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 Band Horwitz

Research output: Contribution to journalArticle

114 Citations (Scopus)

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 languageEnglish (US)
Pages (from-to)1082-1089
Number of pages8
JournalBiochemical and Biophysical Research Communications
Volume105
Issue number3
DOIs
StatePublished - Apr 14 1982

Fingerprint

Taxoids
Cytotoxicity
Paclitaxel
Microtubules
Microtubule Proteins
Macrophages
Structure-Activity Relationship
Guanosine Triphosphate
Esters
Cells
Cell Line
In Vitro Techniques

ASJC Scopus subject areas

  • Biochemistry
  • Biophysics
  • Molecular Biology

Cite this

Structure-activity study of cytotoxicity and microtubule assembly in vitro by taxol and related taxanes. / Parness, Jerome; Kingston, David G I; Powell, Richard G.; Harracksingh, Carol; Band Horwitz, Susan.

In: Biochemical and Biophysical Research Communications, Vol. 105, No. 3, 14.04.1982, p. 1082-1089.

Research output: Contribution to journalArticle

Parness, Jerome ; Kingston, David G I ; Powell, Richard G. ; Harracksingh, Carol ; Band Horwitz, Susan. / Structure-activity study of cytotoxicity and microtubule assembly in vitro by taxol and related taxanes. In: Biochemical and Biophysical Research Communications. 1982 ; Vol. 105, No. 3. pp. 1082-1089.
@article{c661cf856b284a35a672e6184429f3cd,
title = "Structure-activity study of cytotoxicity and microtubule assembly in vitro by taxol and related taxanes",
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.",
author = "Jerome Parness and Kingston, {David G I} and Powell, {Richard G.} and Carol Harracksingh and {Band Horwitz}, Susan",
year = "1982",
month = "4",
day = "14",
doi = "10.1016/0006-291X(82)91080-4",
language = "English (US)",
volume = "105",
pages = "1082--1089",
journal = "Biochemical and Biophysical Research Communications",
issn = "0006-291X",
publisher = "Academic Press Inc.",
number = "3",

}

TY - JOUR

T1 - Structure-activity study of cytotoxicity and microtubule assembly in vitro by taxol and related taxanes

AU - Parness, Jerome

AU - Kingston, David G I

AU - Powell, Richard G.

AU - Harracksingh, Carol

AU - Band Horwitz, Susan

PY - 1982/4/14

Y1 - 1982/4/14

N2 - 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.

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.

UR - http://www.scopus.com/inward/record.url?scp=0020371138&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0020371138&partnerID=8YFLogxK

U2 - 10.1016/0006-291X(82)91080-4

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

M3 - Article

VL - 105

SP - 1082

EP - 1089

JO - Biochemical and Biophysical Research Communications

JF - Biochemical and Biophysical Research Communications

SN - 0006-291X

IS - 3

ER -