Synthesis of Biscoumarin and Dihydropyran Derivatives and Evaluation of Their Antibacterial Activity

被引:52
作者
Li, Jing [1 ]
Lv, Chang-Wei [2 ]
Li, Xiao-Jun [1 ]
Qu, Di [3 ]
Hou, Zheng [3 ]
Jia, Min [3 ]
Luo, Xiao-Xing [3 ]
Li, Xia [4 ]
Li, Ming-Kai [3 ]
机构
[1] Xian Univ, Sch Chem Engn, Xian 710065, Peoples R China
[2] Fourth Mil Med Univ, Xijing Hosp, Dept Orthopaed, Xian 710032, Peoples R China
[3] Fourth Mil Med Univ, Sch Pharm, Dept Pharmacol, Xian 710032, Peoples R China
[4] Fourth Mil Med Univ, Xijing Hosp, Dept Neurosurg, Xian 710032, Peoples R China
基金
中国国家自然科学基金;
关键词
biscoumarins; dihydropyran; S; aureus; epidermidis; INTRAMOLECULAR HYDROGEN-BONDS; COUMARIN; PLANTS;
D O I
10.3390/molecules200917469
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
In an attempt to find a new class antibacterial agents, a series of biscoumarins (1-4) and dihydropyrans (5-13) were successfully prepared. The molecular structures of four representative compounds, that is, 4, 5, 8 and 12 were confirmed by single crystal X-ray diffraction study. These synthesized compounds were screened for their antibacterial activity in vitro against Staphylococcus aureus (S. aureus ATCC 29213), methicillin-resistant S. aureus (MRSA XJ 75302), vancomycin-intermediate S. aureus (Mu50 ATCC 700699), USA 300 (Los Angeles County clone, LAC), Staphylococcus epidermidis (S. epidermidis ATCC 14990), methicillin-resistant S. epidermidis (MRSE XJ 75284) and Escherichia coli (E. coli ATCC 25922). Additionally, there are two classical intramolecular O-H<bold>O hydrogen bonds </bold>(HBs) in biscoumarins 1-4 and the corresponding HB energies were further performed with the density functional theory (DFT) [B3LYP/6-31G*] method.
引用
收藏
页码:17469 / 17482
页数:14
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