Pehlic, E; Bajramovic, D; Nuhanovic, M; Sapcanin, A; Banjanin, B; Nanic, H; Poljakovic, M; Srabovic, M; Salimovic, C
Aim: Identification of 2-(4- benzoylphenyl)-2-methylpropionic acid as cyclooxygenase blocker, a key enzyme in prostaglandin synthesis by infrared spectroscopy.
Material and methods: Infrared spectrum is defined with instrument Perkin Elmer FTIR Spectrum 1000. Sample preparation: KBr pellet. Statistical calculations are made on computer. All used chemicals were proanalisy grade. First stage of this analysis was preparation of 4-methyl-benzophenone, second stage was preparation of 4-bromomethyl-benzophenone, third stage was obtaining 4-cianomethyl-benzophenone, fourth stage was preparation of compound 2-(4-benzoylphenyl)-2-methyl-propionitrile and fifth stage is preparation of compound 2-(4-benzoylphenyl)-2-methyl-propanoic acid. This is example of Friedel-Crafts reaction.
Results: By analysis of IR spectrum of synthesized molecule [2-(4-benzoylphenyl)-2-methylpropanoic acid] it is oblivious, based on appearance of wide band in interval of 2500 cm(-1) to 3600 cm(-1), could be concluded that analyzed compound contains carboxyl group (-COOH). Also, presence of aromatic vibrations on 692 cm(-1) and 774 cm(-1) confirms presence of monosubstituted and disubstituted aromatic ring. Presence of two intensive and sharp bands on 1698 cm(-1) and 1774 cm(-1) shows presence of keto (>CO) functional group. High degree of spectrum overlapping indicates presence of identical structures (monosubstituted and disubstituted benzene and keto functional group).
Discussion: It is known that derivates of propionic acid have anti-inflammatory properties as ibuprofen, ketoprofen, naproxen, fenoprofen, flurbiprofen, loxoprofen, tiaprofenic acid etc., but especially methylated derivates of propionic acid have these properties. Because this molecule is methylated derivate of propionic acid, it is expected that it possess anti-inflammatory properties. By analysis of IR spectrum of synthesized molecule it is noticed appearance of particular bands in different intervals, suggesting that analyzed compound has carboxyl group (-COOH), methyl group (-CH3) and keto (>C=O) group.
Conclusion: Presented results confirm the structure of synthesized compound, because [2-(4-benzoylphenyl)-2-methylpropionic acid] as new compound, compared with compound with very similar structural characteristics (ketoprofen), has over 80% similar IR spectrum. High degree of overlapping of spectrum indicates presence of similar structures (monosubstituted and disubstituted benzene and keto functional group).
