有机化学 ›› 2014, Vol. 34 ›› Issue (3): 522-525.DOI: 10.6023/cjoc201310014 上一篇    下一篇

研究论文

海南染木树叶中的蒽醌成分研究

王燕, 陈文豪, 陈光英, 宋小平, 张大帅, 傅波, 陈怡   

  1. 海南师范大学化学与化工学院 热带药用植物化学教育部重点实验室 海口 571158
  • 收稿日期:2013-10-14 修回日期:2013-11-13 发布日期:2013-11-21
  • 通讯作者: 陈光英 E-mail:chgying123@163.com
  • 基金资助:

    国家自然科学基金(Nos. 21162009,31360069);973计划前期研究专项课题(No. 2011CB512010);国家级大学生创新训练(No. 201311658019)资助项目.

Anthraquinones from the Leaves of Saprosma hainanense

Wang Yan, Chen Wenhao, Chen Guangying, Song Xiaoping, Zhang Dashuai, Fu Bo, Chen Yi   

  1. Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158
  • Received:2013-10-14 Revised:2013-11-13 Published:2013-11-21
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21162009, 31360069), the 973 Research Program of the Ministry of Science and Technology of China (No. 2011CB512010), and the National Undergraduate Innovation Training Programs (No. 201311658019).

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12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29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0.078 μg/mL;化合物16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.

关键词: 海南染木树, 化学成分, 蒽醌类化合物, 抗菌活性

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 products, 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.

Key words: Saprosma hainanense, chemical constituents, anthraquinones, antibacterial activity