Purification of Paclitaxel Isolated from <i>Taxus baccata</i> L. Cell Culture by Microwave‐Assisted Extraction and Two‐Dimensional Liquid Chromatography

Ghassempour, Alireza; Noruzi, Masume; Zandehzaban, Mehdi; Talebpour, Zahra; Khosroshahi, Ahmad Yari; Valizadeh, Mostafa; Poursaberi, Tahereh; Hekmati, Hamid; Naghdibadi, Hassanali; Aboul‐Enein, Hassan Y.

doi:10.1080/10826070701780672

Cited by 13 publications

(6 citation statements)

References 23 publications

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“…Therefore 10-DAB III is sufficiently soluble in water due to these hydroxyl groups but Taxol resides mostly in the organic phases (Margraff, 1995;Ghassempour et al, 2010). Previous work has reported on a semi-preparative HPLC method for the extraction of Taxol (Ghassempour et al, 2008) and on a method for extraction of 10-DAB III (Ghassempour et al, 2009(Ghassempour et al, , 2010 from Taxus baccata L. and cell culture.…”

Section: Resultsmentioning

confidence: 99%

Two‐dimensional Hydrophilic Interaction/Reversed‐phase Liquid Chromatography for the Preparative Separation of Polar and Non‐polar Taxanes

Rezadoost

Ghassempour

2011

Phytochemical Analysis

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Section: Resultsmentioning

confidence: 99%

Two‐dimensional Hydrophilic Interaction/Reversed‐phase Liquid Chromatography for the Preparative Separation of Polar and Non‐polar Taxanes

Rezadoost

Ghassempour

2011

Phytochemical Analysis

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“…There are only few reports related to the preparatory separation of taxoids [23,24]. These procedures use different chromatographic methods combined with liquid-liquid extraction or SPE for sample preparation or utilized two-stage or two-dimensional chromatography [25][26][27]. Generally these methods served the purpose of purification of isolated fractions rather than milligram to gram scale separation of Taxol and related compounds.…”

Section: Introductionmentioning

confidence: 99%

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

Nurullah

Usmani

Ahmad

et al. 2023

J of Separation Science

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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.

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“…Taxol is widely used against breast, ovarian and lung cancers [ 3 , 4 ]. Acute supply crisis prevails for paclitaxel as chemotherapeutic drugs since its concentration in yew bark is exceedingly low and extraction process is complicated and expensive [ 5 ]. Besides, overexploitation of yew bark has led to serious diminishing of Taxus forests [ 6 , 7 ].…”

Section: Introductionmentioning

confidence: 99%

Fungal 7-epi-10-deacetyltaxol produced by an endophytic Pestalotiopsis microspora induces apoptosis in human hepatocellular carcinoma cell line (HepG2)

Kamalraj

Singh

Subramani

et al. 2017

BMC Complement Altern Med

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BackgroundPaclitaxel (taxol) is a potent anticancer drug that is used in the treatment of a wide variety of cancerous. In the present study, we identified a taxol derivative named 7-epi-10-deacetyltaxol (EDT) from the culture of an endophytic fungus Pestalotiopsis microspora isolated from the bark of Taxodium mucronatum. This study was carried out to investigate the effects of fungal EDT on cell proliferation, the induction of apoptosis and the molecular mechanisms of apoptosis in human hepatoma HepG2 cells in vitro.MethodsThe endophytic fungus was identified by traditional and molecular taxonomical characterization and the fungal EDT was purified using column chromatography and confirmed by various spectroscopic and chromatographic comparisons with authentic paclitaxel. We studied the in vitro effects of EDT on HepG2 cells for parameters such as cell cycle distribution, DNA fragmentation, reactive oxygen species (ROS) generation and nuclear morphology. Further, western blot analysis was used to evaluate Bcl-2-associated X protein (Bax), B-cell lymphoma 2 (Bcl-2), p38-mitogen activated protein kinase (MAPK) and poly [ADP-ribose] polymerase (PARP) expression.ResultsWe demonstrate that the fungal EDT exhibited significant in vitro cytotoxicity in HepG2 cells. We investigated cytotoxicity mechanism of EDT in HepG2 cells. The results showed nuclear condensation and DNA fragmentation were observed in cells treated with fungal EDT. Besides, the fungal EDT arrested HepG2 cells at G2/M phase of cell cycle. Furthermore, fungal EDT induced apoptosis in HepG2 cells in a dose-dependent manner associated with ROS generation and increased Bax/Bcl-2 ratio, p38 MAPKs and PARP cleavage.ConclusionsOur data show that EDT induced apoptotic cell death in HepG2 cells occurs through intrinsic pathway by generation of ROS mediated and activation of MAPK pathway. This is the first report for 7-epi-10-deacetyltaxol (EDT) isolated from a microbial source.

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Purification of Paclitaxel Isolated from Taxus baccata L. Cell Culture by Microwave‐Assisted Extraction and Two‐Dimensional Liquid Chromatography

Cited by 13 publications

References 23 publications

Two‐dimensional Hydrophilic Interaction/Reversed‐phase Liquid Chromatography for the Preparative Separation of Polar and Non‐polar Taxanes

Two‐dimensional Hydrophilic Interaction/Reversed‐phase Liquid Chromatography for the Preparative Separation of Polar and Non‐polar Taxanes

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

Fungal 7-epi-10-deacetyltaxol produced by an endophytic Pestalotiopsis microspora induces apoptosis in human hepatocellular carcinoma cell line (HepG2)

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