Synthesis of Biscoumarin and Dihydropyran Derivatives and Evaluation of Their Antibacterial Activity
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 c...
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doaj-31562b066d4a4a9d909f7dfe14e54b2f2020-11-24T21:03:03ZengMDPI AGMolecules1420-30492015-09-01209174691748210.3390/molecules200917469molecules200917469Synthesis of Biscoumarin and Dihydropyran Derivatives and Evaluation of Their Antibacterial ActivityJing Li0Chang-Wei Lv1Xiao-Jun Li2Di Qu3Zheng Hou4Min Jia5Xiao-Xing Luo6Xia Li7Ming-Kai Li8School of Chemical Engineering, Xi'an University, Xi'an 710065, ChinaDepartment of Orthopaedics, Xijing Hospital, the Fourth Military Medical University, Xi'an 710032, ChinaSchool of Chemical Engineering, Xi'an University, Xi'an 710065, ChinaDepartment of Pharmacology, School of Pharmacy, the Fourth Military Medical University, Xi'an 710032, ChinaDepartment of Pharmacology, School of Pharmacy, the Fourth Military Medical University, Xi'an 710032, ChinaDepartment of Pharmacology, School of Pharmacy, the Fourth Military Medical University, Xi'an 710032, ChinaDepartment of Pharmacology, School of Pharmacy, the Fourth Military Medical University, Xi'an 710032, ChinaDepartment of Neurosurgery, Xijing Hospital, the Fourth Military Medical University, Xi'an 710032, ChinaDepartment of Pharmacology, School of Pharmacy, the Fourth Military Medical University, Xi'an 710032, ChinaIn 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···O hydrogen bonds (HBs) in biscoumarins 1–4 and the corresponding HB energies were further performed with the density functional theory (DFT) [B3LYP/6-31G*] method.http://www.mdpi.com/1420-3049/20/9/17469biscoumarinsdihydropyranS. aureus S. epidermidis |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Jing Li Chang-Wei Lv Xiao-Jun Li Di Qu Zheng Hou Min Jia Xiao-Xing Luo Xia Li Ming-Kai Li |
spellingShingle |
Jing Li Chang-Wei Lv Xiao-Jun Li Di Qu Zheng Hou Min Jia Xiao-Xing Luo Xia Li Ming-Kai Li Synthesis of Biscoumarin and Dihydropyran Derivatives and Evaluation of Their Antibacterial Activity Molecules biscoumarins dihydropyran S. aureus S. epidermidis |
author_facet |
Jing Li Chang-Wei Lv Xiao-Jun Li Di Qu Zheng Hou Min Jia Xiao-Xing Luo Xia Li Ming-Kai Li |
author_sort |
Jing Li |
title |
Synthesis of Biscoumarin and Dihydropyran Derivatives and Evaluation of Their Antibacterial Activity |
title_short |
Synthesis of Biscoumarin and Dihydropyran Derivatives and Evaluation of Their Antibacterial Activity |
title_full |
Synthesis of Biscoumarin and Dihydropyran Derivatives and Evaluation of Their Antibacterial Activity |
title_fullStr |
Synthesis of Biscoumarin and Dihydropyran Derivatives and Evaluation of Their Antibacterial Activity |
title_full_unstemmed |
Synthesis of Biscoumarin and Dihydropyran Derivatives and Evaluation of Their Antibacterial Activity |
title_sort |
synthesis of biscoumarin and dihydropyran derivatives and evaluation of their antibacterial activity |
publisher |
MDPI AG |
series |
Molecules |
issn |
1420-3049 |
publishDate |
2015-09-01 |
description |
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···O hydrogen bonds (HBs) in biscoumarins 1–4 and the corresponding HB energies were further performed with the density functional theory (DFT) [B3LYP/6-31G*] method. |
topic |
biscoumarins dihydropyran S. aureus S. epidermidis |
url |
http://www.mdpi.com/1420-3049/20/9/17469 |
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