Issue 29, 2014

Synthesis, antibacterial activities, and theoretical studies of dicoumarols

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

Supplementary files

Article information

Article type
Paper
Submitted
12 Apr 2014
Accepted
30 May 2014
First published
03 Jun 2014

Org. Biomol. Chem., 2014,12, 5528-5535

Author version available

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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