Bicyclic Piperazine Mimetics of the Peptide β-Turn Assembled via the Castagnoli-Cushman Reaction
Publication type: Journal Article
Publication date: 2018-04-27
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
29701467
Organic Chemistry
Abstract
5-Oxopiperazine-2-carboxamides and respective carboxylic acids (obtained by the Castagnoli-Cushman reaction of protected iminodiacetic anhydride) were converted into cis- and trans-configured bicyclic piperazines containing two stereogenic centers. The latter are not only well-established mimetics of peptide β-turn but also attractive, high-Fsp3 cores for drug design in general. The methodology was applied to the preparation of ring-expanded version of bicyclic piperazines not described in the literature.
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Total citations:
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Citations from 2024:
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(12.5%)
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Usmanova L. et al. Bicyclic Piperazine Mimetics of the Peptide β-Turn Assembled via the Castagnoli-Cushman Reaction // Journal of Organic Chemistry. 2018. Vol. 83. No. 10. pp. 5859-5868.
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Usmanova L., Dar’in D., Novikov M. S., Gureev M. A., Gureev M., Krasavin M. Bicyclic Piperazine Mimetics of the Peptide β-Turn Assembled via the Castagnoli-Cushman Reaction // Journal of Organic Chemistry. 2018. Vol. 83. No. 10. pp. 5859-5868.
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RIS
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TY - JOUR
DO - 10.1021/acs.joc.8b00811
UR - https://pubs.acs.org/doi/10.1021/acs.joc.8b00811
TI - Bicyclic Piperazine Mimetics of the Peptide β-Turn Assembled via the Castagnoli-Cushman Reaction
T2 - Journal of Organic Chemistry
AU - Usmanova, Liliia
AU - Dar’in, Dmitry
AU - Novikov, Mikhail S.
AU - Gureev, M. A.
AU - Gureev, Maxim
AU - Krasavin, Mikhail
PY - 2018
DA - 2018/04/27
PB - American Chemical Society (ACS)
SP - 5859-5868
IS - 10
VL - 83
PMID - 29701467
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2018_Usmanova,
author = {Liliia Usmanova and Dmitry Dar’in and Mikhail S. Novikov and M. A. Gureev and Maxim Gureev and Mikhail Krasavin},
title = {Bicyclic Piperazine Mimetics of the Peptide β-Turn Assembled via the Castagnoli-Cushman Reaction},
journal = {Journal of Organic Chemistry},
year = {2018},
volume = {83},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.8b00811},
number = {10},
pages = {5859--5868},
doi = {10.1021/acs.joc.8b00811}
}
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MLA
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Usmanova, Liliia, et al. “Bicyclic Piperazine Mimetics of the Peptide β-Turn Assembled via the Castagnoli-Cushman Reaction.” Journal of Organic Chemistry, vol. 83, no. 10, Apr. 2018, pp. 5859-5868. https://pubs.acs.org/doi/10.1021/acs.joc.8b00811.