Abstract
Two neolignans were isolated from leaves of Perilla frutescens (Labiatae) as inhibitors of nitric oxide syntheses (IC50 5.9 microM and 53.5 microM, respectively) and tumor necrosis factor-alpha in lipopolysaccharide-activated RAW 264.7 cells. Their structures were identified as 1beta,2alpha,3beta,4alpha-1,2-dimethyl-3,4-bis-(2,4,5-trimethoxyphenyl)-cyclobutane (magnosalin), and 1alpha,2beta,3beta,4alpha-1,2-dimethyl-3,4-bis-(2,4,5-trimethoxyphenyl)-cyclobutane (andamanicin), and their activities were confirmed as resulted from the suppressed expression of inducible nitric oxide synthase enzyme and from the secretion of tumor necrosis factor-alpha from activated macrophages.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Anti-Inflammatory Agents, Non-Steroidal / isolation & purification
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Anti-Inflammatory Agents, Non-Steroidal / pharmacology
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Blotting, Western
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Cell Line
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Cyclobutanes / isolation & purification
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Cyclobutanes / pharmacology
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Inhibitory Concentration 50
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Lamiaceae / chemistry*
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Lignans / isolation & purification*
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Lignans / pharmacology
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Macrophages / metabolism*
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Mice
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Nitric Oxide Synthase / analysis
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Nitric Oxide Synthase / antagonists & inhibitors*
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Nitric Oxide Synthase Type II
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Plant Extracts / isolation & purification
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Plant Extracts / pharmacology
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Tumor Necrosis Factor-alpha / analysis
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Tumor Necrosis Factor-alpha / antagonists & inhibitors*
Substances
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1alpha,2beta,3beta,4alpha-1,2-dimethyl-3,4-bis-(2,4,5-trimethoxyphenyl)-cyclobutane
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Anti-Inflammatory Agents, Non-Steroidal
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Cyclobutanes
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Lignans
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Plant Extracts
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Tumor Necrosis Factor-alpha
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magnosalin
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Nitric Oxide Synthase
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Nitric Oxide Synthase Type II
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Nos2 protein, mouse