Design and synthesis of 4-O-methylhonokiol analogs as inhibitors of cyclooxygenase-2 (COX-2) and PGF1 production

Bioorganic & Medicinal Chemistry
2012.0

Abstract

A series of novel 4-O-methylhonokiol analogs were synthesized in light of revealing structure-activity relationship for inhibitory effect of COX-2 enzyme. The key strategy of the molecular design was oriented towards modification of the potential metabolic soft spots (e.g., phenol and olefin) or by altering the polar surface area via incorporating heterocycles such as isoxazole and triazole. Most of all exhibited the inhibitory effects on COX-2 and PGF(1) production but not macrophage NO production. Especially, aryl carbamates 10 and 11 exhibited more potent inhibitory activity against COX-2 and PGF(1) production.

DOI： 10.1016/j.bmc.2012.03.028

Knowledge Graph

Similar Paper

Design and synthesis of 4-O-methylhonokiol analogs as inhibitors of cyclooxygenase-2 (COX-2) and PGF1 production
Bioorganic & Medicinal Chemistry 2012.0
Design and synthesis of ten biphenyl-neolignan derivatives and their in vitro inhibitory potency against cyclooxygenase-1/2 activity and 5-lipoxygenase-mediated LTB4-formation
Bioorganic & Medicinal Chemistry 2009.0
Synthesis, Anti-Inflammatory Activity, and in Vitro Antitumor Effect of a Novel Class of Cyclooxygenase Inhibitors: 4-(Aryloyl)phenyl Methyl Sulfones
Journal of Medicinal Chemistry 2010.0
Synthesis and anti-neuroinflammatory activity of N-heterocyclic analogs based on natural biphenyl-neolignan honokiol
Bioorganic & Medicinal Chemistry Letters 2019.0
Design and synthesis of new 2,4,5-triarylimidazole derivatives as selective cyclooxygenase (COX-2) inhibitors
Medicinal Chemistry Research 2012.0
2-Heterosubstituted-3-(4-methylsulfonyl)phenyl-5-trifluoromethyl pyridines as selective and orally active cyclooxygenase-2 inhibitors
Bioorganic & Medicinal Chemistry Letters 1999.0
Inhibitory activity of prostaglandin E2 production by the synthetic 2′-hydroxychalcone analogues: Synthesis and SAR study
Bioorganic & Medicinal Chemistry Letters 2009.0
Design and synthesis of (E)-1,1,2-triarylethenes: novel inhibitors of the cyclooxygenase-2 (COX-2) isozyme
Bioorganic & Medicinal Chemistry Letters 2005.0
Design and synthesis of 1,3-diarylurea derivatives as selective cyclooxygenase (COX-2) inhibitors
Bioorganic & Medicinal Chemistry Letters 2008.0
Synthesis and biological properties of aryl methyl sulfones
Bioorganic & Medicinal Chemistry 2018.0