Design, synthesis and evaluation of tetrahydropyran based COX-1/-2 inhibitors.
Chiral tetrahydropyrans were designed and synthesized by allylations of enantiomerically enriched beta-hydroxy ketones followed by iodocyclisations and nucleophilic replacement of iodo group with C(2)H(5)S(-) and SCN-. In vitro COX-1/-2 inhibitory activities and the docking studies of these compounds identify some of them as moderate inhibitors of COX-1 and COX-2 enzymes.
Singh
Palwinder
P
Department of Chemistry, Guru Nanak Dev University, Amritsar 143005, India. palwinder_singh_2000@yahoo.com
Bhardwaj
Atul
A
Kaur
Satwinderjeet
S
Kumar
Subodh
S
D051545:Cyclooxygenase 1 / Q000187:drug effects*; D051546:Cyclooxygenase 2 / Q000187:drug effects*; D016861:Cyclooxygenase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015195:Drug Design; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D016339:Spectrometry, Mass, Fast Atom Bombardment
D016861:Cyclooxygenase Inhibitors; D011714:Pyrans; D051545:Cyclooxygenase 1; D051546:Cyclooxygenase 2