Bioactivity of secoiridoid glycosides from Centaurium erythraea

Bioactivity of secoiridoid glycosides from Centaurium erythraea
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DOI:
10.1078/094471103322004857
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发表时间:
2003-05-01
期刊:
影响因子:
7.9
通讯作者:
Sarker, SD
Sarker, SD
中科院分区:
医学1区
文献类型:
--
作者:
Kumarasamy, Y;Nahar, L;Sarker, SD

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作为我们正在进行的从苏格兰植物中寻找生物活性化合物的一部分,通过反相制备高效液相色谱结合光二极管阵列检测器从Centautium erythrath(科:龙胆科)的气相部分分离出两种secoiridoid苷,獐牙菜苦苷和獐牙菜苦苷。这些化合物的结构通过紫外、FABMS和广泛的一维和二维核磁共振光谱分析以及实验数据与文献数据的比较得到了明确的阐明。对这些苷类化合物的抗菌、自由基清除活性和一般毒性进行了评价。两种化合物均抑制蜡样芽孢杆菌、枯草芽孢杆菌、弗氏柠檬酸杆菌和大肠杆菌的生长。獐牙菜苷对变形杆菌和粘质沙雷氏菌也有抑制作用,对表皮葡萄球菌的生长有抑制作用。獐牙菜苦素和獐牙菜苦苷在卤虾致死生物试验中表现出显著的一般毒性,LD50值分别为8.0和34 μ g/ml,而阳性对照木脂素鬼臼毒素的LD50值为2.79 μ g/ml。本文还简要讨论了这些化合物在龙胆科中的化学分类意义。
As part of our on-going search for bioactive compounds from Scottish plants, two secoiridoid glycosides, swertiamarin and sweroside, have been isolated from the aerial parts of Centautium erythraea Rath (Family: Gentianaceae) by reversed-phase preparative HPLC coupled with a photo-diode-array detector. The structures of these compounds were elucidated unambiguously by UV, FABMS and extensive 1D and 2D NMR spectroscopic analyses and also by comparing experimental data with literature data. Antibacterial, free radical scavenging activities and general toxicity of these glycosides have been assessed. Both compounds inhibited the growth of Bacillus cereus, Bacillus subtilis, Citrobacter freundii and Escherichia coli. While swertiamarin was also active against Proteus mirabilis and Serratia marcescens, sweroside inhibited the growth of Staphylococcus epidermidis. Swertiamarin and sweroside exhibited significant general toxicity in brine shrimp lethality bioassay and the LD50 values were 8.0 mug/ml and 34 mug/ml, respectively, whereas that of the positive control podophyllotoxin, a well known cytotoxic lignan, was 2.79 mug/ml. Chemotaxonomic implications of these compounds in the family Gentianaceae have also been discussed briefly.