Pyrrolidine-containing peptides, JBIR-126, -148, and -149, from Streptomyces sp. NBRC 111228

Miho Izumikawa, Teppei Kawahara, Noritaka Kagaya, Hideki Yamamura, Masayuki Hayakawa, Motoki Takagi, Masahito Yoshida, Takayuki Doi, Kazuo Shin-ya

Research output: Contribution to journalArticlepeer-review

10 Citations (Scopus)

Abstract

New pyrrolidine containing peptides JBIR-126 (1), JBIR-148 (2), and JBIR-149 (3) were isolated from a culture of Streptomyces sp. NBRC 111228 obtained from soil collected in the Okinawa Prefecture, Japan. The planar structures of 1, 2, and 3 were established based on 1D and 2D NMR, ESI-TOF-MS, IR, and UV spectra. The absolute configurations of amino acid residues were determined by Marfey's method. Compounds 1, 2, and 3 are structurally related to JBIR-34 and -35, in which an alanine residue is replaced by a unique pyrrolidine moiety.

Original languageEnglish
Pages (from-to)5333-5336
Number of pages4
JournalTetrahedron Letters
Volume56
Issue number39
DOIs
Publication statusPublished - 2015 Aug 22

Keywords

  • JBIR-126
  • JBIR-34
  • Pyrrolidine
  • Streptomyces

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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