Studies on Aculeines: Synthetic Strategy to the Fully Protected Protoaculeine B, the N‐Terminal Amino Acid of Aculeine B
Studies on Aculeines: Synthetic Strategy to the Fully Protected Protoaculeine B, the N‐Terminal Amino Acid of Aculeine B
复制标题
Aculeine 的研究：完全保护的 Protoaculeine B（Aculine B 的 N 端氨基酸）的合成策略
DOI：
10.1021/acs.orglett.8b01331
复制
发表时间：
2018
期刊：
影响因子：
5.2
通讯作者：
及川雅人
中科院分区：
文献类型：
--
作者：
塩﨑宏樹;宮原正義;大塚一憲;宮古圭;本田彬人;高崎祐一;高見澤聡;塚田秀行;石川裕一;酒井隆一;及川雅人
原棘毒素B（1）是高度修饰的肽毒素棘毒素的N-末端氨基酸，通过12-聚丙二胺合成1的完全保护的天然同系物，开发了一种合成策略。单（丙二胺）类似物2，以及核心氨基酸3的合成，证明了这种策略。新氨基酸3引起小鼠惊厥，而化合物2则无此活性。
A synthetic strategy for accessing protoaculeine B (1), theN-terminal amino acid of the highly modified peptide toxin aculeine, was developed via the synthesis of the fully protected natural homologue of1with a 12-mer poly(propanediamine). The synthesis of mono(propanediamine) analog2, as well as core amino acid3, was demonstrated by this strategy. New amino acid3induced convulsions in mice; however, compound2showed no such activity.