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Mar. Drugs 2014, 12(2), 999-1012; doi:10.3390/md12020999

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

1
Marine and Plant Laboratory of Ghana, Department of Chemistry, University of Ghana, Accra, P.O. Box LG 56, Ghana
2
Department of Biology, Faculty of Art and Science, Ondokuz Mayis University, Kurupelit Samsun 55139, Turkey
3
Marine Biodiscovery Centre, Department of Chemistry, University of Aberdeen, Old Aberdeen AB24 3UE, Scotland, UK
4
Institute of Medical Sciences, University of Aberdeen, Aberdeen AB25 2ZD, Scotland, UK
*
Authors to whom correspondence should be addressed.
Received: 22 November 2013 / Revised: 24 December 2013 / Accepted: 21 January 2014 / Published: 14 February 2014
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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; tetramic acid; mangroves Micromonospora; macrolactam; tautomer; tetramic acid; mangroves
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Kyeremeh, K.; Acquah, K.S.; Sazak, A.; Houssen, W.; Tabudravu, J.; Deng, H.; Jaspars, M. Butremycin, the 3-Hydroxyl Derivative of Ikarugamycin and a Protonated Aromatic Tautomer of 5′-Methylthioinosine from a Ghanaian Micromonospora sp. K310. Mar. Drugs 2014, 12, 999-1012.

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