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

Hitoshi Kondo; Takayuki Oritani; Hiromasa Kiyota

doi:10.1002/1099-0690(200010)2000:20<3459::AID-EJOC3459>3.0.CO;2-F

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 journal › Article › peer-review

13 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 language	English
Pages (from-to)	3459-3462
Number of pages	4
Journal	European Journal of Organic Chemistry
Issue number	20
DOIs	https://doi.org/10.1002/1099-0690(200010)2000:20<3459::AID-EJOC3459>3.0.CO;2-F
Publication status	Published - Oct 2000
Externally published	Yes

Keywords

Aldol reactions
Antibiotics
Glutarimides
Streptimidone
Total synthesis

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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10.1002/1099-0690(200010)2000:20<3459::AID-EJOC3459>3.0.CO;2-F

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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",

author = "Hitoshi Kondo and Takayuki Oritani and Hiromasa Kiyota",

year = "2000",

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doi = "10.1002/1099-0690(200010)2000:20<3459::AID-EJOC3459>3.0.CO;2-F",

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T1 - Synthesis and antifungal activity of the four stereoisomers of streptimidone, a glutarimide antibiotic from Streptomyces rimosus forma paromomycinus

AU - Kondo, Hitoshi

AU - Oritani, Takayuki

AU - Kiyota, Hiromasa

PY - 2000/10

Y1 - 2000/10

N2 - 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.

AB - 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.

KW - Aldol reactions

KW - Antibiotics

KW - Glutarimides

KW - Streptimidone

KW - Total synthesis

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

Abstract

Keywords

ASJC Scopus subject areas

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