Isolation, antifungal activity, and structure elucidation of the glutarimide antibiotic, streptimidone, produced by Micromonospora coerulea

Beom Seok Kim, Surk Sik Moon, Byung Kook Hwang

Research output: Contribution to journalArticle

38 Citations (Scopus)

Abstract

The antibiotic Ao58A, which showed strong antifungal activity against some plant pathogenic fungi, was purified from the culture broth and mycelial mats of Micromonospora coerulea strain Ao58 using various chromatographic procedures. The molecular formula of the antibiotic Ao58A was deduced to be C16H23NO4 (M + H, m/z 294.1707) by high-resolution FAB mass spectroscopy. Analyses of 1H NMR, 13C NMR, and 2D NMR spectral data revealed that the antibiotic Ao58A is the glutarimide antibiotic streptimidone, 4-(2-hydroxy-5,7-dimethyl-4-oxo-6,8-nonadienyl)-2,6- piperidinedione. The antibiotic Ao58A was very effective in inhibiting growth of Phytophthora capsici, Didymella bryoniae, Magnaporthegrisea, and Botrytis cinerea in the range ~3-10 μg mL-1 of MICs. In vivo evaluation of the antibiotic Ao58A under greenhouse condition showed strong control efficacies against the development of P. capsici, B. cinerea, and M. grisea on pepper, cucumber, and rice plants, respectively. The antibiotic Ao58A was equally as effective as metalaxyl, vinclozolin, and tricyclazole in the control of these plant diseases. However, it did not show any phytotoxicity on the plants even when treated with 500 μg mL-1.

Original languageEnglish
Pages (from-to)3372-3380
Number of pages9
JournalJournal of Agricultural and Food Chemistry
Volume47
Issue number8
DOIs
Publication statusPublished - 1999 Aug 1

Fingerprint

Micromonospora coerulea
Micromonospora
antibiotics
Anti-Bacterial Agents
Phytophthora capsici
vinclozolin
Nuclear magnetic resonance
Botrytis cinerea
tricyclazole
Didymella bryoniae
Phytophthora
Botrytis
Plant Diseases
Cucumis sativus
metalaxyl
Greenhouses
plant pathogenic fungi
phytotoxicity
plant diseases and disorders
streptimidone

Keywords

  • Antifungal activity
  • Micromonospora coerulea
  • Plant disease control
  • Streptimidone

ASJC Scopus subject areas

  • Agricultural and Biological Sciences (miscellaneous)
  • Food Science
  • Chemistry (miscellaneous)

Cite this

Isolation, antifungal activity, and structure elucidation of the glutarimide antibiotic, streptimidone, produced by Micromonospora coerulea. / Kim, Beom Seok; Moon, Surk Sik; Hwang, Byung Kook.

In: Journal of Agricultural and Food Chemistry, Vol. 47, No. 8, 01.08.1999, p. 3372-3380.

Research output: Contribution to journalArticle

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