- 著者
- 田中 博道 内田 祐子 篠崎 操 早川 弘之 松田 彰 宮坂 貞
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.31, no.2, pp.787-790, 1983-02-25 (Released:2008-03-31)
- 参考文献数
- 17
- 被引用文献数
- 21 32
6-Chloro-9-(2, 3-O-isopropylidene-β-D-ribofuranosyl) purine (1) was found to be a suitable substrate for the preparation of C-8 substituted purine nucleosides. Thus, upon lithiation of 1 with LDA and successive reaction with various types of electrophiles, the C-8 substituted products were obtained. The C-6 chlorine atoms in these products were readily replaced by an amino group, a mercapto group, or hydrogen, providing a facile preparation of 8-substituted adenosines, 6-thioinosines, or nebularines.
- 著者
- 松田 彰 篠崎 操 宮坂 貞 町田 治彦 畔蒜 藤一
- 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.4, pp.1766-1769, 1985-04-25 (Released:2008-03-31)
- 参考文献数
- 24
- 被引用文献数
- 19 30
Reaction of 2-iodoadenosine (2) with terminal alkynes in the presence of bis (triphenylphosphine) palladium dichloride and cuprous iodide in triethylamine and N, N, -dimethylformamide gave 2-alkynyl-adenosines (3a-h) in excellent yields. Several compounds showed high activity as inhibitors in rat passive cutaneous anaphylaxis (PCA) reaction. Among them, 2-(3-hydroxypropynyl)- and 2-(3-hydroxybutynyl)-adenosines (3d, f) are much more potent than disodium cromoglycate (DSCG).