红葱中1个新颖醌类化合物
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摘要
目的研究少数民族药物红葱Eleutherine americana的化学成分。方法采用硅胶、半制备高效液相分离、TLC检识等方法进行分离纯化,通过NMR、MS等波谱数据鉴定化合物结构。结果从红葱中分离出5个化合物,分别鉴定为红葱醌A(1)、elecanacin(2)、3-[2-(乙酰氧基)丙基]-2-羟基-8-甲氧基-1,4-萘醌(3)、2-乙酰基-1,8-二甲氧基-3-甲基萘(4)、二羟基艾榴醇(5)。结论化合物1为1个新化合物,化合物1~5均有不同程度抑制金黄色葡萄球菌和大肠杆菌生长的作用,其中化合物5对2种菌的最小抑菌浓度(MIC)分别为0.30、0.06μg/mL。
Objective To study the chemical constituents from the ethnic medicines of Eleutherine americana. Methods Compounds were separated by silica gel and semi-preparative HPLC, detected by TLC, and identified by their NMR and MS data. Results Five compounds were isolated from E. americana. They were ameriquinone A(1), elecanacin(2), 3-[2-(acetyloxy) propyl]-2-hydroxy-8-methoxy-1,4-naphthoquinone(3), 2-acetyl-1,8-di-methoxy-3-methylnaphthalene(4), and dihydroeleutherinol(5). Conclusion Compound 1 is a new compound. Compounds 1—5 have different degrees of inhibitory effect on the growth of Staphylococcus aureusand Escherichia coli. The MIC values of compound 5 against two strains were 0.30 μg/m L and 0.06 μg/m L, respectively.
Objective To study the chemical constituents from the ethnic medicines of Eleutherine americana. Methods Compounds were separated by silica gel and semi-preparative HPLC, detected by TLC, and identified by their NMR and MS data. Results Five compounds were isolated from E. americana. They were ameriquinone A(1), elecanacin(2), 3-[2-(acetyloxy) propyl]-2-hydroxy-8-methoxy-1,4-naphthoquinone(3), 2-acetyl-1,8-di-methoxy-3-methylnaphthalene(4), and dihydroeleutherinol(5). Conclusion Compound 1 is a new compound. Compounds 1—5 have different degrees of inhibitory effect on the growth of Staphylococcus aureusand Escherichia coli. The MIC values of compound 5 against two strains were 0.30 μg/m L and 0.06 μg/m L, respectively.
引文
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[6]Mahabusarakam W,Hemtasin C,Chakthong S,et al.Naphthoquinones,anthraquinones and naphthalene derivatives from the bulbs of Eleutherine americana[J].Planta Med,2010,76(4):345-349.
[7]Gallo F R,Palazzino G,Federici E,et al.Polyketides from Eleutherine bulbosa[J].Nat Prod Res,2010,24(16):1578-1586.
[8]曹云芸,王玲,张滔,等.傣药小红蒜体外抗菌活性的研究[J].云南中医学院学报,2006,29(8):53-64.
[9]陈政雄,黄慧珠,王成瑞,等.红葱有效成分的研究[J].中草药,1981,12(11):483-484.
[10]Han A R,Min H Y,Nam J W,et al.Identification of a new naphthalene and its derivatives from the bulb of Eleutherine americana with inhibitory activity on lipopolysaccharide-induced nitric oxide production[J].Chem Pharm Bull,2008,56(9):1314-1316.
[11]Zhou X M,Zheng C J,Chen G Y,et al.Bioactive anthraquinone derivatives from the mangrove-derived fungus Stemphylium sp.33231[J].J Nat Prod,2014,77(9):2021-2028.
[12]Todorova G,Lazarova I,Mikhova B,et al.Anthraquinone,naphthalene,and naphthoquinone components of Asphodeline lutea[J].Chem Nat Compd,2010,46(2):322-323.
[13]Xu J Z,Qiu F,Qu G X,et al.Studies on the antifungal constituents isolated from Eleutherine americana[J].Chin J Med Chem,2005,15(3):157-161.
[2]国家中医药管理局《中华本草》编委会.中华本草[M].上海:上海科学技术出版社,1999.
[3]周元川.高黎贡山自然保护区药用植物调查报告[J].中国中药杂志,1991,16(12):713-715.
[4]Xu J,Qiu F,Duan W,et al.New bioactive constituents from Eleutherine americana[J].Front Chem Chin,2006,1(3):320-323.
[5]Hara H,Maruyama N,Yamashita S,et al.Elecanacin,a novel new naphthoquinone from the bulb of Eleutherine americana[J].Chem Pharm Bull,1997,45(10):1714-1716.
[6]Mahabusarakam W,Hemtasin C,Chakthong S,et al.Naphthoquinones,anthraquinones and naphthalene derivatives from the bulbs of Eleutherine americana[J].Planta Med,2010,76(4):345-349.
[7]Gallo F R,Palazzino G,Federici E,et al.Polyketides from Eleutherine bulbosa[J].Nat Prod Res,2010,24(16):1578-1586.
[8]曹云芸,王玲,张滔,等.傣药小红蒜体外抗菌活性的研究[J].云南中医学院学报,2006,29(8):53-64.
[9]陈政雄,黄慧珠,王成瑞,等.红葱有效成分的研究[J].中草药,1981,12(11):483-484.
[10]Han A R,Min H Y,Nam J W,et al.Identification of a new naphthalene and its derivatives from the bulb of Eleutherine americana with inhibitory activity on lipopolysaccharide-induced nitric oxide production[J].Chem Pharm Bull,2008,56(9):1314-1316.
[11]Zhou X M,Zheng C J,Chen G Y,et al.Bioactive anthraquinone derivatives from the mangrove-derived fungus Stemphylium sp.33231[J].J Nat Prod,2014,77(9):2021-2028.
[12]Todorova G,Lazarova I,Mikhova B,et al.Anthraquinone,naphthalene,and naphthoquinone components of Asphodeline lutea[J].Chem Nat Compd,2010,46(2):322-323.
[13]Xu J Z,Qiu F,Qu G X,et al.Studies on the antifungal constituents isolated from Eleutherine americana[J].Chin J Med Chem,2005,15(3):157-161.