Synthesis of southern (C1′-C11′) and eastern (C8-C18) fragments of pamamycin-607, an aerial mycelium-inducing substance of Streptomyces alboniger

Hiromasa Kiyota, Yukito Furuya, Shigefumi Kuwahara, Takayuki Oritani

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Synthesis of the southern C1′-C11′ and eastern C8-C18 fragments of pamamycin-607, an aerial mycelium-inducing substance of Streptomyces alboniger, was achieved. The southern fragment was synthesized by using the Evans aldol reaction and cis-selective iodoetherification as the key steps in a 9.6% overall yield (7 steps). The eastern fragment was constructed via the Julia coupling reaction and cis-selective iodoetherification in a 3.0% overall yield (8 steps from the known epoxide).

Original languageEnglish
Pages (from-to)2630-2637
Number of pages8
JournalBioscience, Biotechnology and Biochemistry
Volume65
Issue number12
DOIs
Publication statusPublished - Dec 2001
Externally publishedYes

Fingerprint

Streptomyces alboniger
Mycelium
Epoxy Compounds
Streptomyces
mycelium
Antennas
synthesis
epoxides
3-hydroxybutanal
pamamycin-607

Keywords

  • Aerial mycelium
  • Antibiotic
  • Iodoetherification
  • Pamamycin
  • Synthesis

ASJC Scopus subject areas

  • Food Science
  • Biochemistry, Genetics and Molecular Biology(all)
  • Biochemistry
  • Biotechnology
  • Chemistry (miscellaneous)
  • Applied Microbiology and Biotechnology
  • Bioengineering

Cite this

Synthesis of southern (C1′-C11′) and eastern (C8-C18) fragments of pamamycin-607, an aerial mycelium-inducing substance of Streptomyces alboniger. / Kiyota, Hiromasa; Furuya, Yukito; Kuwahara, Shigefumi; Oritani, Takayuki.

In: Bioscience, Biotechnology and Biochemistry, Vol. 65, No. 12, 12.2001, p. 2630-2637.

Research output: Contribution to journalArticle

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