Naslov
Novel enaminones as non-cytotoxic compounds with mild antibacterial activity: Synthesis and structure- activity correlations
(Novel enaminones as non-cytotoxic compounds with mild antibacterial activity: Synthesis and structure-activity correlations)

Autori
Cindrić, Marina ; Rubčić, Mirta ; Hrenar, Tomica ; Pisk, Jana ; Cvijanović, Danijela ; Lovrić, Jasna ; Vrdoljak, Višnja

Izvornik
Journal of molecular structure (0022-2860) 1154 (2018); 636-642

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
crystal and molecular structure ; acyclic enaminones ; theoretical calculations

Sažetak
Six non−symmetric enaminones 4-[(2-hydroxy-5- methylphenyl)amino]pent-3-en-2-one (H2L1), 4- [(2- hydroxy-4- methylphenyl)amino]pent-3-en-2- one (H2L2), 4-[(4-hydroxy-2- methylphenyl)amino)]pent- 3-en-2-one (H2L3), 3- [(2-hydroxy- 5- methylphenyl)amino]-1-phenylbut- 2-en-1-one (H2L4), 3-[(2- hydroxy-4- methylphenyl)amino]-1- phenylbut-2-en-1-one (H2L5) and 3-[(4-hydroxy-2- methylphenyl)amino]-1-phenylbut- 2-en-1-one (H2L6) have been prepared by solution based method. The enaminones were characterized by elemental and DSC analysis, NMR and IR spectroscopy. Crystal and molecular structures of H2L1, H2L2, H2L4 and H2L6 were determined via single crystal X−ray analysis. The prepared enaminones were screened against THP- 1 and HepG2 cells, and Staphylococcus aureus, Enterococcus faecalis, Escherichia coli and Moraxella catarrhalis bacteria to assess their cytotoxic and antibacterial activity, respectively. All compounds proved to be non- cytotoxic and showed mild or no antibacterial activity. Quantum mechanical calculations suggest that the presence of hydroxy group in ortho position, combined with the methyl group on the same aromatic ring, has a significant impact on the biological activities.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA