Preparation and biological activity of taxol acetates

Wilfredo Mellado, Neal F. Magri, David G I Kingston, Renee Garcia-Arenas, George A. Orr, Susan Band Horwitz

Research output: Contribution to journalArticle

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Abstract

Synthesis and biological activity of 2′-acetyltaxol and 7-acetyltaxol are reported. Activity is measured in vivo by cytotoxicity toward the macrophage-like cell line J774.2, and in vitro by promotion of microtubule assembly in the absence of exogenous GTP. Addition of an acetyl moiety at C-2′ results in loss of in vitro activity but not cytotoxicity. The properties of 7-acetyltaxol are similar to those of taxol in its effects on cell replication and on in vitro microtubule polymerization. Therefore a free hydroxyl group at C-7 is not required for in vitro activity and this position is available for structural modifications.

Original languageEnglish (US)
Pages (from-to)329-336
Number of pages8
JournalBiochemical and Biophysical Research Communications
Volume124
Issue number2
DOIs
StatePublished - Oct 30 1984

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Cytotoxicity
Paclitaxel
Bioactivity
Acetates
Macrophages
Guanosine Triphosphate
Microtubules
Hydroxyl Radical
Polymerization
Cells
Cell Line
7-acetyltaxol
In Vitro Techniques
2'-acetyltaxol

ASJC Scopus subject areas

  • Biochemistry
  • Biophysics
  • Molecular Biology

Cite this

Preparation and biological activity of taxol acetates. / Mellado, Wilfredo; Magri, Neal F.; Kingston, David G I; Garcia-Arenas, Renee; Orr, George A.; Band Horwitz, Susan.

In: Biochemical and Biophysical Research Communications, Vol. 124, No. 2, 30.10.1984, p. 329-336.

Research output: Contribution to journalArticle

Mellado, Wilfredo ; Magri, Neal F. ; Kingston, David G I ; Garcia-Arenas, Renee ; Orr, George A. ; Band Horwitz, Susan. / Preparation and biological activity of taxol acetates. In: Biochemical and Biophysical Research Communications. 1984 ; Vol. 124, No. 2. pp. 329-336.
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