nitro-imidazole). (β-IAZA) : A Novel Marker of Tissue Hypoxoa

1-β-D-(5-脱氧-5-碘阿宾呋喃糖基)-2-硝基-咪唑) (β-IAZA) 的合成：组织缺氧的新型标记物。

• 发表时间: 2003
• 期刊: Chem.Pharm.Bull. 51
• 作者: P.Kumar;K.Ohkura;D.Beiki;L.I.Wiebe;K.Seki
• 通讯作者: K.Seki

Synthesis and Antiviral Activity of Novel Fluorinated 2',3'-Dideoxynucleoside

新型氟化2,3-双脱氧核苷的合成及抗病毒活性

• 发表时间: 2004
• 期刊: Nucleosides, Nucleotides & Nucleic Acids 23
• 作者: P.Kumar;K.Ohkura;J.Balzarini;E.De Clercq;K.Seki;L.I.Wiebe
• 通讯作者: L.I.Wiebe