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Molecules 2015, 20(9), 17469-17482; doi:10.3390/molecules200917469

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

1
School of Chemical Engineering, Xi'an University, Xi'an 710065, China
2
Department of Orthopaedics, Xijing Hospital, the Fourth Military Medical University, Xi'an 710032, China
3
Department of Pharmacology, School of Pharmacy, the Fourth Military Medical University, Xi'an 710032, China
4
Department of Neurosurgery, Xijing Hospital, the Fourth Military Medical University, Xi'an 710032, China
These authors contributed equally to this work.
*
Authors to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 27 April 2015 / Revised: 25 June 2015 / Accepted: 22 July 2015 / Published: 18 September 2015
(This article belongs to the Section Medicinal Chemistry)
View Full-Text   |   Download PDF [1723 KB, uploaded 23 September 2015]   |  

Abstract

In an attempt to find a new class antibacterial agents, a series of biscoumarins (14) and dihydropyrans (513) 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···O hydrogen bonds (HBs) in biscoumarins 14 and the corresponding HB energies were further performed with the density functional theory (DFT) [B3LYP/6-31G*] method. View Full-Text
Keywords: biscoumarins; dihydropyran; S. aureus; S. epidermidis biscoumarins; dihydropyran; S. aureus; S. epidermidis
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Li, J.; Lv, C.-W.; Li, X.-J.; Qu, D.; Hou, Z.; Jia, M.; Luo, X.-X.; Li, X.; Li, M.-K. Synthesis of Biscoumarin and Dihydropyran Derivatives and Evaluation of Their Antibacterial Activity. Molecules 2015, 20, 17469-17482.

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