Synthesis of Indole-Derived Allocolchicine Congeners through Pd-Catalyzed Intramolecular C-H Arylation Reaction
Nikolay S Sitnikov
1
,
Antonina S Kokisheva
1
,
Georgy K. Fukin
2
,
Jörg M. Neudörfl
3
,
Hannah Sutorius
4
,
A. Prokop
4
,
Valery V Fokin
5
,
4
Department of Pediatric Hematology/Oncology, Children's Hospital Köln, Amsterdamer Str. 59, 50735 Köln, Germany
|
Publication type: Journal Article
Publication date: 2014-09-04
scimago Q2
wos Q2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
The synthesis of several new heterocyclic structural analogs of the natural antimitotic agent allocolchicine is reported. As a key step an intramolecular Pd-catalyzed C–H arylation reaction was used to close the seven-membered ring fused with two electron-rich aryl fragments. The stereostructure of the target compounds was determined by X-ray crystal analysis. The primary biological assessment of the synthesized compounds was carried out on human lymphoma cells. Several allocolchicinoids were determined to possess antiproliferative and apoptosis-inducing activity in the micromolar concentration range.
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Total citations:
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Citations from 2024:
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(9.1%)
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GOST
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Sitnikov N. S. et al. Synthesis of Indole-Derived Allocolchicine Congeners through Pd-Catalyzed Intramolecular C-H Arylation Reaction // European Journal of Organic Chemistry. 2014. Vol. 2014. No. 29. pp. 6481-6492.
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Sitnikov N. S., Kokisheva A. S., Fukin G. K., Neudörfl J. M., Sutorius H., Prokop A., Fokin V. V., Schmalz H. Synthesis of Indole-Derived Allocolchicine Congeners through Pd-Catalyzed Intramolecular C-H Arylation Reaction // European Journal of Organic Chemistry. 2014. Vol. 2014. No. 29. pp. 6481-6492.
Cite this
RIS
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TY - JOUR
DO - 10.1002/ejoc.201402850
UR - https://doi.org/10.1002/ejoc.201402850
TI - Synthesis of Indole-Derived Allocolchicine Congeners through Pd-Catalyzed Intramolecular C-H Arylation Reaction
T2 - European Journal of Organic Chemistry
AU - Sitnikov, Nikolay S
AU - Kokisheva, Antonina S
AU - Fukin, Georgy K.
AU - Neudörfl, Jörg M.
AU - Sutorius, Hannah
AU - Prokop, A.
AU - Fokin, Valery V
AU - Schmalz, H.-G.
PY - 2014
DA - 2014/09/04
PB - Wiley
SP - 6481-6492
IS - 29
VL - 2014
SN - 1434-193X
SN - 1099-0690
ER -
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BibTex (up to 50 authors)
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@article{2014_Sitnikov,
author = {Nikolay S Sitnikov and Antonina S Kokisheva and Georgy K. Fukin and Jörg M. Neudörfl and Hannah Sutorius and A. Prokop and Valery V Fokin and H.-G. Schmalz},
title = {Synthesis of Indole-Derived Allocolchicine Congeners through Pd-Catalyzed Intramolecular C-H Arylation Reaction},
journal = {European Journal of Organic Chemistry},
year = {2014},
volume = {2014},
publisher = {Wiley},
month = {sep},
url = {https://doi.org/10.1002/ejoc.201402850},
number = {29},
pages = {6481--6492},
doi = {10.1002/ejoc.201402850}
}
Cite this
MLA
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Sitnikov, Nikolay S., et al. “Synthesis of Indole-Derived Allocolchicine Congeners through Pd-Catalyzed Intramolecular C-H Arylation Reaction.” European Journal of Organic Chemistry, vol. 2014, no. 29, Sep. 2014, pp. 6481-6492. https://doi.org/10.1002/ejoc.201402850.
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