title: Synthesis and evaluation of new α-methylene-γ-lactone carbamates with NO production inhibitory effects in lipopolysaccharide-induced RAW 264.7 macrophages.
abstract: A series of new α-methylene-γ-lactone carbamates were synthesized by an asymmetric synthetic route. The activities on inhibiting nitric oxide (NO) release of these compounds were evaluated in lipopolysaccharide (LPS)-induced RAW 264.7 macrophages. The results indicated that most of the compounds except one exhibited potent NO inhibitory effect with IC50 value more than 2 μΜ. The cytotoxicities of these compounds were estimated via MTT assays. The results suggested that six compounds were accompanied by low cytotoxicity. The structure-activity relationships were also discussed. The S configuration of C3 on lactones ring would be more helpful to NO inhibitory effect.
authors.affiliation: Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China.
authors.forename: Wen-Hao
authors.initials: WH
authors.lastname: Shao
authors.affiliation: Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China.
authors.forename: Bing-Yang
authors.initials: BY
authors.lastname: Chen
authors.affiliation: School of Food Science and Technology, Jiangnan University, Wuxi 214122, China.
authors.forename: Xiang-Rong
authors.initials: XR
authors.lastname: Cheng
authors.affiliation: Shanghai Institute of Pharmaceutical Industry, Shanghai 200040, China.
authors.forename: Hu
authors.initials: H
authors.lastname: Yuan
authors.affiliation: Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China.
authors.forename: Hao
authors.initials: H
authors.lastname: Chen
authors.affiliation: Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China.
authors.forename: Wan-Lin
authors.initials: WL
authors.lastname: Chang
authors.affiliation: Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China.
authors.forename: Ji
authors.initials: J
authors.lastname: Ye
authors.affiliation: Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China.
authors.forename: Shan
authors.initials: S
authors.lastname: Lin
authors.affiliation: Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China; Shanghai Institute of Pharmaceutical Industry, Shanghai 200040, China. Electronic address: sqy_2000@163.com.
authors.forename: Qing-Yan
authors.initials: QY
authors.lastname: Sun
authors.affiliation: Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China; Shanghai Institute of Pharmaceutical Industry, Shanghai 200040, China. Electronic address: wdzhangy@hotmail.com.
authors.forename: Wei-Dong
authors.initials: WD
authors.lastname: Zhang
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D002219:Carbamates / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D060326:Chemistry Techniques, Synthetic; D007783:Lactones / Q000737:chemistry*; D008070:Lipopolysaccharides / Q000009:adverse effects*; D008264:Macrophages / Q000187:drug effects*; D051379:Mice; D009569:Nitric Oxide / Q000096:biosynthesis*; D000067996:RAW 264.7 Cells
chemical_list: D000893:Anti-Inflammatory Agents; D002219:Carbamates; D007783:Lactones; D008070:Lipopolysaccharides; C416683:methylene-lactone; D009569:Nitric Oxide
keywords: Carbamate; Cytotoxicity; NO inhibitory effect; α-Methylene-γ-lactone