Syntheses of 4‘-C-Ethynyl-β-d-arabino- and 4‘-C-Ethynyl-2‘-deoxy-β-d-ribo-pentofuranosylpyrimidines and -purines and Evaluation of Their Anti-HIV Activity
✍ Scribed by Ohrui, Hiroshi; Kohgo, Satoru; Kitano, Kenji; Sakata, Shinji; Kodama, Eiichi; Yoshimura, Kazuhisa; Matsuoka, Masao; Shigeta, Shiro; Mitsuya, Hiroaki
- Book ID
- 111898029
- Publisher
- American Chemical Society
- Year
- 2000
- Tongue
- English
- Weight
- 232 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0022-2623
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📜 SIMILAR VOLUMES
Based on the favorable antiviral profiles of 4'-substituted nucleosides, novel 1-(2'-deoxy-2'-fluoro-4'-C-ethynyl-beta-D-arabinofuranosyl)-uracil (1a), -thymine (1b), and -cytosine (2) analogs were synthesized. Compounds 1b and 2 exhibited potent anti-HIV-1 activity with IC(50) values of 86 and 1.34
## Abstract The __OshimaNozaki__ (Et~2~AlI) condensation of isolevoglucosenone (**4**) with 2,6‐anhydro‐3,4,5,7‐tetra‐__O__‐benzyl‐D‐__glycero‐__D‐__gulo__‐heptose (**5**) gave an enone **6** that was converted with high stereoselectivity to 3‐__C__‐[(1__R__)‐2,6‐anhydro‐D‐__glycero‐__D‐__gulo__‐h