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Synthesis, biology, and modeling of a C-4 carbonyl C,D-seco-taxoid

Authorized Users Only
2006
Authors
Ferjančić, Zorana
Matović, Radomir
Čeković, Živorad
Jiang, Yi
Snyder, James P.
Trajković, Vladimir
Saičić, Radomir N.
Article (Published version)
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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.
Keywords:
taxane antitumor agents / radicals and radical reactions / medium sized rings / natural products / molecular modeling
Source:
Tetrahedron, 2006, 62, 36, 8503-8514
Publisher:
  • Oxford : Pergamon-Elsevier Science Ltd

DOI: 10.1016/j.tet.2006.06.080

ISSN: 0040-4020

WoS: 000240125700010

Scopus: 2-s2.0-33746306276
[ Google Scholar ]
14
13
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/2772
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
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  - https://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  - Oxford : Pergamon-Elsevier Science Ltd
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",
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 = "Oxford : Pergamon-Elsevier Science Ltd",
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. in Tetrahedron
Oxford : Pergamon-Elsevier Science Ltd., 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. in Tetrahedron. 2006;62(36):8503-8514.
doi:10.1016/j.tet.2006.06.080 .
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" in Tetrahedron, 62, no. 36 (2006):8503-8514,
https://doi.org/10.1016/j.tet.2006.06.080 . .

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