Novel coumarin-3-carboxamides bearing N-benzylpiperidine moiety as potent acetylcholinesterase inhibitors

Synthesis, antioxidant and anticholinesterase activities of novel coumarylthiazole derivatives

“…At the mouth of the gorge, the π-π stacking interaction between the phenyl ring of the compounds and Tyr70 has been found. Additionally, in the middle of the gorge, the π-π stacking interaction has been observed between the coumarin and the benzene ring of Phe330 [15,16,20,21]. A hydrogen bond has also been formed between amid moieties of the compounds containing urea, carbamate or sulphonamide groups and Tyr70 and His447 [37][38][39][40].…”

“…Regarding the X-ray crystallographic structure of AChE from Torpedo californica, three main binding sites have been determined: (a) the catalytic triad at the bottom of active site including Ser200, His440 and Glu327; (b) the catalytic anionic site (CAS) at the vicinity of the catalytic triad consisting of Trp84, Tyr130, Gly199, His441 and His444; (c) peripheral anionic site (PAS) at the gorge rim comprising Tyr70, Asp72, Tyr121, Trp279 and Tyr334 [14][15][16].…”

Facile synthesis and antimicrobial activity of a novel series of 7,8-dihydro-2-(2-oxo-2H-chromen-3-yl)-5-aryl-cyclopenta[b]pyrano-pyrimidine-4,6-5H-dione derivatives catalyzed by reusable silica-bonded N-propyl diethylenetriamine sulfamic acid

“…Coumarins and their derivatives have attracted intense interest in recent years because of their diverse pharmacological properties such as anti-inflammatory (Witaicenis et al, 2014), antitumor (Avin et al, 2014), anticancer (Jashari et al, 2014;Zhang et al, 2014), acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitors (Asadipour et al, 2013), anti-proliferative (Zhao et al, 2014), antibacterial, antifungal and antioxidant (Renuka and Kumar, 2013), anti-osteoporotic (Sashidhara et al, 2013) and anti-tuberculosis activities (Kawate et al, 2013).…”

Succinimide-N-sulfonic acid as an efficient recyclable catalyst for the synthesis of some fused indolo pyrano pyrimidinone derivatives

“…The coumarin derivatives have demonstrated significant potential for use in a wide range of biological applications such as antioxidant [3], anticancer [4,5], anti-proliferative [6], anti-tuberculosis [7] and antimicrobial activities [8]. Some novel coumarin-3-carboxamide derivatives linked to N-benzylpiperidine scaffold were synthesized and evaluated as acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitors [9]. Osteoporosis is a progressive skeletal disorder, due to the unequal coupling between osteoclast mediated bone resorption and osteoblast mediated bone formation [10,11].…”