Isolation, Structure Elucidation, and Antifungal Activity of a Manumycin-Type Antibiotic from Streptomyces flaveus

Byung Kook Hwang; Jung Yeop Lee; Beom Seok Kim; Surk Sik Moon

doi:10.1021/jf960084o

Isolation, Structure Elucidation, and Antifungal Activity of a Manumycin-Type Antibiotic from Streptomyces flaveus

Byung Kook Hwang, Jung Yeop Lee, Beom Seok Kim, Surk Sik Moon

Research output: Contribution to journal › Article › peer-review

36 Citations (Scopus)

Abstract

A manumycin-type antibiotic, SW-B, has been isolated from the solid agar culture of Streptomyces flaveus strain A-11. The structure was determined by mass spectrometry and one- and two-dimensional NMR spectroscopy. SW-B was detected at R_f 0.5 on the TLC plate developed with chloroform-methanol (90:10 v/v). The UV spectrum of SW-B in methanol showed peaks at 208 and 260 nm. The antibiotic SW-B was confirmed to be a derivative of a manumycin-type antibiotic, 2,4,6-trimethyldeca-(2E,4E)-dienamide (C₁₃H₂₃NO, 209.1780). SW-B showed strong antifungal activity against Phytophthora capsici, Magnaporthe grisea, Cladosporium cucumerinum, and Alternaria mali. However, it lacked antimicrobial activity against yeast and bacteria.

Original language	English
Pages (from-to)	3653-3657
Number of pages	5
Journal	Journal of agricultural and food chemistry
Volume	44
Issue number	11
DOIs	https://doi.org/10.1021/jf960084o
Publication status	Published - 1996 Nov

Keywords

2,4,6-Trimethyldeca-(2E,4E)-dienamide
Antifungal activity
Manumycin
Streptomyces flaveus

ASJC Scopus subject areas

General Chemistry
General Agricultural and Biological Sciences

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title = "Isolation, Structure Elucidation, and Antifungal Activity of a Manumycin-Type Antibiotic from Streptomyces flaveus",

abstract = "A manumycin-type antibiotic, SW-B, has been isolated from the solid agar culture of Streptomyces flaveus strain A-11. The structure was determined by mass spectrometry and one- and two-dimensional NMR spectroscopy. SW-B was detected at Rf 0.5 on the TLC plate developed with chloroform-methanol (90:10 v/v). The UV spectrum of SW-B in methanol showed peaks at 208 and 260 nm. The antibiotic SW-B was confirmed to be a derivative of a manumycin-type antibiotic, 2,4,6-trimethyldeca-(2E,4E)-dienamide (C13H23NO, 209.1780). SW-B showed strong antifungal activity against Phytophthora capsici, Magnaporthe grisea, Cladosporium cucumerinum, and Alternaria mali. However, it lacked antimicrobial activity against yeast and bacteria.",

keywords = "2,4,6-Trimethyldeca-(2E,4E)-dienamide, Antifungal activity, Manumycin, Streptomyces flaveus",

author = "Hwang, {Byung Kook} and Lee, {Jung Yeop} and Kim, {Beom Seok} and Moon, {Surk Sik}",

year = "1996",

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doi = "10.1021/jf960084o",

language = "English",

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AU - Hwang, Byung Kook

AU - Lee, Jung Yeop

AU - Kim, Beom Seok

AU - Moon, Surk Sik

PY - 1996/11

Y1 - 1996/11

N2 - A manumycin-type antibiotic, SW-B, has been isolated from the solid agar culture of Streptomyces flaveus strain A-11. The structure was determined by mass spectrometry and one- and two-dimensional NMR spectroscopy. SW-B was detected at Rf 0.5 on the TLC plate developed with chloroform-methanol (90:10 v/v). The UV spectrum of SW-B in methanol showed peaks at 208 and 260 nm. The antibiotic SW-B was confirmed to be a derivative of a manumycin-type antibiotic, 2,4,6-trimethyldeca-(2E,4E)-dienamide (C13H23NO, 209.1780). SW-B showed strong antifungal activity against Phytophthora capsici, Magnaporthe grisea, Cladosporium cucumerinum, and Alternaria mali. However, it lacked antimicrobial activity against yeast and bacteria.

AB - A manumycin-type antibiotic, SW-B, has been isolated from the solid agar culture of Streptomyces flaveus strain A-11. The structure was determined by mass spectrometry and one- and two-dimensional NMR spectroscopy. SW-B was detected at Rf 0.5 on the TLC plate developed with chloroform-methanol (90:10 v/v). The UV spectrum of SW-B in methanol showed peaks at 208 and 260 nm. The antibiotic SW-B was confirmed to be a derivative of a manumycin-type antibiotic, 2,4,6-trimethyldeca-(2E,4E)-dienamide (C13H23NO, 209.1780). SW-B showed strong antifungal activity against Phytophthora capsici, Magnaporthe grisea, Cladosporium cucumerinum, and Alternaria mali. However, it lacked antimicrobial activity against yeast and bacteria.

KW - 2,4,6-Trimethyldeca-(2E,4E)-dienamide

KW - Antifungal activity

KW - Manumycin

KW - Streptomyces flaveus

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Isolation, Structure Elucidation, and Antifungal Activity of a Manumycin-Type Antibiotic from Streptomyces flaveus

Abstract

Keywords

ASJC Scopus subject areas

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