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Inhibitory effect of oxycoumarins isolated from the Thai medicinal plant Clausena guillauminii on the inflammation mediators, iNOS, TNF-α, and COX-2 expression in mouse macrophage RAW 264.7

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Abstract

In the present study, we investigated the inhibitory effect of the known oxycoumarins poncitrin (3), osthol (4), and xanthoxyletin (5), newly isolated from Clausena guillauminii (Rutaceae), together with the known carbazoles heptaphylline (1) and 7-methoxyheptaphylline (2) on inducible-nitric oxide synthase (iNOS) expression induced by lipopolysaccharide (LPS) and the NO generation in RAW 264.7 mouse macrophages. Isolation of active oxycoumarins was guided by Western blot analysis of iNOS protein expression. These oxycoumarins showed an inhibitory effect on iNOS protein expression at 10 μM. Further examination of the inhibitory effects of these compounds on inflammation mediators revealed that the synthesis of nitric oxide (NO) and the protein expression of tumor necrosis factor-α (TNF-α) and cyclooxygenase-2 (COX-2) were inhibited by 5. It was expected that these compounds show anti-inflammatory activities.

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Acknowledgments

The authors would like to thank the staff of the Analytical Center of Chiba University for MS spectra.

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Authors and Affiliations

  1. Department of Molecular Pharmacology and Pharmacotherapeutics, Graduate School of Pharmaceutical Sciences, Chiba University, 1-8-1 Inohana, Chuo-ku, Chiba, 260-8675, Japan

    Tomonori Nakamura, Naoko Kodama & Shingo Yano

  2. Department of Geriatric Pharmacology and Therapeutics, Graduate School of Pharmaceutical Sciences, Chiba University, 1-8-1 Inohana, Chuo-ku, Chiba, 260-8675, Japan

    Tomonori Nakamura & Koichi Ueno

  3. Department of Medicinal Organic Chemistry, Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba, 263-8522, Japan

    Yu Arai, Takuya Kumamoto & Tsutomu Ishikawa

  4. Material Development Laboratories, Shiratori Pharmaceutical Co., Ltd., 6-11-24 Tsudanuma, Narashino, Chiba, 275-0016, Japan

    Yoshihiro Higuchi

  5. Department of Pharmacognosy, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Pathumwan, Bangkok, 10330, Thailand

    Chaiyo Chaichantipyuth

Authors
  1. Tomonori Nakamura
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  2. Naoko Kodama
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  3. Yu Arai
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  4. Takuya Kumamoto
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  5. Yoshihiro Higuchi
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  6. Chaiyo Chaichantipyuth
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  7. Tsutomu Ishikawa
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  8. Koichi Ueno
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  9. Shingo Yano
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Correspondence to Tomonori Nakamura.

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Nakamura, T., Kodama, N., Arai, Y. et al. Inhibitory effect of oxycoumarins isolated from the Thai medicinal plant Clausena guillauminii on the inflammation mediators, iNOS, TNF-α, and COX-2 expression in mouse macrophage RAW 264.7. J Nat Med 63, 21–27 (2009). https://doi.org/10.1007/s11418-008-0277-5

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  • DOI: https://doi.org/10.1007/s11418-008-0277-5

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