Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 12, Issue 29, Pages 5528-5535Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ob00772g
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Funding
- National Natural Science Foundation of China [81001460, 81273555]
- Innovation Plan of Science and Technology of Shaanxi Province [2014KTCL03-03]
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Four dicoumarols (DC, 2-PyDC, 3-PyDC and 4-PyDC) were synthesized and characterized via IR, H-1 NMR, HRMS, and single crystal X-ray crystallography. Two classical intramolecular O-H center dot center dot center dot 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.
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