- 著者
- 原田平 輝志 前田 稔 金沢 洋子 桃園 裕子 小嶋 正治
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.34, no.3, pp.1407-1410, 1986-03-25 (Released:2008-03-31)
- 参考文献数
- 9
- 被引用文献数
- 6 7
Interconversion of 2-deoxy-2-fluoro-D-glucose (FDG) and 2-deoxy-2-2-fluoro-D-mannose (FDM) catalyzed by acid has been detected by 19F-NMR method. Although FDG and FDM were stable towards 1 N hydrochloric acid, in stronger acidic media the two hexoses underwent epimerization at C-2.
- 著者
- 小嶋 正治 栗原 悟 金沢 洋子 原田平 輝志 前原 喜彦 遠藤 英也
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.36, no.3, pp.1194-1197, 1988-03-25 (Released:2008-03-31)
- 参考文献数
- 16
- 被引用文献数
- 8 11
The metabolic products of 2-deoxy-2-fluoro-D-glucose (FDG) and 2-deoxy-2-fluoro-D-mannose (FDM) in sarcoma 180 cells transplanted in mice were investigated by fluorin-19 nuclear magnetic resonance (19F-NMR) spectroscopy. It became apparent that the administered FDG was converted to FDM (and/or FDM-6-phosphate) in tumor cells, and also the administered FDM was converted to FDG (and/or FDG-6-phosphate). At 9h after administration of FDM, the ratio of FDG (and/or FDG-6-phosphate) and FDM (and/or FDM-6-phosphate) reached equilibrium. On the other hand, it took more than 48h in the case of FDG administration. The equilibrium amount of FDM (and/or FDM-6-phosphate) was approximately four times as much as that of FDG (and/or FDG-6-phosphate) in both cases.
- 著者
- 原田平 輝志 前田 稔 甲斐 康信 尾前 裕子 小嶋 正治
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.33, no.1, pp.165-172, 1985-01-25 (Released:2008-03-31)
- 参考文献数
- 22
- 被引用文献数
- 26 34
Methyl 3-O-benzyl-4, 6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside (7) was examined as a substrate for the preparation of 2-deoxy-2-fluoro-D-glucose (1) by fluoride ion treatment. The triflate (7) reacted rapidly with tetraalkylammonium fluorides in acetonitrile or tetrahydrofuran to give methyl 3-O-benzyl-4, 6-O-benzylidene-2-deoxy-2-fluoro-β-D-glucopyranoside (10) in 52-57% yield. Removal of the protecting groups from 10 by the use of 50% methanesulfonic acid afforded the required 1 in good yield. This synthetic sequence may provide an effective alternative to known methods for preparing 18F-labeled 1.
- 著者
- 原田平 輝志 前田 稔 矢野 裕二 小嶋 正治
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.32, no.8, pp.3317-3319, 1984-08-25 (Released:2008-03-31)
- 参考文献数
- 9
- 被引用文献数
- 15 18
A nucleophilic displacement reaction of methyl 3, 4-O-isopropylidene-2-O-(trifluoromethanesulfonyl)-6-O-trityl-β-D-talopyranoside (10) with tetraalkylammonium fluorides in acetonitrile gave methyl 2-deoxy-2-fluoro-3, 4-O-isopropylidene-6-O-trityl-β-D-galactopyranoside (11). Excellent conversion of 11 into 2-deoxy-2-fluoro-D-galactose (1) was achieved by hydrolysis with 5 N hydrochloric acid.