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Article

Microbial Biosynthesis of Antibacterial Chrysoeriol in Recombinant Escherichia coli and Bioactivity Assessment

1
Department of Life Science and Biochemical Engineering, Sun Moon University, 70 Sunmoon-ro 221, Tangjeong-myeon, Asan-si, Chungnam 31460, Korea
2
Department of Pharmaceutical Engineering and Biotechnology, Sun Moon University, 70 Sunmoon-ro 221, Tangjeong-myeon, Asan-si, Chungnam 31460, Korea
*
Authors to whom correspondence should be addressed.
These authors contributed equally to this work.
Catalysts 2019, 9(2), 112; https://doi.org/10.3390/catal9020112
Received: 18 December 2018 / Revised: 21 January 2019 / Accepted: 22 January 2019 / Published: 24 January 2019
(This article belongs to the Section Biocatalysis)
Various flavonoid derivatives including methoxylated flavones display remarkable biological activities. Chrysoeriol is a methoxylated flavone of great scientific interest because of its promising anti-microbial activities against various Gram-negative and Gram-positive bacteria. Sustainable production of such compounds is therefore of pronounced interest to biotechnologists in the pharmaceutical and nutraceutical industries. Here, we used a sugar O-methyltransferase enzyme from a spinosyn biosynthesis gene cluster of Saccharopolyspora spinosa to regioselectively produce chrysoeriol (15% conversion of luteolin; 30 µM) in a microbial host. The biosynthesized chrysoeriol was structurally characterized using high-resolution mass spectrometry and various nuclear magnetic resonance analyses. Moreover, the molecule was investigated against 17 superbugs, including thirteen Gram-positive and four Gram-negative pathogens, for anti-microbial effects. Chrysoeriol exhibited antimicrobial activity against nine pathogens in a disc diffusion assay at the concentration of 40 µg per disc. It has minimum inhibitory concentration (MIC) values of 1.25 µg/mL against a methicillin-resistant Staphylococcus aureus 3640 (MRSA) for which the parent luteolin has an MIC value of sixteen-fold higher concentration (i.e., 20 µg/mL). Similarly, chrysoeriol showed better anti-microbial activity (~1.7-fold lower MIC value) than luteolin against Proteus hauseri, a Gram-negative pathogen. In contrast, a luteolin 4′-O-methylated derivative, diosmetin, did not exhibit any anti-microbial activities against any tested pathogen. View Full-Text
Keywords: biotransformation; Chrysoeriol; anti-bacterial agent; regioselective biotransformation; Chrysoeriol; anti-bacterial agent; regioselective
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MDPI and ACS Style

Bashyal, P.; Parajuli, P.; Pandey, R.P.; Sohng, J.K. Microbial Biosynthesis of Antibacterial Chrysoeriol in Recombinant Escherichia coli and Bioactivity Assessment. Catalysts 2019, 9, 112. https://doi.org/10.3390/catal9020112

AMA Style

Bashyal P, Parajuli P, Pandey RP, Sohng JK. Microbial Biosynthesis of Antibacterial Chrysoeriol in Recombinant Escherichia coli and Bioactivity Assessment. Catalysts. 2019; 9(2):112. https://doi.org/10.3390/catal9020112

Chicago/Turabian Style

Bashyal, Puspalata, Prakash Parajuli, Ramesh P. Pandey, and Jae K. Sohng 2019. "Microbial Biosynthesis of Antibacterial Chrysoeriol in Recombinant Escherichia coli and Bioactivity Assessment" Catalysts 9, no. 2: 112. https://doi.org/10.3390/catal9020112

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