Convenient synthesis and evaluation of biological activity of benzyl (2S)-2-[(R)-1-hydroxy-2-oxo-(1-phenethyl)prop-3-ylcarbamoyl]-4-oxopiperidine- (or -4-oxopyrrolidine)-1-carboxylate as novel histone deacetylase inhibitors

Seikwan Oh, Hyung In Moon, Jae Chul Jung

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

A simple synthesis, involving a key coupling reaction, and the biological activity of the title compounds 16 and 17 are described. The key fragments are the amine·HCl salt 6 and the acids 9 and 13, which were smoothly coupled by using ethyl(dimethylaminopropyl)carbodiimide (EDCI) and 1- hydroxybenzotriazole (HOBt) in high yield. We have found that the in vitro growth inhibitory potency of the new compounds 16 and 17 exhibits good histone deacetylase (HDAC) activity.

Original languageEnglish
Pages (from-to)1300-1304
Number of pages5
JournalZeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume63
Issue number11
DOIs
StatePublished - 2008

Bibliographical note

Funding Information:
This work has been supported by the KOSEF Brain Neurobiology Grant (2007), by the Ewha Global Challenge (BK21) grant, and in part by Cooperative Agreement Number 1-U01 C1000211 from the Centers for Disease Control and Prevention (M. A. A.).

Keywords

  • 4-Oxopiperidine-1-carboxylate
  • 4-Oxopyrrolidine-1-carboxylate
  • Acetylation
  • Coupling synthesis

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