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 - Horwitz, Susan Band
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.
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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 -