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Antioxidant and antibacterial evaluation of synthetic furomollugin and its diverse analogs

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Abstract

Diverse furomollugin (3) and its analogs (11–22) were synthesized in high yields via ceric ammonium nitrate-catalyzed formal [3 + 2] cycloaddition as a key step. The in vitro antioxidant activities of synthesized compounds were determined by analyzing radical scavenging activities for 1,1-diphenyl-2-picrylhydrazyl (DPPH), nitric oxide, and hydrogen peroxide assays. The results showed that the synthesized furomollugin analogs had effective antioxidant power. Dihydronaphthofurans with 2-alkyoxy or 2-aryl group were the most potent radical scavengers in DPPH assay. Moreover, the antibacterial activities of those compounds were also evaluated and the highly active compounds were selected for further determination of minimal inhibitory concentrations (MICs). Compound 19 (MIC = 2 μg/mL) was found to be highly active against the gram-negative bacteria Escherichia coli (KCTC-1924) than the Ampicillin standard (MIC = 4 μg/mL). Compound 22 (MIC = 0.5 μg/mL) inhibited gram-positive bacteria Staphylococcus aureus (KCTC-1916) growth as effectively as ampicillin (MIC = 0.5 μg/mL).

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Acknowledgments

This research was supported by the Nano Material Technology Development Program through the Korean National Research Foundation (NRF) funded by the Korean Ministry of Education, Science, and Technology (2012M3A7B4049675).

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Authors and Affiliations

  1. School of Chemical Engineering, Yeungnam University, Gyeongsan, 712-749, Republic of Korea

    Likai Xia, Akber Idhayadhulla & Yong Rok Lee

  2. Analysis Research Division, Daegu Center, Korea Basic Science Institute, Taegu, 702-701, Republic of Korea

    Sung Hong Kim

  3. Department of Food Science and Technology, Yeungnam University, Gyeongsan, 712-749, Republic of Korea

    Young-Jung Wee

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  1. Likai Xia
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Correspondence to Yong Rok Lee.

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Xia, L., Idhayadhulla, A., Lee, Y.R. et al. Antioxidant and antibacterial evaluation of synthetic furomollugin and its diverse analogs. Med Chem Res 23, 3528–3538 (2014). https://doi.org/10.1007/s00044-014-0929-9

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  • DOI: https://doi.org/10.1007/s00044-014-0929-9

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