海南染木树叶中的蒽醌成分研究

Anthraquinones from the Leaves of Saprosma hainanense

从海南染木树叶乙醇提取物的乙酸乙酯萃取部位分离得到9个蒽醌类化合物,采用高分辨质谱、一维和二维核磁共振等现代波谱技术,鉴定上述化合物的结构分别为:7-羟基-1,2-二甲氧基-6-甲基-9,10-蒽醌(1),1-羟基-3,6-二甲氧基-9,10-蒽醌(2),10,10'-二蒽酮(3),9,10-蒽醌(4),甲基异茜草素(5),虎刺醇(6),2-羟基-3-甲基-9,10-蒽醌(7),3-羟基-1,2-二甲氧基-9,10-蒽醌(8)和3-羟基-1-甲氧基-2-甲酯基-9,10-蒽醌(9).其中化合物1和2为新天然产物,且化合物1的波谱数据迄今未见任何报道.除化合物9外,其余化合物均为首次从该属植物中分离得到.抗菌活性测试显示,化合物2和9对多种菌株具有很好的抑制作用,尤其是金黄色葡萄球菌,最小抑菌浓度(MIC)值均达到0.078μg/mL;化合物1和6对枯草芽孢杆菌、金黄色葡萄球菌显示出与阳性对照环丙沙星相当或者更强的抑制活性.

Nine anthraquinones were isolated from the leaves of Saprosma hainanense. On the basis of spectroscopic data analyses （HRESIMS, 1D- and 2D-NMR） and that reported in the literature, The structures were established as 7-hydroxy-1,2- dimethoxy-6-methylanthraquinone （1）, 1-hydroxy-3,6-dimethoxyanthraquinone （2）, 10,10＇-bianthrone （3）, 9,10-anthraquinone （4）, rubiadin （5）, ramnacanthol （6）, 2-hydroxy-3-methyl-9,10-anthraquinone （7）, 3-hydroxy-1,2-dimethoxyanthraquinone （8） and 3-hydroxy-1-methoxy-2-carbomethoxy-9,10-anthraquinone （9）. Among them, compounds 1 and 2 were new natural prod- ucts, and 1 has no spectroscopic data reported until now. All compounds except 9 were isolated from this genus for the first time. Compounds 2 and 9 showed stronger inhibitory activities to the most of the bacteria, especially to the Staphylococcus aureus, with the minimum inhibitory concentration （MIC） values of 0.087 μg/mL. Compounds 1 and 6 exhibited the higher inhibitory activities against Bacillus subtilis and Staphylococcus aureus than positive control ciprofloxacin.