Synthesis, biological evaluation, and modeling of a C,D-seco-taxoid
Abstract
A C,D-seco-paclitaxel derivative 12 was prepared and tested for biological activity. The key step in the synthesis was a free radical fragmentation of the bicyclic tertiary alcohol 7 under the conditions of the hypobromite reaction. The compound 12 showed no activity in the tubulin test. (c) 2005 Elsevier Ltd. All rights reserved.
Keywords:
taxane antitumor agents / radicals and radical reactions / medium sized rings / natural products / molecular modelingSource:
Tetrahedron Letters, 2005, 46, 30, 5049-5052Publisher:
- Oxford : Pergamon-Elsevier Science Ltd
DOI: 10.1016/j.tetlet.2005.05.071
ISSN: 0040-4039
WoS: 000230362300027
Scopus: 2-s2.0-20544454057
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Institution/Community
IHTMTY - JOUR AU - Ferjančić, Zorana AU - Matović, Radomir AU - Čeković, Živorad AU - Snyder, James P. AU - Saičić, Radomir N. PY - 2005 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/2770 AB - A C,D-seco-paclitaxel derivative 12 was prepared and tested for biological activity. The key step in the synthesis was a free radical fragmentation of the bicyclic tertiary alcohol 7 under the conditions of the hypobromite reaction. The compound 12 showed no activity in the tubulin test. (c) 2005 Elsevier Ltd. All rights reserved. PB - Oxford : Pergamon-Elsevier Science Ltd T2 - Tetrahedron Letters T1 - Synthesis, biological evaluation, and modeling of a C,D-seco-taxoid VL - 46 IS - 30 SP - 5049 EP - 5052 DO - 10.1016/j.tetlet.2005.05.071 ER -
@article{ author = "Ferjančić, Zorana and Matović, Radomir and Čeković, Živorad and Snyder, James P. and Saičić, Radomir N.", year = "2005", abstract = "A C,D-seco-paclitaxel derivative 12 was prepared and tested for biological activity. The key step in the synthesis was a free radical fragmentation of the bicyclic tertiary alcohol 7 under the conditions of the hypobromite reaction. The compound 12 showed no activity in the tubulin test. (c) 2005 Elsevier Ltd. All rights reserved.", publisher = "Oxford : Pergamon-Elsevier Science Ltd", journal = "Tetrahedron Letters", title = "Synthesis, biological evaluation, and modeling of a C,D-seco-taxoid", volume = "46", number = "30", pages = "5049-5052", doi = "10.1016/j.tetlet.2005.05.071" }
Ferjančić, Z., Matović, R., Čeković, Ž., Snyder, J. P.,& Saičić, R. N.. (2005). Synthesis, biological evaluation, and modeling of a C,D-seco-taxoid. in Tetrahedron Letters Oxford : Pergamon-Elsevier Science Ltd., 46(30), 5049-5052. https://doi.org/10.1016/j.tetlet.2005.05.071
Ferjančić Z, Matović R, Čeković Ž, Snyder JP, Saičić RN. Synthesis, biological evaluation, and modeling of a C,D-seco-taxoid. in Tetrahedron Letters. 2005;46(30):5049-5052. doi:10.1016/j.tetlet.2005.05.071 .
Ferjančić, Zorana, Matović, Radomir, Čeković, Živorad, Snyder, James P., Saičić, Radomir N., "Synthesis, biological evaluation, and modeling of a C,D-seco-taxoid" in Tetrahedron Letters, 46, no. 30 (2005):5049-5052, https://doi.org/10.1016/j.tetlet.2005.05.071 . .