Purification and characterization of Taxol and 10‐Deacetyl baccatin III from the bark, needles, and endophytes of Taxus baccata by preparative high‐performance liquid chromatography, ultra‐high‐performance liquid chromatography‐mass spectrometry, and nuclear magnetic resonance

Abstract

Taxol and 10‐Deacetyl baccatin III are major taxanes in the bark, needles, and endophytes of Taxus baccata. The current study aimed to develop a process for their separation from different matrices. Crude taxoid was prepared by extraction of samples with methanol, followed by partitioning with dichloromethane and precipitation with hexane. Analytical high‐performance liquid chromatography involved isocratic elution on C18 column (4.6 × 250 mm, 5 μm) with methanol‐water (70:30 v/v) at a flow rate of 1 ml/min. Injection volume was 20 μl and detection was carried out at 227 nm. The content of Taxol and 10‐Deacetyl baccatin III in bark, needles and endophytic culture broth was 11.19 and 1.75 μg/mg; 11.19 and 1.75 μg/mg; and 2.80 and 0.22 μg/L, respectively. Preparative high‐performance liquid chromatography was done on C18 column (10 × 250 mm, 5 μm) at a flow rate of 10 ml/min. About 20 g crude taxoid was processed in < 3 h with a recovery of about 90% for both the analytes. The purity of recovered Taxol and 10‐Deacetyl baccatin III determined by ultra‐high‐performance liquid chromatography‐mass spectrometry was found to be 95.78 ± 3.63% and 99.72 ± 0.18%, respectively. The structure of recovered Taxol was confirmed by nuclear magnetic resonance. The method can find use in biotransformation studies.

Interaction of norsecurinine-type monomeric and dimeric alkaloids with α-tubulin: a molecular docking study

“…MTAs are used to treat both solid tumors and liquid malignancies. Three main microtubulebinding sites have been defined, the vinblastine site, taxol site, or colchicine site, but there are other sites, seven in total, around the α/β-tubulin dimer either promoting microtubule stabilization or depolymerization [2]. Many of the known MTAs are natural products or derivatives such as taxol and the precursor 10-deacetyl baccatin III which are major taxanes extracted from the bark and needles (and endophytes) of the European yew tree Taxus baccata L. [3].…”

Simultaneous determination of paclitaxel and dasatinib in rat plasma and pharmacokinetic study on liquid chromatography‐tandem mass spectrometry

“…As for now, various quantification methods for paclitaxel and dasatinib individually have been published [21][22][23]. For paclitaxel in plasma, methods with sensitivities between 0.0625-40 μg/ml using LC-MS/MS method [24] and between 4.88 and 625 ng/ml using UHPLC-MS/MS method [25] have been reported.…”