摘要
本文根据芝麻素类型木脂素化合物的结构共同点,认为其具有生理活性的基本结构可能是其分子所含的2-芳基四氢呋喃结构。因此,按照Topliss的药物系统设计法,合成了6个在芳环上含有不同取代基的2-芳基四氢呋喃。
Sesamin-group lignans are frequently considered as the active constituents of certain Chinese medicinal herbs. For example, the glucoside of pinoresinol contained in “Du Zhong”, the bark of Eucommia ulmoides, shows superior hypotensive effect, while sesamin itself can be used as a synergist of pyrethrins and also appears to have an inhibitor action on Mycobacterium tuberculosis even at concentrations as low as 0.1 to 1 ppm in vitro.Since 1956, in many laboratories great efforts have been made, but owing to the very low overall yields, no valuable synthetic method has been worked out. This means that until now it is still difficult to obtain the sesamin-group lignans by means of synthesis.As the structural formula (1) has shown that sesamins are compounds of two 2-aryltetrahydrofurane nulei fused in one, it is inferred that either one of the two 2-aryltetrahydrofurane moieties in the molecule (1) may be the elementary structure reponsible for the biological activity. Therefore, at the same time of investigating the synthetic methods of sesamin-group lignans, six 2-aryltetrahydrofuranes (7a-f) with different substituents on the aryl (phenyl) group have also been synthesized according to the approach to drug design by Topliss, for the purpose of finding easier synthesized compounds with the desired curative properties.
出处
《北京大学学报（自然科学版）》
CAS
CSCD
北大核心
1991年第2期140-145,共6页
Acta Scientiarum Naturalium Universitatis Pekinensis
基金
国家自然科学基金
关键词
木脂素
芝麻素类型
芳基四氢呋喃
Sesamin-group lignans
2-Aryltetrahydrofuranes
Synthesis
