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采用CC/SPE/HPLC-PDA方法筛选欧洲红豆杉变种金叶红豆杉中具有药学重要性的紫杉烷类化合物。

Screening for pharmaceutically important taxoids in Taxus baccata var. Aurea corr. with CC/SPE/HPLC-PDA procedure.

作者信息

Mroczek T, Glowniak K, Hajnos M

机构信息

Department of Pharmacognosy, Medical University, Lublin, Poland.

出版信息

Biomed Chromatogr. 2000 Dec;14(8):516-29. doi: 10.1002/1099-0801(200012)14:8<516::AID-BMC15>3.0.CO;2-9.

Abstract

Needles of 'the golden yew' Taxus baccata var. Aurea Corr. were extracted with methanol followed by pre-purification of the crude extract and column chromatographic (CC) separation on florisil in gradient mode (an increasing concentration of acetone in dichloromethane). The obtained fractions were concentrated and purified on silanized silica gel SPE cartridges and taxoids eluted with 75% methanol were analysed by HPLC-PDA procedure using Waters Symmetry C(18) column with gradient elution. The applied method enabled not only determination of four taxoids commonly occurring in yew extracts (10-deacetylbaccatin III, baccatin III, paclitaxel and cephalomannine), but also, on the basis of chromatographic behaviour and UV spectrum, 10-deacetylated taxoids (10-deacetylpaclitaxel, 10-deacetylcephalomannine, 7-xyloside-10-deacetylpaclitaxel and 10-deacetyltaxol C) could be detected together with 7-epi-10-deacetylpaclitaxel. From the needles of Taxus baccata var. Aurea Corr. the largest amounts isolated were of 10-deacetylbaccatin III, then 10-deacetylpaclitaxel and 7-xyloside-10-deacetylpaclitaxel, all compounds considered to be paclitaxel precursors in semisynthesis. The efficient mechanism of the separation of 10-acetylated taxoids from their 10-deacetylated derivatives on florisil on the basis of electron acceptor-electron donor interactions is discussed.

摘要

用甲醇提取“金叶红豆杉”欧洲红豆杉变种(Taxus baccata var. Aurea Corr.)的针叶,随后对粗提物进行预纯化,并采用梯度模式(二氯甲烷中丙酮浓度递增)在弗罗里硅土上进行柱色谱(CC)分离。将得到的馏分浓缩,并在硅烷化硅胶固相萃取柱上进行纯化,用75%甲醇洗脱的紫杉烷类化合物通过高效液相色谱 - 光电二极管阵列检测法(HPLC - PDA)进行分析,采用沃特世Symmetry C(18)柱并进行梯度洗脱。所应用的方法不仅能够测定紫杉提取物中常见的四种紫杉烷类化合物(10 - 脱乙酰巴卡亭III、巴卡亭III、紫杉醇和三尖杉宁碱),而且基于色谱行为和紫外光谱,还能够检测到10 - 脱乙酰紫杉烷类化合物(10 - 脱乙酰紫杉醇、10 - 脱乙酰三尖杉宁碱、7 - 木糖苷 - 10 - 脱乙酰紫杉醇和10 - 脱乙酰紫杉醇C)以及7 - 表 - 10 - 脱乙酰紫杉醇。从欧洲红豆杉变种(Taxus baccata var. Aurea Corr.)的针叶中分离得到的含量最高的是10 - 脱乙酰巴卡亭III,其次是10 - 脱乙酰紫杉醇和7 - 木糖苷 - 10 - 脱乙酰紫杉醇,所有这些化合物都被认为是半合成紫杉醇的前体。讨论了基于电子受体 - 电子供体相互作用在弗罗里硅土上从其10 - 脱乙酰衍生物中分离10 - 乙酰化紫杉烷类化合物的有效机制。

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