Synthetic studies on thiostrepton family of peptide antibiotics: Synthesis of the cyclic core portion containing the dehydropiperidine, dihydroquinoline, L-valine, and masked dehydroalanine segments

Tomonori Mori, Hiraku Tohmiya, Yukiko Satouchi, Shuhei Higashibayashi, Kimiko Hashimoto, Masaya Nakata

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

The cyclic core portion containing the dehydropiperidine, dihydroquinoline, L-valine, and masked dehydroalanine (i.e., β-phenylselenoalanine) segments of the thiostrepton family of peptide antibiotics was synthesized via the consecutive coupling of these four segments followed by cyclization at the amide bond between the dehydropiperidine and masked dehydroalanine segments.

Original languageEnglish
Pages (from-to)6423-6427
Number of pages5
JournalTetrahedron Letters
Volume46
Issue number38
DOIs
Publication statusPublished - 2005 Sep 19

Fingerprint

Thiostrepton
Valine
Anti-Bacterial Agents
Peptides
Cyclization
Amides
dehydroalanine

Keywords

  • Dehydroalanine
  • Dehydropiperidine
  • Dihydroquinoline
  • Thiostrepton
  • Ytterbium triflate

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthetic studies on thiostrepton family of peptide antibiotics : Synthesis of the cyclic core portion containing the dehydropiperidine, dihydroquinoline, L-valine, and masked dehydroalanine segments. / Mori, Tomonori; Tohmiya, Hiraku; Satouchi, Yukiko; Higashibayashi, Shuhei; Hashimoto, Kimiko; Nakata, Masaya.

In: Tetrahedron Letters, Vol. 46, No. 38, 19.09.2005, p. 6423-6427.

Research output: Contribution to journalArticle

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