Synthesis, Characterization of New Isatin-Ibuprofen Derivatives with Expected Biological Activity

Abstract

Ibuprofen is one of the most important members of NSAIDs, named aryl propionic acid derivative. Isatin (1H-indole-2,3-dione) is an important molecule of heterocyclic compounds that have many biological activities. This work illustrates the synthesis of new ibuprofen-isatin derivatives by connecting ibuprofen hydrazide with different isatin derivatives by a condensation reaction, followed by characterization by fourier-transform infrared spectroscopy (FTIR) and proton nuclear magnetic resonance (1H-NMR) spectroscopy. The anti-inflammatory activity was evaluated by using the egg-white induce edema method for all the synthesized compounds (5-8), the compounds 5 and 6 showed better anti-inflammatory activity than ibuprofen as a standard compound. Their antimicrobial activity was evaluated and compared with ciprofloxacin, ampicillin, and fluconazole; the compounds 5 and 7 have moderate antibacterial activity against gram-positive and gram-negative bacteria, with lower antifungal activity.

Synthesis and biological activity evaluation of new isatin-gallate hybrids as antioxidant and anticancer agents (in vitro) and in silico study as anticancer agents and coronavirus inhibitors

“…Isatin is a member of the indoles' compounds and an interesting endogenous biologically active molecule. It could undergo chemical modification to produce many organic compounds with various biological activities, such as antimicrobial, anti-inflammatory, anticancer, and antioxidant (Al-Mudhafar and Kamoon 2020;Al-Wabli et al 2020;Ismail et al 2022).…”

Figure 6 from: Al-Mudhafar MMJ, Wadi JS (2024) Synthesis and biological activity evaluation of new isatin-gallate hybrids as antioxidant and anticancer agents (in vitro) and in silico study as anticancer agents and coronavirus inhibitors. Pharmacia 71: 1-11. https://doi.org/10.3897/pharmacia.71.e124992

“…Isatin is a member of the indoles' compounds and an interesting endogenous biologically active molecule. It could undergo chemical modification to produce many organic compounds with various biological activities, such as antimicrobial, anti-inflammatory, anticancer, and antioxidant (Al-Mudhafar and Kamoon 2020;Al-Wabli et al 2020;Ismail et al 2022).…”