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Open AccessCommunication

Butrepyrazinone, a New Pyrazinone with an Unusual Methylation Pattern from a Ghanaian Verrucosispora sp. K51G

1
Marine and Plant Laboratory of Ghana, Department of Chemistry, University of Ghana, Accra, P.O. Box LG 56, Ghana
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Department of Bioengineering, Faculty of Engineering, Tunceli University, 62000 Tunceli, Turkey
3
Marine Biodiscovery Centre, Department of Chemistry, University of Aberdeen, Old Aberdeen, AB24 3UE, Scotland, UK
4
Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt
*
Authors to whom correspondence should be addressed.
Mar. Drugs 2014, 12(10), 5197-5208; https://doi.org/10.3390/md12105197
Received: 4 August 2014 / Revised: 25 September 2014 / Accepted: 28 September 2014 / Published: 16 October 2014
We report the structural characterization of a new pyrazinone analogue; butrepyrazinone, which was isolated from a new actinomycete strain Verrucosispora sp. K51G recovered from Ghanaian mangrove river sediment. Spectroscopy-guided fractionation led to the isolation of a compound from the fermentation culture and a combination of NMR spectroscopy, high-resolution mass spectrometry and computer-aided calculations revealed that butrepyrazinone (10) possesses an unusual methylation pattern on the pyrazinone ring. Butrepyrazinone (10), however, displayed no 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, suggesting that 10 may act as a signal molecule for this strain. Although the same molecule has been synthesized previously, this is the first report to disclose the discovery of butrepyrazinone (10) from nature. View Full-Text
Keywords: micromonosporaceae; actinomycete; pyrazinone; mangrove micromonosporaceae; actinomycete; pyrazinone; mangrove
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Kyeremeh, K.; Acquah, K.S.; Camas, M.; Tabudravu, J.; Houssen, W.; Deng, H.; Jaspars, M. Butrepyrazinone, a New Pyrazinone with an Unusual Methylation Pattern from a Ghanaian Verrucosispora sp. K51G. Mar. Drugs 2014, 12, 5197-5208.

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