Synthesis and antiproliferative activity of 2′-O-allyl-1-β-D-arabinofuranosyl-uracil, -cytosine and -adenine
✍ Scribed by Stefano Manfredini; Pier Giovanni Baraldi; Rita Bazzanini; Daniele Simoni; Jan Balzarini; Erik De Clercq
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- English
- Weight
- 255 KB
- Volume
- 7
- Category
- Article
- ISSN
- 0960-894X
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📜 SIMILAR VOLUMES
The synthesis of t h e title canpound (7) is described. [2-14C] cytosine (I) is treated with an aqueous mixture of sodium bisulfite and sodium sulfate at 8OoC for 30 rnin. The resulting solid is then treated with aqueous sodiun hydroxide and passed through a cation exchange colunn, producing [ Z-14C
The reaction of [2-14C]-2 ,4-bis-O-(trimethylsilyl)uracil (2) with ~-~-acetyl-~-0-benzoyl-2-deoxy-2-fluoro-~-D-arabinofuranosyl bromide (3) yielded the 3-O-acety1-5-0-benzoyl nucleos e 4 which was hydrolyzed with methanolic ammonia to afford [ 2-feC]-T-( 2-deoxy-2fluoro-p-D-arabinofuranosy1)uracil (
1 4 C-Labelled l-~-D-arabinofuranosyl-E-5-(2-bromovinyl)uracil (BV-araU) was synthesized in 26.6% radiochemical yield from 1-R-Darabinofuranosyl-5-formyluracil and '"C-labelled malonic acid for the purpose of the metabolic studies in animals.