Synthesis, biology, and modeling of a C-4 carbonyl C,D-seco-taxoid
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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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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 modelingSource:
Tetrahedron, 2006, 62, 36, 8503-8514Publisher:
- Oxford : Pergamon-Elsevier Science Ltd
DOI: 10.1016/j.tet.2006.06.080
ISSN: 0040-4020
WoS: 000240125700010
Scopus: 2-s2.0-33746306276
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IHTMTY - 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 . .