Total synthesis of lissodendoric acid A by[4+2]cycloaddition of transient cyclic allene  

作　　者：TIAN Hongchang ZHANG Lei 

机构地区：[1]Department of Pharmaceutical Botany,School of Pharmacy,Naval Medical University,Shanghai 200433,China

出　　处：《Chinese Journal of Natural Medicines》2023年第3期161-162,共2页中国天然药物（英文版）

基　　金：the National Natural Science Foundation of China(Nos.82170274 and 82225047).

摘　　要：Lissodendoric acid A is a member of manzamine alkaloid family[1],which is a popular target for total synthesis due to its complex structure and promising biological activity[2].Lissodendoric acid A was isolated from the marine sponge Lissodendoryx florida in 2017 by Stonik’s group.Related research has demonstrated that this natural product exerted therapeutic effect on a Parkinson’s disease model containing Neuro 2a cells and somewhat increased the survival of these cells upon treatment with dopamine[3].The core skeleton of lissodendoric acid A features an azadecalin scaffold containing a conjugated diene,a carboxylic acid substituent and two stereocenters,which poses a forbidding challenge on total synthesis.Since the 1960s,the small ring structure bearing allene has been known to chemists as an unconventional transient intermediate[4,5],whose unique chemical structure makes it highly reactive,allowing events such as cycloaddition,nucleophilic addition or metal catalysis to occur.However,the application of cyclic allenes in total synthesis of complex natural products has rarely been reported compared with their close relatives,such as arynes and strained cyclic alkynes[6].

关 键 词：synthesis TRANSIENT SPONGE 

分 类 号：R284[医药卫生—中药学]