Structural chemistry and anti-inflammatory activity of flexible/restricted phenyl dimers

Three phenyl dimer compounds, namely 3,3′-Diformyldiphenoxyethane (C 16 H 14 O 4 ) ( 1 ), 1-(4-[2-(4-Acetyl-phenoxy)-ethoxy]-phenyl)-ethanone (C 17 H 16 N 2 O 3 ) ( 2 ), 1-{4-[2-(4-Acetyl-phenoxymethyl)-benzyloxy]-phenyl}-ethanone (C 24 H 22 O 4 ) ( 3 ), were obtained and fully characterized, including their crystal structure determinations. The structural properties of two compounds 4, 4 ′ -(ethylenedioxy)dibenzaldehyde) (C 16 H 14 O 4 ) (Tewari et al. Acta Cryst. E63:o1930, 2007) [ 1 ] ( 4 ) and 4-(2-Phenoxy-ethoxy)-benzaldehyde (C 15 H 14 O 3 ) (Valgera et al. CCDC 710835, 2016) [ 2 ] ( 5 ) are discussed with the role of the substituent in crystal packing. In vivo, anti-inflammatory activities of all compounds were studied on Wistar strain albino rats. All the compounds exhibited anti-inflammatory activity except 5 . Compounds 1, 2, 4 have shown moderate-to-intermediate effects on inhibitory properties. Compound ( 3 ) with restricted rotation in the compound-like SC-558 drug was shown to possess good inhibitory properties at 180 min. In silico analysis was performed and compared with experimental in vivo results.