Kyeremeh Kwaku, Acquah Kojo Sekyi, Camas Mustafa, Tabudravu Jioji, Houssen Wael, Deng Hai, Jaspars Marcel
Marine and Plant Laboratory of Ghana, Department of Chemistry, University of Ghana, Accra, P.O. Box LG 56, Ghana.
Department of Bioengineering, Faculty of Engineering, Tunceli University, 62000 Tunceli, Turkey.
Mar Drugs. 2014 Oct 16;12(10):5197-208. doi: 10.3390/md12105197.
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.
我们报道了一种新的吡嗪酮类似物——布特吡嗪酮的结构表征,它是从一株从加纳红树林河沉积物中分离出的新放线菌菌株疣孢菌属K51G中分离得到的。光谱引导分级分离法从发酵培养物中分离出一种化合物,结合核磁共振光谱、高分辨率质谱和计算机辅助计算表明,布特吡嗪酮(10)在吡嗪酮环上具有不寻常的甲基化模式。然而,布特吡嗪酮(10)对革兰氏阳性金黄色葡萄球菌ATCC 25923、革兰氏阴性大肠杆菌ATCC 25922以及一组耐甲氧西林金黄色葡萄球菌(MRSA)临床分离菌株均无抗菌活性,这表明10可能是该菌株的信号分子。尽管该分子此前已被合成,但这是首次报道从自然界中发现布特吡嗪酮(10)。