A solid-phase total synthesis of the cyclic depsipeptide HDAC inhibitor spiruchostatin A

Yusuke Iijima, Asami Munakata, Kazuo Shin-ya, A. Ganesan, Takayuki Doi, Takashi Takahashi

Research output: Contribution to journalArticlepeer-review

23 Citations (Scopus)

Abstract

Spiruchostatin A, a potent histone deacetylase inhibitor, was efficiently synthesized from (3S,4R)-4-amino-3-hydroxy-5-methylhexanoic acid utilizing solid-phase peptide elongation with d-cysteine, d-alanine, and (E)-3-hydroxy-7-thio-4-heptenoic acid and solution-phase macrolactonization, followed by intramolecular disulfide formation.

Original languageEnglish
Pages (from-to)2970-2972
Number of pages3
JournalTetrahedron Letters
Volume50
Issue number24
DOIs
Publication statusPublished - 2009 Jun 17

Keywords

  • Cyclic depsipeptide
  • Histone deacetylase
  • Natural product synthesis
  • Solid-phase synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'A solid-phase total synthesis of the cyclic depsipeptide HDAC inhibitor spiruchostatin A'. Together they form a unique fingerprint.

Cite this