Synthesis, Crystal Structures, Hydrogen Bonds and Antibacterial Activity of New Quinoline Derivatives

被引:3
|
作者
Djemel, Tarek [1 ]
Messai, Amel [1 ]
Luneau, Dominique [2 ]
Jeanneau, Earwann [2 ]
机构
[1] Univ Abbe s Laghrour, Inst Sci & Technol, Lab Struct Proprietes & Interact Inter Atom LASPI, Khenchela 40000, Algeria
[2] Univ Lyon 1, Lab Multimat & Interfaces, UMR 5615, F-69622 Villeurbanne, France
关键词
Quinoline derivatives; Baylis-Hillman reaction; Crystal structure; X-ray diffraction; Hydrogen bond; Antimicrobial; POTENT;
D O I
10.1007/s10870-015-0595-x
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
Two new quinolines derivatives where crystallized from the acetylation reaction in low temperature ; between Baylis-Hillman products which had themselves been prepared from the Meth Cohn method and catalyzed by 1,4-diazabicyclo (Fatiha et al. in J Chem Crystallogr 42:989-996, 2012) octane and silicon dioxide or in pyridine and chloroform. Chemical structures have been established by spectral techniques of FTIR, 1H NMR and X-ray single crystal in low temperature. The crystal structure of (1a) crystallizes in triclinic space group P-1, a = 7.9145(12) angstrom, b = 9.1412(11) angstrom, c = 10.7286(16) angstrom, alpha = 94.760(11)degrees, beta = 105.988(13)degrees , gamma = 101.818(11)degrees, while (2a) crystallizes in orthorhombic non- centrosymmetric space group Pna21, a = 7.7237(12) angstrom, b = 20.2539(28) angstrom, c = 8.7164(12) angstrom, and its cohesion was found to be assured by O-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds. Antimicrobial activity (in vitro) was evaluated by Gram-positive and Gram-negative bacteria. The compounds have shown good biological activity with Gram-positive bacteria (Staphylococcus aurous and Staphylococcus coagulase-negative). Graphical Abstract Two new Quinoline derivatives have been prepared with good products yields; these products constitute original compounds, of great interest biological activity.
引用
收藏
页码:300 / 309
页数:10
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