Butremycin, the 3-Hydroxyl Derivative of Ikarugamycin and a Protonated Aromatic Tautomer of 5′-Methylthioinosine from a Ghanaian Micromonospora sp. K310

Kwaku Kyeremeh (Corresponding Author), Kojo Acquah, Anil Sazak, Wael E Houssen, Jioji Tabudravu, Hai Deng, Marcel Jaspars (Corresponding Author)

Research output: Contribution to journalArticle

27 Citations (Scopus)
4 Downloads (Pure)

Abstract

A new actinomycete strain Micromonospora sp. K310 was isolated from Ghanaian mangrove river sediment. Spectroscopy-guided fractionation led to the isolation of two new compounds from the fermentation culture. One of the compounds is butremycin (2) which is the (3-hydroxyl) derivative of the known Streptomyces metabolite ikarugamycin (1) and the other compound is a protonated aromatic tautomer of
5′-methylthioinosine (MTI) (3). Both new compounds were characterized by 1D, 2D NMR and MS data. Butremycin (2) displayed weak antibacterial activity against Gram-positive S. aureus ATCC 25923, the Gram-negative E. coli ATCC 25922 and a panel of clinical isolates of methicillin-resistant S. aureus (MRSA) strains while 3 did not show any antibacterial activity against these microbes.
Original languageEnglish
Article number12
Pages (from-to)999-1012
Number of pages13
JournalMarine Drugs
Volume12
Issue number2
DOIs
Publication statusPublished - 14 Feb 2014

Fingerprint

Micromonospora
Hydroxyl Radical
Methicillin Resistance
Actinobacteria
Streptomyces
Rivers
Fermentation
Spectrum Analysis
Escherichia coli
ikarugamycin
butremycin
5'-methylthioinosine

Keywords

  • micromonospora
  • macrolactam
  • tautomer acid
  • mangroves

Cite this

Butremycin, the 3-Hydroxyl Derivative of Ikarugamycin and a Protonated Aromatic Tautomer of 5′-Methylthioinosine from a Ghanaian Micromonospora sp. K310. / Kyeremeh, Kwaku (Corresponding Author); Acquah, Kojo; Sazak, Anil; Houssen, Wael E; Tabudravu, Jioji; Deng, Hai; Jaspars, Marcel (Corresponding Author).

In: Marine Drugs, Vol. 12, No. 2, 12, 14.02.2014, p. 999-1012.

Research output: Contribution to journalArticle

@article{7e0f456a24114ff4914e0e4aae508d4f,
title = "Butremycin, the 3-Hydroxyl Derivative of Ikarugamycin and a Protonated Aromatic Tautomer of 5′-Methylthioinosine from a Ghanaian Micromonospora sp. K310",
abstract = "A new actinomycete strain Micromonospora sp. K310 was isolated from Ghanaian mangrove river sediment. Spectroscopy-guided fractionation led to the isolation of two new compounds from the fermentation culture. One of the compounds is butremycin (2) which is the (3-hydroxyl) derivative of the known Streptomyces metabolite ikarugamycin (1) and the other compound is a protonated aromatic tautomer of 5′-methylthioinosine (MTI) (3). Both new compounds were characterized by 1D, 2D NMR and MS data. Butremycin (2) displayed weak antibacterial activity against Gram-positive S. aureus ATCC 25923, the Gram-negative E. coli ATCC 25922 and a panel of clinical isolates of methicillin-resistant S. aureus (MRSA) strains while 3 did not show any antibacterial activity against these microbes.",
keywords = "micromonospora, macrolactam , tautomer acid, mangroves",
author = "Kwaku Kyeremeh and Kojo Acquah and Anil Sazak and Houssen, {Wael E} and Jioji Tabudravu and Hai Deng and Marcel Jaspars",
year = "2014",
month = "2",
day = "14",
doi = "10.3390/md12020999",
language = "English",
volume = "12",
pages = "999--1012",
journal = "Marine Drugs",
issn = "1660-3397",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "2",

}

TY - JOUR

T1 - Butremycin, the 3-Hydroxyl Derivative of Ikarugamycin and a Protonated Aromatic Tautomer of 5′-Methylthioinosine from a Ghanaian Micromonospora sp. K310

AU - Kyeremeh, Kwaku

AU - Acquah, Kojo

AU - Sazak, Anil

AU - Houssen, Wael E

AU - Tabudravu, Jioji

AU - Deng, Hai

AU - Jaspars, Marcel

PY - 2014/2/14

Y1 - 2014/2/14

N2 - A new actinomycete strain Micromonospora sp. K310 was isolated from Ghanaian mangrove river sediment. Spectroscopy-guided fractionation led to the isolation of two new compounds from the fermentation culture. One of the compounds is butremycin (2) which is the (3-hydroxyl) derivative of the known Streptomyces metabolite ikarugamycin (1) and the other compound is a protonated aromatic tautomer of 5′-methylthioinosine (MTI) (3). Both new compounds were characterized by 1D, 2D NMR and MS data. Butremycin (2) displayed weak antibacterial activity against Gram-positive S. aureus ATCC 25923, the Gram-negative E. coli ATCC 25922 and a panel of clinical isolates of methicillin-resistant S. aureus (MRSA) strains while 3 did not show any antibacterial activity against these microbes.

AB - A new actinomycete strain Micromonospora sp. K310 was isolated from Ghanaian mangrove river sediment. Spectroscopy-guided fractionation led to the isolation of two new compounds from the fermentation culture. One of the compounds is butremycin (2) which is the (3-hydroxyl) derivative of the known Streptomyces metabolite ikarugamycin (1) and the other compound is a protonated aromatic tautomer of 5′-methylthioinosine (MTI) (3). Both new compounds were characterized by 1D, 2D NMR and MS data. Butremycin (2) displayed weak antibacterial activity against Gram-positive S. aureus ATCC 25923, the Gram-negative E. coli ATCC 25922 and a panel of clinical isolates of methicillin-resistant S. aureus (MRSA) strains while 3 did not show any antibacterial activity against these microbes.

KW - micromonospora

KW - macrolactam

KW - tautomer acid

KW - mangroves

U2 - 10.3390/md12020999

DO - 10.3390/md12020999

M3 - Article

VL - 12

SP - 999

EP - 1012

JO - Marine Drugs

JF - Marine Drugs

SN - 1660-3397

IS - 2

M1 - 12

ER -