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 language | English (US) |
|---|---|
| Pages (from-to) | 329-336 |
| Number of pages | 8 |
| Journal | Biochemical and Biophysical Research Communications |
| Volume | 124 |
| Issue number | 2 |
| DOIs | |
| State | Published - Oct 30 1984 |
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ASJC Scopus subject areas
- Biochemistry
- Biophysics
- Molecular Biology
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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 journal › Article
}
TY - JOUR
T1 - Preparation and biological activity of taxol acetates
AU - Mellado, Wilfredo
AU - Magri, Neal F.
AU - Kingston, David G I
AU - Garcia-Arenas, Renee
AU - Orr, George A.
AU - Band Horwitz, Susan
PY - 1984/10/30
Y1 - 1984/10/30
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=0021715055&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0021715055&partnerID=8YFLogxK
U2 - 10.1016/0006-291X(84)91557-2
DO - 10.1016/0006-291X(84)91557-2
M3 - Article
C2 - 6548627
AN - SCOPUS:0021715055
VL - 124
SP - 329
EP - 336
JO - Biochemical and Biophysical Research Communications
JF - Biochemical and Biophysical Research Communications
SN - 0006-291X
IS - 2
ER -