1,5-脱水己糖醇核苷（1,5-脱水-2,3-二脱氧-D-核糖己糖醇核苷）的α-类似物的合成与抗病毒活性
Synthesis and Antiviral Activity of the alpha-Analogues of 1,5-Anhydrohexitol Nucleosides (1,5-Anhydro-2,3-dideoxy-D-ribohexitol Nucleosides).
作者信息
Hossain Nafizal, Rozenski Jef, De Clercq Erik, Herdewijn Piet
机构信息
Rega Institute for Medical Research, Laboratory of Medicinal Chemistry, Minderbroedersstraat 10, B-3000 Leuven, Belgium.
出版信息
J Org Chem. 1997 Apr 18;62(8):2442-2447. doi: 10.1021/jo961982m.
1,5-Anhydro-2,3-dideoxy-D-ribohexitol nucleosides were synthesized starting from 4,6-di-O-benzyl-1,5-di-O-pivaloyl-3-deoxy-D-glucitol using a ring closure procedure. The target nucleoside adopts a (4)C(1) conformation as also demonstrated for the corresponding 1,5-anhydrohexitol nucleosides with beta-configuration of the base-substituted carbon atom. The cytosine congener demonstrated a moderate but selective activity against Herpes simplex virus types 1 and 2.
以4,6-二-O-苄基-1,5-二-O-新戊酰基-3-脱氧-D-葡萄糖醇为起始原料，通过环化反应合成了1,5-脱水-2,3-二脱氧-D-核糖己糖醇核苷。目标核苷采取(4)C(1)构象，这一点也在具有碱基取代碳原子β-构型的相应1,5-脱水己糖醇核苷中得到了证明。胞嘧啶类似物对1型和2型单纯疱疹病毒表现出中等但具有选择性的活性。
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