摘要
基于对深海鲨鱼肝油中的珍贵天然生物活性化合物角鲨烯以及我国丰富的天然单萜烯资源松节油化学结构的对比研究 ,在考察文献资料和现有研究成果的基础上 ,作者创新性地提出了从松节油合成角鲨烯的构想 ,其可行的合成路线主要包括松节油 (蒎烯 )→蒎烷→氢过氧化蒎烷→蒎醇→芳樟醇→香叶基丙酮→橙花叔醇→金合欢醇→金合欢基溴→角鲨烯等 9步化学反应。在已有研究基础上 ,通过对合成金合欢基溴及金合欢基溴偶联的反应进行重点的详细研究后 ,贯通了合成路线 ,实现了从可再生天然精油松节油合成珍稀资源角鲨烯的独创设想 ,获得了目的产物角鲨烯。本文概述了合成路线中每一步合成反应的现状和要点。
On the basis of comparing the chemical structures of the rare natural bioactive triterpene squalene that mainly exists in liver oil of deep-sea sharks, with turpentine that is a natural plentiful resource of monoterpene in China, followed by the present researches and literatures survey, a feasible route is creatively suggested to synthesize squalene from turpentine. This synthesis route consists of 9 main reaction steps, namely: turpentine oil (pinenes) → pinane → pinane hydrogen peroxide → pinaol → linalool → geranylacetone → nerolidol → farnesol → farnesyl bromide → squalene, in which the last two key reactions, namely the bromination of farnesol and the reductive coupling of farnesyl bromide were mainly studied in detail. The suggested synthesis route has been confirmed to be feasible. From the reproducible turpentine oil, the goal squalene has been synthesized. Status and key points of each reaction step in the synthesis route were briefly described.
出处
《林产化学与工业》
EI
CAS
CSCD
2004年第B08期20-24,共5页
Chemistry and Industry of Forest Products
基金
国家自然科学基金资助项目 (39970 6 0 0 )
