SYNTHESIS OF LAULIMALIDE: A MICROTUBULE STABILIZER

月桂马利特的合成：微管稳定剂

• 批准号: 6294278
• 负责人: SHAWN P ALLWEIN
• 金额: $ 3.33万
• 依托单位: UNIV OF NORTH CAROLINA CHAPEL HILL
• 依托单位国家: 美国
• 财政年份: 2001
• 资助国家: 美国
• 起止时间: 2001-03-01 至
• 项目状态: 未结题
• 来源: https://reporter.nih.gov/project-details/6294278
• 关键词: analog; biotechnology; biotherapeutic agent; carbon; chemical bond; chemical stability; chemical synthesis; drug design /synthesis /production; enolate; microtubules; molecular asymmetry; oxazolidone; paclitaxel; stereoisomer

The total synthesis of the potent microtuble stabilizing laulimalide is proposed. Laulimalide is a promising new lead in chemotherapy because of its paclitaxel-like mode of action and its significant in vitro potency. The synthesis centers around the application of asymmetric aldol reactions and the use of an asymmetric glycolate-ring-closing metathesis sequence for the enantioselective construction of the key dihydropyran units.

提出了一种有效的微管稳定性劳利马利的全合成方法。由于其类似紫杉醇的作用模式和显著的体外效力，劳里马利是一种有前途的新的化疗药物。合成中心围绕应用不对称羟醛缩合反应和使用不对称乙醇酸酯闭环复分解序列的关键二氢吡喃单位的对映选择性建设。