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学科主题基础医学
Synthesis, Characterization, Biological Activity and Interaction with Bovine Serum Albumin of 8-or 6-(3-Chlorobenzoyl)coumarin Derivatives
Yang Shu-Ping1; Han Li-Jun2; Pan Yan3,4; Wang Da-Qi5; Wang Nan-Nan1; Wang Ting1
关键词4-Methyl-7-hydroxy-8-or 6-(3-chlorobenzoyl)coumarin Crystal structure Antibacterial activity Antioxidation activity Bovine serum albumin
刊名CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE
2013-02-10
DOI10.7503/cjcu20120666
34期:2页:364-374
收录类别SCI
文章类型Article
WOS标题词Science & Technology
类目[WOS]Chemistry, Multidisciplinary
研究领域[WOS]Chemistry
关键词[WOS]INHIBITORY-ACTIVITY ; CELL LINES ; COUMARINS ; FLUORESCENCE ; BINDING ; ANTIOXIDANTS ; INDUCTION ; MECHANISM
英文摘要

Two new compounds, 4-methyl-7-hydroxy-8-(3-chlorobenzoyl) coumarin (1) and 4-methyl-7-hydroxy-6-(3-chlorobenzoyl) coumarin (2), were synthesized and characterized by elemental analysis, infrared spectra, H-1 NMR and single crystal X-ray diffraction methods. The crystals of compounds 1 and 2 belong to monoclinic system with space group P2(1)/c, compound 1: alpha=1.21527 (14) nm, b=1.01550 (12) nm, c= 1.5045(2) nm, beta=112.377 (2)degrees, V=1.7169 (4) nm(3), D-c = 1.396 g/cm(3), Z = 4, F (000)= 752, R-1 = 0.0415, wR(2) = 0.0981 [I>2 sigma (I)], S=1.063; compound 2: alpha = 2.0168(2) nm, b =0.76229(12) nm, c= 2.25497 (17) nm, beta=123. 987 (6)degrees, V=0.8745 (6) nm(3), D-c=1.454 g/cm(3), Z = 8, F(000) = 1296, R-1= 0.0604, wR2 = 0.1384 [I>2 sigma (I)], S = 0.948. The results of antibacterial experiment showed that the title compounds had the activity for inhibiting growth of E. coli, B. subtilis and S. aureus. The antioxidation activity of the title compounds were investigated by the O-2(-)center dot, DPPH center dot and center dot OH methods. The results showed that the title compounds had strong antioxidation activity. The interactions of title compounds and bovine serum albumin(BSA) were investigated by fluorescence spectroscopy at different temperatures. The results indicated that the title compounds caused the fluorescence quenching of BSA through a static quenching procedure. The corresponding thermodynamic parameters enthalpy change (Delta H), entropy change (Delta S), Gibbs free energy change(Delta G), between the title compounds and BSA were calculated. The interaction between the compound 1 (Delta H>0, Delta S>0, Delta G<0) and BSA was driven mainly by hydrophobic force, whereas the interaction between compound 2(Delta H<0, Delta S<0, Delta G<0) and BSA was driven mainly by hydrogen bond force or van der Waals force. The binding average distance r between the donor(BSA) and acceptors(compounds 1 and 2) were obtained to be 2.59 and 2.38 urn, respectively, based on the Foster′s theory, which indicate the energy transfer can occur from BSA to title compounds with high probability.

语种中文
WOS记录号WOS:000317085400017
引用统计
被引频次:7[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/66547
专题基础医学院_药理学系
作者单位1.Huaihai Inst Technol, Sch Chem Engn, Lianyungang 222005, Peoples R China
2.Huaihai Inst Technol, Sch Math & Sci, Lianyungang 222005, Peoples R China
3.Peking Univ, Sch Basic Med Sci, Dept Pharmacol, Beijing 100191, Peoples R China
4.State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
5.Liaocheng Univ, Sch Chem & Chem Engn, Liaocheng 252059, Peoples R China
推荐引用方式
GB/T 7714
Yang Shu-Ping,Han Li-Jun,Pan Yan,et al. Synthesis, Characterization, Biological Activity and Interaction with Bovine Serum Albumin of 8-or 6-(3-Chlorobenzoyl)coumarin Derivatives[J]. CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE,2013,34(2):364-374.
APA Yang Shu-Ping,Han Li-Jun,Pan Yan,Wang Da-Qi,Wang Nan-Nan,&Wang Ting.(2013).Synthesis, Characterization, Biological Activity and Interaction with Bovine Serum Albumin of 8-or 6-(3-Chlorobenzoyl)coumarin Derivatives.CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE,34(2),364-374.
MLA Yang Shu-Ping,et al."Synthesis, Characterization, Biological Activity and Interaction with Bovine Serum Albumin of 8-or 6-(3-Chlorobenzoyl)coumarin Derivatives".CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE 34.2(2013):364-374.
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