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

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Kyeremeh K., Acquah K. S., Sazak A., Houssen W., Tabudravu J., Deng H., ...More

MARINE DRUGS, vol.12, no.2, pp.999-1012, 2014 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 12 Issue: 2
  • Publication Date: 2014
  • Doi Number: 10.3390/md12020999
  • Journal Name: MARINE DRUGS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.999-1012
  • Keywords: Micromonospora, macrolactam, tautomer, tetramic acid, mangroves, MARINE, ANTIBIOTICS, PATHWAY, ACID
  • Ondokuz Mayıs University Affiliated: Yes

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.