title: 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, (1)H 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.
authors.affiliation: School of Chemistry and Chemical Engineering, Xi'an University of Arts and Sciences, Xi'an, China.
authors.forename: Jing
authors.initials: J
authors.lastname: Li
authors.forename: Zheng
authors.initials: Z
authors.lastname: Hou
authors.forename: Guang-Hui
authors.initials: GH
authors.lastname: Chen
authors.forename: Fen
authors.initials: F
authors.lastname: Li
authors.forename: Ying
authors.initials: Y
authors.lastname: Zhou
authors.forename: Xiao-Yan
authors.initials: XY
authors.lastname: Xue
authors.forename: Zhou-Peng
authors.initials: ZP
authors.lastname: Li
authors.forename: Min
authors.initials: M
authors.lastname: Jia
authors.forename: Zi-Dan
authors.initials: ZD
authors.lastname: Zhang
authors.forename: Ming-Kai
authors.initials: MK
authors.lastname: Li
authors.forename: Xiao-Xing
authors.initials: XX
authors.lastname: Luo
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D016923:Cell Death; D018360:Crystallography, X-Ray; D001728:Dicumarol / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D004583:Electrons; D061307:Human Umbilical Vein Endothelial Cells / Q000166:cytology / Q000187:drug effects; D006860:Hydrogen Bonding; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects / Q000254:growth & development; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D011789:Quantum Theory; D055672:Static Electricity; D013816:Thermodynamics
chemical_list: D000900:Anti-Bacterial Agents; D001728:Dicumarol