Cyclooxygenase-2 Inhibitory Phenylbutenoids from the Rhizomes of Zingiber cassumunar

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書誌事項

公開日
2005
DOI
  • 10.1248/cpb.53.1466
公開者
公益社団法人 日本薬学会

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説明

Phenylbutenoids 1—6 isolated previously from the CHCl3 extracts of the rhizomes of Zingiber cassumunar, were evaluated for their cyclooxygenase-2 (COX-2) inhibitory activity along with a new isolate, 7 from the n-BuOH extracts of this plant. The COX-2 inhibitory assay was performed by measuring prostaglandin E2 production in lipopolysaccharide-stimulated mouse macrophage RAW 264.7 cells. Two phenylbutenoid dimers, 1 and 2, exhibited considerable activity with IC50 values of 2.71 and 3.64 μM. Two phenylbutenoid monomers, 3 and 4, showed moderate activity (IC50 14.97, 20.68 μM, respectively). The other three phenylbutenoids, 5—7, were found to be inactive. Compound 7 was elucidated as a new phenylbutenoid glycoside, namely, (E)-4-(3,4-dimethoxyphenyl)but-3-en-1-O-β-D-glucopyranoside by spectral analysis including various 1D- and 2D-NMR experiments.

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