Taxol is converted to 7-epitaxol, a biologically active isomer, in cell culture medium

Research output: Contribution to journalArticle

92 Citations (Scopus)

Abstract

The hydrolysis products of taxol have been isolated by high-performance liquid chromatography and identified by nuclear magnetic resonance and mass spectroscopy. In contrast to taxol, the major hydrolysis product, baccatin III, has little cytotoxic activity and does not promote in vitro microtubule assembly. In cell culture medium, the concentration of taxol decreases with time and 7-epitaxol, which exhibits properties comparable to those of taxol both on cells and on in vitro microtubule polymerization, is formed. Baccatin III is found in small quantities in the cell medium, although it is barely detectable within the cells. It is concluded that 7-epitaxol is the major derivative of taxol found in cells and that its presence does not alter, in a major way, the overall biological activity of taxol.

Original languageEnglish (US)
Pages (from-to)692-698
Number of pages7
JournalJournal of Pharmacology and Experimental Therapeutics
Volume242
Issue number2
StatePublished - 1987

Fingerprint

Paclitaxel
Culture Media
Cell Culture Techniques
Microtubules
Hydrolysis
Polymerization
Mass Spectrometry
Magnetic Resonance Spectroscopy
High Pressure Liquid Chromatography

ASJC Scopus subject areas

  • Pharmacology

Cite this

@article{4f72e0aa04944ed4b22d70a8b62f573e,
title = "Taxol is converted to 7-epitaxol, a biologically active isomer, in cell culture medium",
abstract = "The hydrolysis products of taxol have been isolated by high-performance liquid chromatography and identified by nuclear magnetic resonance and mass spectroscopy. In contrast to taxol, the major hydrolysis product, baccatin III, has little cytotoxic activity and does not promote in vitro microtubule assembly. In cell culture medium, the concentration of taxol decreases with time and 7-epitaxol, which exhibits properties comparable to those of taxol both on cells and on in vitro microtubule polymerization, is formed. Baccatin III is found in small quantities in the cell medium, although it is barely detectable within the cells. It is concluded that 7-epitaxol is the major derivative of taxol found in cells and that its presence does not alter, in a major way, the overall biological activity of taxol.",
author = "I. Ringel and {Band Horwitz}, Susan",
year = "1987",
language = "English (US)",
volume = "242",
pages = "692--698",
journal = "Journal of Pharmacology and Experimental Therapeutics",
issn = "0022-3565",
publisher = "American Society for Pharmacology and Experimental Therapeutics",
number = "2",

}

TY - JOUR

T1 - Taxol is converted to 7-epitaxol, a biologically active isomer, in cell culture medium

AU - Ringel, I.

AU - Band Horwitz, Susan

PY - 1987

Y1 - 1987

N2 - The hydrolysis products of taxol have been isolated by high-performance liquid chromatography and identified by nuclear magnetic resonance and mass spectroscopy. In contrast to taxol, the major hydrolysis product, baccatin III, has little cytotoxic activity and does not promote in vitro microtubule assembly. In cell culture medium, the concentration of taxol decreases with time and 7-epitaxol, which exhibits properties comparable to those of taxol both on cells and on in vitro microtubule polymerization, is formed. Baccatin III is found in small quantities in the cell medium, although it is barely detectable within the cells. It is concluded that 7-epitaxol is the major derivative of taxol found in cells and that its presence does not alter, in a major way, the overall biological activity of taxol.

AB - The hydrolysis products of taxol have been isolated by high-performance liquid chromatography and identified by nuclear magnetic resonance and mass spectroscopy. In contrast to taxol, the major hydrolysis product, baccatin III, has little cytotoxic activity and does not promote in vitro microtubule assembly. In cell culture medium, the concentration of taxol decreases with time and 7-epitaxol, which exhibits properties comparable to those of taxol both on cells and on in vitro microtubule polymerization, is formed. Baccatin III is found in small quantities in the cell medium, although it is barely detectable within the cells. It is concluded that 7-epitaxol is the major derivative of taxol found in cells and that its presence does not alter, in a major way, the overall biological activity of taxol.

UR - http://www.scopus.com/inward/record.url?scp=0023199652&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0023199652&partnerID=8YFLogxK

M3 - Article

C2 - 2886648

AN - SCOPUS:0023199652

VL - 242

SP - 692

EP - 698

JO - Journal of Pharmacology and Experimental Therapeutics

JF - Journal of Pharmacology and Experimental Therapeutics

SN - 0022-3565

IS - 2

ER -