Screening for pharmaceutically important taxoids inTaxus baccata var.Aurea Corr. with CC/SPE/HPLC-PDA procedure

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 C18 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. Copyright © 2000 John Wiley & Sons, Ltd. Abbreviations used: CC/SPE/HPLC-PDA column chromatography/solid phase extraction/high performance liquid chromatography-photodiode array 10-DAB III 10-deacetylbaccatin III 10-DAT 10-deacetylpaclitaksel 10-DAT C 10-deacetyltaxol C 10-DAC 10-deacetylcephalomannine 7-epi-10-DAT 7-epi-10-deacetylpaclitaksel 7-xyl-10-DAT 7-xyloside-10-deacetylpaclitaxel