三七素合成及其结构分析

Chemical synthesis Dencichine and structural analysis

以L(+)-天门冬酰胺为原料,经(Boc)2O保护、霍夫曼降解、取代和水解反应,得到三七素,总纯度可达99.8%。反应过程,可通过TLC显色技术进行监控。三七素的化学结构为β-ODAP,其异构体α-ODAP同时存在。采用2,4-二硝基氟苯进行柱前衍生,分析HPLC图谱后发现,β-ODAP和α-ODAP在水存在条件下加热时,两者会相互转化,并最终达到β-ODAP和α-ODAP的比例为60∶40的平衡状态。自然界三七素中β-ODAP和α-ODAP也同时存在,与化学合成的三七素具有相同的化学本质。

In L(+)-Asparagine,protected by(Boc)2O,Hofmann degradation,substitution and hydrolysis reaction to get Dencichine,HPLC 99.8%.The synthesis reaction process be monitored by TLC.Dencichine is consistβ-ODAP and itsαisomerα-ODAP.The 2,4-dinitrofluorobenzene pre-column derivatization liquid chromatography analysis shows thatβ-ODAP will transform intoα-ODAP and balance in the ration of 60∶40(β-ODAP:α-ODAP)when heated in the presence of water.β-ODAP andα-ODAP are also existed in original plant for the same chemical mechanism.