title: Chisopanins A-K, 11 new protolimonoids from Chisocheton paniculatus and their anti-inflammatory activities.
abstract: Eleven new protolimonoids, chisopanins A-K (1-11), were isolated from the twigs of Chisocheton paniculatus, as well as thirteen known (12-24) protolimonoids. The structures were elucidated on the basis of spectroscopic analysis, X-ray crystallographic analysis, and chemical methods. Chisopanins A and B (1 and 2) possessing uncommon hemiketal tetrahydropyran ring at C-17 showed the most potent inhibitory activities on lipopolysaccharide-stimulated inflammation factor-release with IC(50) values at 5.4 and 7.9 μM for NO, and at 26.9 and 30.7 μM for TNF-α, respectively. In addition, compounds 5-7, 9, 12, 13, and 20 were potent to inhibit NO production with IC(50) value lower than 10 μM.
authors.affiliation: Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, PR China.
authors.forename: Ming-Hua
authors.initials: MH
authors.lastname: Yang
authors.forename: Jun-Song
authors.initials: JS
authors.lastname: Wang
authors.forename: Jian-Guang
authors.initials: JG
authors.lastname: Luo
authors.forename: Xiao-Bing
authors.initials: XB
authors.lastname: Wang
authors.forename: Ling-Yi
authors.initials: LY
authors.lastname: Kong
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry* / Q000494:pharmacology; D002460:Cell Line; D018360:Crystallography, X-Ray; D036701:Limonins / Q000737:chemistry* / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D029582:Meliaceae / Q000737:chemistry*; D051379:Mice; D008958:Models, Molecular; D015394:Molecular Structure; D009569:Nitric Oxide / Q000096:biosynthesis; D014409:Tumor Necrosis Factor-alpha / Q000096:biosynthesis
chemical_list: D000893:Anti-Inflammatory Agents; D036701:Limonins; D014409:Tumor Necrosis Factor-alpha; D009569:Nitric Oxide