title: Design and synthesis of 4-O-methylhonokiol analogs as inhibitors of cyclooxygenase-2 (COX-2) and PGF₁ production.
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.
authors.affiliation: College of Pharmacy, Woosuk University, Wanju, Jeonbuk 565-701, South Korea.
authors.forename: Bit
authors.initials: B
authors.lastname: Lee
authors.forename: Jae-Hwan
authors.initials: JH
authors.lastname: Kwak
authors.forename: Shin-Won
authors.initials: SW
authors.lastname: Huang
authors.forename: Jae-Yong
authors.initials: JY
authors.lastname: Jang
authors.forename: Sanglae
authors.initials: S
authors.lastname: Lim
authors.forename: Young-Shin
authors.initials: YS
authors.lastname: Kwak
authors.forename: Kiho
authors.initials: K
authors.lastname: Lee
authors.forename: Hyung Sook
authors.initials: HS
authors.lastname: Kim
authors.forename: Sang-Bae
authors.initials: SB
authors.lastname: Han
authors.forename: Jin-Tae
authors.initials: JT
authors.lastname: Hong
authors.forename: Heesoon
authors.initials: H
authors.lastname: Lee
authors.forename: Sukgil
authors.initials: S
authors.lastname: Song
authors.forename: Seung-Yong
authors.initials: SY
authors.lastname: Seo
authors.forename: Jae-Kyung
authors.initials: JK
authors.lastname: Jung
mesh_terms: D000818:Animals; D001713:Biphenyl Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D051546:Cyclooxygenase 2 / Q000737:chemistry* / Q000378:metabolism; D052246:Cyclooxygenase 2 Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015195:Drug Design; D004789:Enzyme Activation / Q000187:drug effects; D017705:Lignans / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D008264:Macrophages / Q000187:drug effects / Q000378:metabolism; D051379:Mice; D009569:Nitric Oxide / Q000378:metabolism; D011460:Prostaglandins F / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: C542058:4-O-methylhonokiol; D001713:Biphenyl Compounds; D052246:Cyclooxygenase 2 Inhibitors; D017705:Lignans; D011460:Prostaglandins F; D009569:Nitric Oxide; D051546:Cyclooxygenase 2; C100006:prostaglandin F1