Sterically Constrained and Encumbered: An Approach to the Naturally Occurring Peptidomimetic Tetrahydropyrazino[1,2-a]indole-1,4-dione Core

Результат исследований: Научные публикации в периодических изданияхстатья

7 Цитирования (Scopus)

Выдержка

The combination of two privileged motifs, that is, indoline and the constrained peptidomimetic piperazine-2,5-dione, within one tricyclic structure resulted in a scaffold that is abundant in nature but surprisingly scarce in the domain of synthetic bioactive molecules. Utilizing the power of the isocyanide-based Joullié–Ugi reaction followed by postcondensation cyclization, we synthesized such compounds with four elements of diversity in good yields from readily available precursors. The compounds are constrained peptidomimetics distinctly encumbered in a steric sense and have a pronounced three-dimensional character, which is a highly desirable feature in modern drug design.

Язык оригиналаанглийский
Страницы (с-по)1740-1744
Число страниц5
ЖурналEuropean Journal of Organic Chemistry
Том2017
Номер выпуска13
DOI
СостояниеОпубликовано - 3 апр 2017

Отпечаток

Peptidomimetics
indoles
Dione
activity (biology)
drugs
Cyclization
Cyanides
Scaffolds
molecules
Molecules
Pharmaceutical Preparations
indole
piperazine
indoline

Предметные области Scopus

  • Физическая и теоретическая химия
  • Органическая химия

Цитировать

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abstract = "The combination of two privileged motifs, that is, indoline and the constrained peptidomimetic piperazine-2,5-dione, within one tricyclic structure resulted in a scaffold that is abundant in nature but surprisingly scarce in the domain of synthetic bioactive molecules. Utilizing the power of the isocyanide-based Joulli{\'e}–Ugi reaction followed by postcondensation cyclization, we synthesized such compounds with four elements of diversity in good yields from readily available precursors. The compounds are constrained peptidomimetics distinctly encumbered in a steric sense and have a pronounced three-dimensional character, which is a highly desirable feature in modern drug design.",
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Sterically Constrained and Encumbered : An Approach to the Naturally Occurring Peptidomimetic Tetrahydropyrazino[1,2-a]indole-1,4-dione Core. / Golubev, Pavel; Krasavin, Mikhail.

В: European Journal of Organic Chemistry, Том 2017, № 13, 03.04.2017, стр. 1740-1744.

Результат исследований: Научные публикации в периодических изданияхстатья

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KW - Molecular diversity

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