Speakers
Description
BACKGROUND:
The emergence of drug resistance is driven by the evolutionary pressure of survival, which presents a significant challenge to modern medicine. The continuous use of anti-inflammatory, analgesic, antimicrobial, and anthelmintic drugs could lead to long-term resistance to target proteins, resulting in various side effects. Mannich bases are a highly reactive class of compounds recognized for their diverse and potent activities, including anti-inflammatory, anticancer, antibacterial, and antifungal properties.
OBJECTIVES:
This study explores the synthesis and characterization of various Mannich bases: 2-(N, N-dimethylaminomethyl), 2-(N, N-diethylaminomethyl), and 2-(N-methylaminomethyl) cyclohexanones. We then derivatized these compounds using Beckmann rearrangement into 2 (N, N-dimethylaminomethyl), 2-(N, N-diethylaminomethyl), and 2-(N-methylaminomethyl) azepanones, after which structure-activity relationship studies were performed.
METHODOLOGY:
In this synthesis, primary and secondary amines, formaldehyde, caprolactam amide (azepanone), or cyclohexanone were reacted with catalytic acetic or hydrochloric acid to generate the desired product. FTIR and 1H NMR spectroscopies were used to characterize the compounds, coupled with thin-layer and column chromatography. The synthesized compounds were obtained in various colors as oils with yields ranging from 67.63% to 85.22%. Anti-inflammatory, anthelmintic, and synergistic assays were performed on the synthesized Mannich base compounds.
KEY FINDINGS:
Some of the synthesized compounds outperformed diclofenac and aspirin, having IC50 values ranging from 21.24 – 39.04 µg/mL. Additionally, almost all of the compounds showed stronger anthelmintic activity comparable to levamisole and albendazole, alongside synergistic studies with known anthelmintic agents, which revealed notable improvements in efficacy.
IMPLICATIONS:
The synthesized Mannich bases showed promising biological activities, making them potential candidates for further studies in treating inflammatory and helminthic diseases.
SUBTHEME:
Health Systems, Basic sciences, Biomedical Advances, pharmaceutical Sciences, and Human Wellbeing
PREFERENCE: POSTER