volume 49 issue 18 pages 4335-4340

Synthesis of Bifunctional Furano-Allocolchicinoids

Publication typeJournal Article
Publication date2017-06-26
scimago Q2
wos Q2
SJR0.559
CiteScore4.6
Impact factor2.3
ISSN00397881, 1437210X
Catalysis
Organic Chemistry
Abstract

An efficient seven-step semisynthetic approach towards non-racemic bifunctional furano-allocolchicinoids, starting from naturally occurring colchicine is presented. The Pd-catalyzed domino Sonogashira coupling/5-endo-dig cyclization was employed as the key step. The prepared compounds exhibited substantial cytotoxicity against T3M4, MiaPaCa-2, Colo-357, and PANC-1 cell lines. The presence of two functionalities with different reactivity (hydroxyl and amino groups) in the target molecules allows for an easy conjugation of furano-allocolchicinoids with drug delivery carriers, and opens promising opportunities for their further exploitation in the search of therapeutics.

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GOST |
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GOST Copy
Fedorov A. et al. Synthesis of Bifunctional Furano-Allocolchicinoids // Synthesis. 2017. Vol. 49. No. 18. pp. 4335-4340.
GOST all authors (up to 50) Copy
Fedorov A., Gracheva I., SVIRSHCHEVSKAYA E., Zaburdaeva E. Synthesis of Bifunctional Furano-Allocolchicinoids // Synthesis. 2017. Vol. 49. No. 18. pp. 4335-4340.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1055/s-0036-1589060
UR - https://doi.org/10.1055/s-0036-1589060
TI - Synthesis of Bifunctional Furano-Allocolchicinoids
T2 - Synthesis
AU - Fedorov, Alexey
AU - Gracheva, Iuliia
AU - SVIRSHCHEVSKAYA, ELENA
AU - Zaburdaeva, Elena
PY - 2017
DA - 2017/06/26
PB - Georg Thieme Verlag KG
SP - 4335-4340
IS - 18
VL - 49
SN - 0039-7881
SN - 1437-210X
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2017_Fedorov,
author = {Alexey Fedorov and Iuliia Gracheva and ELENA SVIRSHCHEVSKAYA and Elena Zaburdaeva},
title = {Synthesis of Bifunctional Furano-Allocolchicinoids},
journal = {Synthesis},
year = {2017},
volume = {49},
publisher = {Georg Thieme Verlag KG},
month = {jun},
url = {https://doi.org/10.1055/s-0036-1589060},
number = {18},
pages = {4335--4340},
doi = {10.1055/s-0036-1589060}
}
MLA
Cite this
MLA Copy
Fedorov, Alexey, et al. “Synthesis of Bifunctional Furano-Allocolchicinoids.” Synthesis, vol. 49, no. 18, Jun. 2017, pp. 4335-4340. https://doi.org/10.1055/s-0036-1589060.