SYNTHESIS, X-RAY CRYSTALLOGRAPHY, MOLECULAR DOCKING AND BIOLOGICAL SCREENING OF 2-AMINOPHENOL BASED SCHIFF BASES

Schiff bases, 2-{[(2-hydroxyphenyl)methylidene]amino}phenol (4) and 2-{[3-4-(dimethylamino)phenyl-2-propenylidene]amino}phenol (5), have been synthesized by the condensation of 2-aminophenol (1) with 2-hydroxybenzaldehyde (2) and 4-dimethylaminocinnamaldehyde (3), respectively. They showed good lipoxygenase inhibition and antioxidant activities, as compound 4 showed potent antioxidant activity. The products also showed good activities against Gram-positive: S. intermedius, B. subtilis and S. aureus, and Gram-negative: E. coli and S. typhi bacteria, as compounds 5 and 4 are excellent active against B. subtilis and S. typhi, respectively. These good to potent activities may be due to the presence of free hydroxyl and amino groups. They showed non-significant urease inhibition activity.