Hekzahidrokinolin Türevlerinin Sentezi, Sitotoksik Özelliklerinin, ROS Oluşturma Potansiyellerinin ve Enflamasyon Mediyatörleri Üzerine Etkilerinin İn Vitro Değerlendirilmesi
Özet
In this
study, novel 24 compounds with alkyl 2,6,6-trimethyl-4-(disubstituted phenyl)-5-oxo-
1,4,5,6,7,8-hexahydroquinoline-3-carboxylate (Compound 1a-1f, 2a-2f, 3a-3f and
4a-4f) structure which is expected to show anti-inflammatory activity on inflammatory
mediators were synthesized. The compounds were obtained by the modified Hantzsch
reaction of 4,4-dimethyl-1,3-cyclohexanedione and various alkyl acetoacetate and
disubstituted benzaldehyde derivatives in the presence of ammonium acetate. The
melting points of the synthesized compounds were determined and their structures
were proved by IR, 1H-NMR, 13C-NMR and HRMS methods. The cytotoxic properties
of the compounds at different concentrations were investigated by MTT method in
3T3 and HepG2 cell lines. Twelve compounds those exhibit minimum cytotoxic
properties depending on cell viability values were selected for further biological
activity assays. The effects of selected compounds on intracellular ROS levels and
protein levels of inflammatory cytokines were measured in sandwich ELISA kits in
HepG2 cell line. As a result of these experiments, it was found that compound 1b
decreased intracellular ROS, IL-6 and IL-1β levels with a statistically significant
difference.
