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Issue 29, 2014
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Synthesis, antibacterial activities, and theoretical studies of dicoumarols

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Abstract

Four dicoumarols (DC, 2-PyDC, 3-PyDC and 4-PyDC) were synthesized and characterized via IR, 1H NMR, HRMS, and single crystal X-ray crystallography. Two classical intramolecular O–H⋯O hydrogen bonds (HBs) stabilized their structures. The total HB energies in DC, 2-PyDC, 3-PyDC and 4-PyDC were calculated with the density functional theory (DFT) [B3LYP/6-31G*] method. The in vitro antibacterial activity of DC, 2-PyDC, 3-PyDC and 4-PyDC against Staphylococcus aureus (S. aureus ATCC 29213), methicillin-resistant S. aureus (MRSA XJ 75302), vancomycin-intermediate S. aureus (Mu50 ATCC 700699), and USA 300 (Los Angeles County clone, LAC) was evaluated by observing the minimum inhibitory concentration and time–kill curves. The results showed that among all the compounds, 2-PyDC exhibited the most potent antibacterial activity.

Graphical abstract: Synthesis, antibacterial activities, and theoretical studies of dicoumarols

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The article was received on 12 Apr 2014, accepted on 30 May 2014 and first published on 03 Jun 2014


Article type: Paper
DOI: 10.1039/C4OB00772G
Author version available: Download Author version (PDF)
Citation: Org. Biomol. Chem., 2014,12, 5528-5535
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    Synthesis, antibacterial activities, and theoretical studies of dicoumarols

    J. Li, Z. Hou, G. Chen, F. Li, Y. Zhou, X. Xue, Z. Li, M. Jia, Z. Zhang, M. Li and X. Luo, Org. Biomol. Chem., 2014, 12, 5528
    DOI: 10.1039/C4OB00772G

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