Synthesis and antifungal activity of the four stereoisomers of streptimidone, a glutarimide antibiotic from Streptomyces rimosus forma paromomycinus

Hitoshi Kondo, Takayuki Oritani, Hiromasa Kiyota

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Four stereoisomers of streptimidone (1), an antibiotic from Streptomyces rimosus forma paromomycinus, were synthesized from methyl (S)-3-hydroxy-2-methylpropanoate. The natural diastereomer 1 shows the strongest antimicrobial activity.

Original languageEnglish
Pages (from-to)3459-3462
Number of pages4
JournalEuropean Journal of Organic Chemistry
Issue number20
Publication statusPublished - Oct 2000
Externally publishedYes

Fingerprint

Stereoisomerism
antibiotics
Anti-Bacterial Agents
synthesis
streptimidone
glutarimide

Keywords

  • Aldol reactions
  • Antibiotics
  • Glutarimides
  • Streptimidone
  • Total synthesis

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

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title = "Synthesis and antifungal activity of the four stereoisomers of streptimidone, a glutarimide antibiotic from Streptomyces rimosus forma paromomycinus",
abstract = "Four stereoisomers of streptimidone (1), an antibiotic from Streptomyces rimosus forma paromomycinus, were synthesized from methyl (S)-3-hydroxy-2-methylpropanoate. The natural diastereomer 1 shows the strongest antimicrobial activity.",
keywords = "Aldol reactions, Antibiotics, Glutarimides, Streptimidone, Total synthesis",
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AU - Oritani, Takayuki

AU - Kiyota, Hiromasa

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KW - Antibiotics

KW - Glutarimides

KW - Streptimidone

KW - Total synthesis

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