title: Syntheses and Anti-inflammatory Activity of Natural 1,3-Diarylpropenes.
abstract: First syntheses of five natural 1,3-diarylpropenes (cinnamylphenols) 2-4, 7, and 8 along with synthesis of two other natural 1,3-diarylpropenes 1 and 5 and E-isomer of mucronulastyrene (6) were achieved by Friedel-Crafts alkylation as a key step. Subsequently, their anti-inflammatory effects were also investigated in lipopolysaccharide (LPS)-induced RAW264.7 macrophages. The compounds exhibited significant inhibition of inflammatory mediated nitric oxide (NO) production with no cytotoxicity except compound 8 (dalberatin B) at 10 µM concentration and IC50 values were found in the range from 4.05 to 16.76 µM.
authors.affiliation: Department of Chemistry and Institute of Natural Medicine, Hallym University.
authors.forename: Jong-Woon
authors.initials: JW
authors.lastname: Jung
authors.forename: Jin-Kyung
authors.initials: JK
authors.lastname: Kim
authors.forename: Jong-Gab
authors.initials: JG
authors.lastname: Jun
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D000478:Alkylation; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008070:Lipopolysaccharides / Q000633:toxicity; D008264:Macrophages / Q000166:cytology / Q000187:drug effects / Q000378:metabolism; D051379:Mice; D009569:Nitric Oxide / Q000378:metabolism; D000067996:RAW 264.7 Cells; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D000893:Anti-Inflammatory Agents; D008070:Lipopolysaccharides; D009569:Nitric Oxide; C013658:propylene