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Development of non-natural flavanones as antimicrobial agents. | LitMetric

Development of non-natural flavanones as antimicrobial agents.

PLoS One

Praxair, Inc. BioPharma Research and Development, Burr Ridge, Illinois, United States of America.

Published: February 2012

AI Article Synopsis

  • Growing concerns over multidrug-resistant microorganisms have made it crucial to identify new molecular targets for effective treatments against infections.
  • Recent studies suggest that combining multiple active ingredients can enhance the effectiveness of existing antimicrobial agents, especially using plant-derived flavonoids, which show natural antimicrobial properties.
  • This research highlights the development of synthetic flavanones, with 4-chloro-flavanone emerging as a strong antimicrobial candidate against certain bacteria and fungi, while posing low toxicity to human cells.

Article Abstract

With growing concerns over multidrug resistance microorganisms, particularly strains of bacteria and fungi, evolving to become resistant to the antimicrobial agents used against them, the identification of new molecular targets becomes paramount for novel treatment options. Recently, the use of new treatments containing multiple active ingredients has been shown to increase the effectiveness of existing molecules for some infections, often with these added compounds enabling the transport of a toxic molecule into the infecting species. Flavonoids are among the most abundant plant secondary metabolites and have been shown to have natural abilities as microbial deterrents and anti-infection agents in plants. Combining these ideas we first sought to investigate the potency of natural flavonoids in the presence of efflux pump inhibitors to limit Escherichia coli growth. Then we used the natural flavonoid scaffold to synthesize non-natural flavanone molecules and further evaluate their antimicrobial efficacy on Escherichia coli, Bacillus subtilis and the fungal pathogens Cryptococcus neoformans and Aspergillus fumigatus. Of those screened, we identified the synthetic molecule 4-chloro-flavanone as the most potent antimicrobial compound with a MIC value of 70 µg/mL in E. coli when combined with the inhibitor Phe-Arg-ß-naphthylamide, and MICs of 30 µg/mL in S. cerevesiae and 30 µg/mL in C. neoformans when used alone. Through this study we have demonstrated that combinatorial synthesis of non-natural flavonones can identify novel antimicrobial agents with activity against bacteria and fungi but with minimal toxicity to human cells.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3198455PMC
http://journals.plos.org/plosone/article?id=10.1371/journal.pone.0025681PLOS

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