title: Anti-inflammatory activity of sulfate-containing phenolic compounds isolated from the leaves of Myrica rubra.
abstract: Three sulfated phenolic compounds, juglanin B (11R)-O-sulfate (1), myricetin 3´-O-sulfate (2), and ampelopsin 3´-O-sulfate (3), were isolated from the leaves of Myrica rubra. Compound 1 was a new sulfated lignan, 2 was a new sulfated flavone, and 3 was a known sulfated flavone. The structures of the new compounds (1 and 2) were determined by acid hydrolysis and spectroscopic methods, including IR, FAB-MS, 1D and 2D NMR. The inhibitory activities of compounds 1-3 and their hydrolysates (1a-3a) against LPS-induced cytokine (TNF-α, IL-1β, and IL-6) production in macrophage RAW 264.7 cells were evaluated. The 2 new compounds (1 and 2) and their aglycones (1a and 2a) significantly reduced LPS-induced expression of iNOS and COX-2 proteins.
authors.affiliation: Department of Pharmacognosy, College of Pharmacy, Chung-Ang University, Seoul 156-756, Republic of Korea.
authors.forename: Han Hyuk
authors.initials: HH
authors.lastname: Kim
authors.affiliation: Department of Pharmacognosy, College of Pharmacy, Chung-Ang University, Seoul 156-756, Republic of Korea.
authors.forename: Myeong Hwan
authors.initials: MH
authors.lastname: Oh
authors.affiliation: Department of Pharmacognosy, College of Pharmacy, Chung-Ang University, Seoul 156-756, Republic of Korea.
authors.forename: Kwang Jun
authors.initials: KJ
authors.lastname: Park
authors.affiliation: Department of Pharmacognosy, College of Pharmacy, Chung-Ang University, Seoul 156-756, Republic of Korea.
authors.forename: Jun Hyeok
authors.initials: JH
authors.lastname: Heo
authors.affiliation: Department of Pharmacognosy, College of Pharmacy, Chung-Ang University, Seoul 156-756, Republic of Korea. Electronic address: mwlee@cau.ac.kr.
authors.forename: Min Won
authors.initials: MW
authors.lastname: Lee
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D051546:Cyclooxygenase 2 / Q000378:metabolism; D016207:Cytokines / Q000378:metabolism*; D047309:Flavones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D007249:Inflammation / Q000139:chemically induced / Q000188:drug therapy / Q000378:metabolism*; D018836:Inflammation Mediators / Q000378:metabolism*; D007378:Interleukins / Q000378:metabolism; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D008070:Lipopolysaccharides; D008264:Macrophages / Q000187:drug effects / Q000378:metabolism; D051379:Mice; D015394:Molecular Structure; D031641:Myrica / Q000737:chemistry*; D052247:Nitric Oxide Synthase Type II / Q000378:metabolism; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D018515:Plant Leaves / Q000737:chemistry; D013463:Sulfuric Acid Esters / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D014409:Tumor Necrosis Factor-alpha / Q000378:metabolism
chemical_list: D000893:Anti-Inflammatory Agents; D016207:Cytokines; D047309:Flavones; D018836:Inflammation Mediators; D007378:Interleukins; D017705:Lignans; D008070:Lipopolysaccharides; D010936:Plant Extracts; D013463:Sulfuric Acid Esters; D014409:Tumor Necrosis Factor-alpha; D052247:Nitric Oxide Synthase Type II; D051546:Cyclooxygenase 2
keywords: Diarylheptanoid; Flavonoid; Inflammation; Myrica rubra; RAW 264.7 cells; Sulfate