SYNTHESIS OF CHALCONE-PYRROLE HYBRID AS ANTIBACTERIAL AGENT

• Main Author: Ramadhan, Ilham
• Format: Theses
• Language: Indonesia
• Subjects: Kimia
• Online Access: https://digilib.itb.ac.id/gdl/view/79209
• Institution: Institut Teknologi Bandung

Indonesia is a tropical country and its citizens are very vulnerable to various attacks of tropical diseases caused by bacteria, viruses, and parasites. Currently, there are many antibiotic drugs to treat antibacterial diseases. However, due to bacterial resistance to certain antibiotic drugs, the search for potential antibiotic drugs is still ongoing, both from natural and synthetic sources. Chalcone is a secondary metabolite with a wide spectrum of bioactivity such as antibacterial, where hybridizing the chalcone framework on the A or B ring with a heterocyclic framework can increase its pharmacological properties. Therefore, this research was carried out by synthesizing two types of chalcone-pyrrole hybrid compounds from acetophenone and 4-O-prenyl acetophenone which were reacted with 5- formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid via the Claisen-Schmidt condensation reaction produced yellow solids (29 and 30) with yields of 50% and 37% respectively. The chalcone-pyrrole hybrid compounds were synthesized through amidation reaction using the coupling agent N, N-Carbonyldiimidazole (CDI), and 14 new amide derivative compounds have been successfully synthesized, namely 29a-g, 30a-g with yields ranging from 27%-74%. Among sixteen compounds (29, 30, 29a-g, 30a-g) that have been successfully synthesized, compound 30c shows inhibitory activity against the bacteria Staphylococcus aureus and Pseudomonas aeruginosa with inhibition zones of 16.3 mm and 11.3 mm respectively with the control positive, chloramphenicol 20.2 mm and 19.3 mm using the disc diffusion method.