和分子结构之间的关系,运用密度泛函理论B3LYP方法,以6-31G*为基组对青蒿素及其衍生物二氢青蒿素、蒿甲醚和青蒿琥酯进行了优化计算.从分子的几何构型、NBO电荷及前线轨道能等方面分析了青蒿素及其衍生物的
与结构之间的关系.青蒿素及其衍生物结构中的过氧桥键是其抗疟作用的活性位,O17和O_20带负电荷越多、ΔE_(LUMO-HOMO)越低、E_(HOMO)能级越高,分子的
顺序为:青蒿素<二氢青蒿素<蒿甲醚<青蒿琥酯,与临床实验结果相吻合.
In order to study the relationship between the structure and antimalarial activity of artemisinin and its derivatives,the density functional theory( DFT) B3 LYP method with 6-31G*as a basis set was used to optimize the structure of artemisinin,dihydroartemisinin,artemether and artesunate. The properties of the artemisinin and its derivatives have been discussed in detail based on their molecular structures,NBO charges and the energies of the frontier molecular orbitals. The results showed that the endoperoxy bridge is likely the most active site and essential for antimalarial activity of artemisinin and its derivatives. The more negative charge of O17 and O_20,the lower enengy of ΔE_( LUMO-HOMO)and the higher energy of E_(HOMO)resulted in the stronger antimalarial activity of the compounds. It was revealed that the antimalarial activity of the compounds goes along with the order: artemisinin
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