Structure-activity study of cytotoxicity and microtubule assembly in vitro by taxol and related taxanes

Jerome Parness; David G.I. Kingston; Richard G. Powell; Carol Harracksingh; Susan B. Horwitz

doi:10.1016/0006-291X(82)91080-4

Structure-activity study of cytotoxicity and microtubule assembly in vitro by taxol and related taxanes

Jerome Parness, David G.I. Kingston, Richard G. Powell, Carol Harracksingh, Susan B. Horwitz

Molecular Pharmacology

Research output: Contribution to journal › Article › peer-review

126 Scopus citations

Abstract

Structure-activity relationships of natural and semisynthetic taxanes 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 and by inhibition of [³H]taxol binding to microtubule protein. Cytotoxicity and in vitro activity require both an intact taxane ring and ester side chain at position C-13. Addition of acetyl moieties at positions 2′ and 7 results in loss of in vitro activity but not cytotoxicity.

Original language	English (US)
Pages (from-to)	1082-1089
Number of pages	8
Journal	Biochemical and Biophysical Research Communications
Volume	105
Issue number	3
DOIs	https://doi.org/10.1016/0006-291X(82)91080-4
State	Published - Apr 14 1982

ASJC Scopus subject areas

Biophysics
Biochemistry
Molecular Biology
Cell Biology

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10.1016/0006-291X(82)91080-4

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abstract = "Structure-activity relationships of natural and semisynthetic taxanes 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 and by inhibition of [3H]taxol binding to microtubule protein. Cytotoxicity and in vitro activity require both an intact taxane ring and ester side chain at position C-13. Addition of acetyl moieties at positions 2′ and 7 results in loss of in vitro activity but not cytotoxicity.",

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AU - Parness, Jerome

AU - Kingston, David G.I.

AU - Powell, Richard G.

AU - Harracksingh, Carol

AU - Horwitz, Susan B.

PY - 1982/4/14

Y1 - 1982/4/14

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AB - Structure-activity relationships of natural and semisynthetic taxanes 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 and by inhibition of [3H]taxol binding to microtubule protein. Cytotoxicity and in vitro activity require both an intact taxane ring and ester side chain at position C-13. Addition of acetyl moieties at positions 2′ and 7 results in loss of in vitro activity but not cytotoxicity.

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Structure-activity study of cytotoxicity and microtubule assembly in vitro by taxol and related taxanes

Abstract

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