Synthesis and Biological Activity of 4‐Cycloaminopolyfluorosalicylic Acids

Abstract

A series of novel 4-cycloamino-substituted polyfluorosalicylic acids, their esters and amides have been synthesized by the reactions of alkyl polyfluorosalicylates with morpholine, Nmethylpiperazine, pyrrolidine and proline. It was observed that esters of polyfluorosalicylic acids under prolonged heating with amines could undergo one pot nucleophilic substitution of fluorine and intramolecular acidic hydrolysis owing to catalysis by the neighboring hydroxyl group. According to ADME calculations, the synthesized compounds are suitable for drug-design. 4-(N-Methylpiperazinyl)-substituted polylfluorosalicylic acids were found to have good analgesic activity while 4morphonyl-containing analogs revealed moderate anti-inflammatory action. In addition, the presence of amine fragment in polyfluorosalicylates reduced acute toxicity comparing to nonsubstituted polyfluorosalicylic acids. The molecular docking of the most active compounds was carried out into the tyrosine site of cyclooxygenase-1.

Promising Antifungal and Antibacterial Agents Based on 5‐Aryl‐2,2′‐bipyridines and Their Heteroligand Salicylate Metal Complexes: Synthesis, Bioevaluation, Molecular Docking

“…The complexes were shown to have a promising antimicrobial action. [57][58][59] In addition, polyfluorosalicylic acids [60,61] and their derivatives [61][62][63] has the promising antitubercular, analgesic and anti-inflammatory activity.…”