Total syntheses of conformationally constrained didemnin B analogues. replacements of N,O-dimethyltyrosine with L-1,2,3,4-tetrahydroisoquinoline and L-1,2,3,4-tetrahydro-7-methoxyisoquinoline.
Total syntheses of conformationally constrained didemnin B analogues. replacements of N,O-dimethyltyrosine with L-1,2,3,4-tetrahydroisoquinoline and L-1,2,3,4-tetrahydro-7-methoxyisoquinoline.
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构象受限的二德明宁 B 类似物的全合成。
DOI：
10.1021/jo0105991
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发表时间：
2001
期刊：
影响因子：
--
通讯作者：
Joullié,MM
中科院分区：
文献类型：
--
作者：
TarverJr,JE;Pfizenmayer,AJ;Joullié,MM
设计并合成了两个构象受限的didemnin B类似物。用1 - 1，2，3，4-四氢异喹啉-3-羧酸（Tic）和1 - 1，2，3，4-四氢-7-甲氧基异喹啉-3-羧酸（MeO-Tic）取代didemnin B的[N，O-Me 2 Tyr 5]残基，模拟N，O-二甲基化酪氨酸，同时限制分子的构象。初步结果表明，[N，O-Me 2 Tyr 5]残基的构象与Tic置换所施加的构象紧密匹配。
The design and synthesis of two conformationally constrained analogues of didemnin B are described. The [N,O-Me2Tyr5]residue of didemnin B was replaced withl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) andl-1,2,3,4-tetrahydro-7-methoxyisoquinoline-3-carboxylic acid (MeO-Tic), which mimic theN,O-dimethylated tyrosine while constraining the conformation of the molecule. Preliminary results indicate that the conformation of the [N,O-Me2Tyr5]residue closely matches the conformation imposed by the Tic replacement.