Chemistry - An Asian Journal, volume 10, issue 2, pages 383-389

Structural studies and anticancer activity of a novel class of β-peptides

Kudryavtsev Konstantin V.
Yu Chia-Chun
Ivantcova Polina M.
Bräse Stefan
Zefirov Nikolay S.
Guh Jih-Hwa
Publication typeJournal Article
Publication date2014-11-18
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor4.1
ISSN18614728, 1861471X
General Chemistry
Organic Chemistry
Biochemistry
Abstract
Functionalized oligomeric organic compounds with well-defined β-proline scaffold have been synthesized by a cycloadditive oligomerization approach in racemic and enantiopure forms. The structure of the novel β-peptides was investigated by NMR spectroscopic and X-ray methods determining the conformational shapes of the β-proline oligomers in solution and solid states. The main structural elements subject to conformational switches are β-peptide bonds between 5-arylpyrrolidine-2-carboxylic acid units existing in Z/E configurations. The whole library of short β-peptides and intermediate acrylamides has been tested on antiproliferative activity towards the hormone-refractory prostate cancer cell line PC-3 revealing several oligomeric compounds with low micromolar and submicromolar activities. Bromine-substituted dimeric and trimeric acrylamides induced caspase-dependent apoptosis of PC-3 cells through cell-cycle arrest and mitochondrial damage.

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GOST |
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GOST Copy
Kudryavtsev K. V. et al. Structural studies and anticancer activity of a novel class of β-peptides // Chemistry - An Asian Journal. 2014. Vol. 10. No. 2. pp. 383-389.
GOST all authors (up to 50) Copy
Kudryavtsev K. V., Yu C., Ivantcova P. M., Polshakov V. I., Churakov A. V., Bräse S., Zefirov N. S., Guh J. Structural studies and anticancer activity of a novel class of β-peptides // Chemistry - An Asian Journal. 2014. Vol. 10. No. 2. pp. 383-389.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1002/asia.201403171
UR - https://doi.org/10.1002%2Fasia.201403171
TI - Structural studies and anticancer activity of a novel class of β-peptides
T2 - Chemistry - An Asian Journal
AU - Kudryavtsev, Konstantin V.
AU - Yu, Chia-Chun
AU - Polshakov, Vladimir I
AU - Churakov, Andrei V.
AU - Bräse, Stefan
AU - Zefirov, Nikolay S.
AU - Guh, Jih-Hwa
AU - Ivantcova, Polina M.
PY - 2014
DA - 2014/11/18 00:00:00
PB - Wiley
SP - 383-389
IS - 2
VL - 10
SN - 1861-4728
SN - 1861-471X
ER -
BibTex |
Cite this
BibTex Copy
@article{2014_Kudryavtsev,
author = {Konstantin V. Kudryavtsev and Chia-Chun Yu and Vladimir I Polshakov and Andrei V. Churakov and Stefan Bräse and Nikolay S. Zefirov and Jih-Hwa Guh and Polina M. Ivantcova},
title = {Structural studies and anticancer activity of a novel class of β-peptides},
journal = {Chemistry - An Asian Journal},
year = {2014},
volume = {10},
publisher = {Wiley},
month = {nov},
url = {https://doi.org/10.1002%2Fasia.201403171},
number = {2},
pages = {383--389},
doi = {10.1002/asia.201403171}
}
MLA
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MLA Copy
Kudryavtsev, Konstantin V., et al. “Structural studies and anticancer activity of a novel class of β-peptides.” Chemistry - An Asian Journal, vol. 10, no. 2, Nov. 2014, pp. 383-389. https://doi.org/10.1002%2Fasia.201403171.
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