15-芳亚甲基脱水穿心莲内酯的合成与抗菌活性

Synthesis and screening of 15-arylmethylene dehydroandrographolides as antibacterial agents

以脱水穿心莲内酯为原料与2个取代苯甲醛缩合得到2个15-芳亚甲基取代的脱水穿心莲内酯,进一步对其C-3,19位羟基衍生化,共得到14个衍生物,所有合成化合物均通过核磁共振仪(NMR)和高分辨质谱仪(HRMS)表征。在合成实验中,初步考察了C-3,19位乙酰化、C-3位羟基氧化和C-19位脱保护的方法。抗菌活性筛选实验研究发现,化合物G2对粪肠球菌的抑制能力优于脱水穿心莲内酯,有一定的研究价值。

Reaction of dehydroandrographolide and substituted benzaldehydes afforded two 15-arylmethylene dehydroandrographolides, derivatizing them generated 3,19-modified products of 15-arylmethylene dehydroandrographolides. 14 Compounds of the derivatives were characterized by nuclear magnetic resonance（ NMR） and high resolution mass spectra（ HRMS）. Reaction conditions for acetylation of C-3,19 hydroxyl groups,oxidation of the C-3 hydroxyl group and cleavage of the C-19 protecting group were investigated. Compound G2 had stronger activities to Enterococcus faecalis than that of dehydroandrographolide.