8,17-环氧穿心莲内酯衍生物的合成与抗菌活性

Synthesis and antibacterial activity of 8,17-epoxy-andrographolide derivatives

为了提高穿心莲内酯的抗菌能力,将端头烯键环氧化得到12个8,17-环氧穿心莲内酯衍生物。目标化合物均通过核磁共振仪(NMR)与高分辨质谱仪(HRMS)表征。在合成实验中,考察了穿心莲内酯3个羟基与叔丁基二甲硅基(TBS)结合与脱除的能力。抗菌活性实验研究发现,化合物B5与C5对大肠杆菌、粪肠球菌以及金黄色葡萄球菌的抑制能力均优于先导化合物穿心莲内酯,具有潜在的应用价值。

To enhance the antibacterial activity of andrographolide,twelve 8,17-epoxy-andrographolide derivatives were synthesized through the epoxidation of the exocyclic olefin.All the target compounds were characterized by nuclear magnetic resonance（ NMR） and high resolution mass spectra（ HRMS）. The capabilities of formation and cleavage of the tert-butyldimethylsilyl（ TBS） group at the three hydroxyl groups of andrographolide were investigated. Compounds B5 and C5 had stronger inhibition activities against Escherichia coli,Enterococcus faecalis and Staphylococcus aureus than those of andrographolide.