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

• Published in: Journal of chemical crystallography 2015-06, Vol.45 (6), p.300-309
• Main Authors: Djemel, Tarek, Messai, Amel, Luneau, Dominique, Jeanneau, Earwann
• Format: Article
• Language: English
• Subjects: Chemical Sciences; Chemistry; Chemistry and Materials Science; Cristallography; Crystallography and Scattering Methods; Inorganic Chemistry; Material chemistry; Organometallic Chemistry; Original Paper; Physical Chemistry
• ISSN: 1074-1542; 1572-8854
• DOI: 10.1007/s10870-015-0595-x

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) Å, b  = 9.1412(11) Å, c  = 10.7286(16) Å, α  = 94.760(11)°, β  = 105.988(13)° , γ  = 101.818(11)°, while ( 2a ) crystallizes in orthorhombic non- centrosymmetric space group Pna21 , a  = 7.7237(12) Å, b  = 20.2539(28) Å, c  = 8.7164(12) Å, and its cohesion was found to be assured by O–H···O and C–H···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.