A C,D-seco-paclitaxel derivative 26 was prepared from taxine and tested for biological activity. Chemical reactivity of the seco-compounds proved to be substantially modified, with respects to taxoids. The corresponding C,D-seco-taxoid does not show tubulin stabilizing activity or cytotoxicity. Explanation of these observations based on molecular modeling is provided. (c) 2006 Elsevier Ltd. All rights reserved.
Keywords:
taxane antitumor agents / radicals and radical reactions / medium sized rings / natural products / molecular modeling
TY - JOUR
AU - Ferjančić, Zorana
AU - Matović, Radomir
AU - Čeković, Živorad
AU - Jiang, Yi
AU - Snyder, James P.
AU - Trajković, Vladimir
AU - Saičić, Radomir N.
PY - 2006
UR - http://cer.ihtm.bg.ac.rs/handle/123456789/2772
AB - A C,D-seco-paclitaxel derivative 26 was prepared from taxine and tested for biological activity. Chemical reactivity of the seco-compounds proved to be substantially modified, with respects to taxoids. The corresponding C,D-seco-taxoid does not show tubulin stabilizing activity or cytotoxicity. Explanation of these observations based on molecular modeling is provided. (c) 2006 Elsevier Ltd. All rights reserved.
PB - Pergamon-Elsevier Science Ltd, Oxford
T2 - Tetrahedron
T1 - Synthesis, biology, and modeling of a C-4 carbonyl C,D-seco-taxoid
VL - 62
IS - 36
SP - 8503
EP - 8514
DO - 10.1016/j.tet.2006.06.080
ER -
@article{
author = "Ferjančić, Zorana and Matović, Radomir and Čeković, Živorad and Jiang, Yi and Snyder, James P. and Trajković, Vladimir and Saičić, Radomir N.",
year = "2006",
url = "http://cer.ihtm.bg.ac.rs/handle/123456789/2772",
abstract = "A C,D-seco-paclitaxel derivative 26 was prepared from taxine and tested for biological activity. Chemical reactivity of the seco-compounds proved to be substantially modified, with respects to taxoids. The corresponding C,D-seco-taxoid does not show tubulin stabilizing activity or cytotoxicity. Explanation of these observations based on molecular modeling is provided. (c) 2006 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Synthesis, biology, and modeling of a C-4 carbonyl C,D-seco-taxoid",
volume = "62",
number = "36",
pages = "8503-8514",
doi = "10.1016/j.tet.2006.06.080"
}
Ferjančić, Z., Matović, R., Čeković, Ž., Jiang, Y., Snyder, J. P., Trajković, V.,& Saičić, R. N. (2006). Synthesis, biology, and modeling of a C-4 carbonyl C,D-seco-taxoid.
Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 62(36), 8503-8514.
https://doi.org/10.1016/j.tet.2006.06.080
Ferjančić Z, Matović R, Čeković Ž, Jiang Y, Snyder JP, Trajković V, Saičić RN. Synthesis, biology, and modeling of a C-4 carbonyl C,D-seco-taxoid. Tetrahedron. 2006;62(36):8503-8514
Ferjančić Zorana, Matović Radomir, Čeković Živorad, Jiang Yi, Snyder James P., Trajković Vladimir, Saičić Radomir N., "Synthesis, biology, and modeling of a C-4 carbonyl C,D-seco-taxoid" Tetrahedron, 62, no. 36 (2006):8503-8514,
https://doi.org/10.1016/j.tet.2006.06.080 .
