Theoretical and NMR Conformational Studies of β-Proline Oligopeptides With Alternating Chirality of Pyrrolidine Units

Autor: Alexey B. Mantsyzov, Oleg Y. Savelyev, Polina M. Ivantcova, Stefan Bräse, Konstantin V. Kudryavtsev, Vladimir I. Polshakov

Publikováno v: Frontiers in Chemistry, Vol 6 (2018)

Synthetic β-peptides are potential functional mimetics of native α-proteins. A recently developed, novel, synthetic approach provides an effective route to the broad group of β-proline oligomers with alternating patterns of stereogenic centers. Co

Externí odkaz: https://doaj.org/article/d872ab658dee42c6815dcaaa041923a8

(1SR,3RS,3aSR,6aRS)-Methyl 5-methyl-4,6-dioxo-3-[2-(trifluoromethyl)phenyl]octahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Autor: Konstantin V. Kudryavtsev, Polina M. Ivantcova, Andrei V. Churakov

Publikováno v: Acta Crystallographica Section E, Vol 69, Iss 2, Pp o161-o162 (2013)

In the title compound, C16H15F3N2O4, the relative stereochemistry of the four stereogenic C atoms has been determined. The carboxymethyl and 2-(trifluoromethyl)phenyl substituents of the pyrrolidine cycle have a cis mutual arrangement. The five-membe

Externí odkaz: https://doaj.org/article/bde90914f60146fca5e59b70d8fd25aa

Crystal structure of 4-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yl] 2-methyl (2S,4S,5R)-1-[(2S,3R,5R)-5-meth­oxy­carbonyl-2-(2-methyl­phen­yl)pyrrolidine-3-carbon­yl]-5-(2-methyl­phen­yl)pyrrolidine-2,4-di­carboxyl­ate

Autor: Polina M. Ivantcova, Mikhail N. Sokolov, Konstantin V. Kudryavtsev, Andrei V. Churakov

Publikováno v: Acta Crystallographica Section E: Crystallographic Communications
Acta Crystallographica Section E: Crystallographic Communications, Vol 75, Iss 5, Pp 537-539 (2019)

The title compound represents a chiral β-proline dipeptide. Corresponding stereogenic centres of constituting pyrrolidine units have opposite absolute configurations. The central amide fragment is planar within 0.1 Å and adopts a Z configuration al

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=pmid_dedup__::8c54e74fcf3c7e07f33c628d178b67a9
http://europepmc.org/articles/PMC6505609

Chemoselectivity issues of the asymmetric interaction between cyclohexanone, β-nitrostyrene, and benzoic acid under 5-aryl prolinate's organocatalysis

Autor: Polina M. Ivantcova, Konstantin V. Kudryavtsev

Publikováno v: ChiralityREFERENCES. 32(6)

4-l-menthyloxycarbonyl 5-aryl prolinates were studied as organocatalysts of a novel three-component reaction of cyclohexanone, benzoic acid, and β-nitrostyrene. The presence of ortho-halogen atom in 5-aryl fragment of the catalyst is favored for dri

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::b01e5caf25743a56116611c4e1482fc5
https://pubmed.ncbi.nlm.nih.gov/32168390

Structural Studies and Anticancer Activity of a Novel Class of β-Peptides

Autor: Stefan Bräse, Nikolay S. Zefirov, Jih-Hwa Guh, Polina M. Ivantcova, Vladimir I. Polshakov, Andrei V. Churakov, Konstantin V. Kudryavtsev, Chia-Chun Yu

Publikováno v: Chemistry - An Asian Journal. 10:383-389

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 spect

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::bbc65f5b262c9b7ba768900047b09057
https://doi.org/10.1002/asia.201403171