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The anti-inflammatory secoiridoid glycosides from Gentianae Scabrae Radix: the root and rhizome of Gentiana scabra
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  • 作者:Yu-Min He ; Shu Zhu ; Yue-Wei Ge ; Kohei Kazuma ; Kun Zou…
  • 关键词:Secoiridoid glycosides ; Gentiana scabra ; Gentianaceae ; Anti ; inflammatory activity ; 8 ; epi ; kingiside derivative ; Kingiside derivative
  • 刊名:Journal of Natural Medicines
  • 出版年:2015
  • 出版时间:July 2015
  • 年:2015
  • 卷:69
  • 期:3
  • 页码:303-312
  • 全文大小:880 KB
  • 参考文献:1.Flora of China Editorial Committee (1995) Flora of China (Gentianaceae), vol 16. Science, Beijing, pp?1-39
    2.The State Pharmacopoeia Commission of P. R. China (2010) Pharmacopoeia of the People’s Republic of China (English version), vol 1. China Medical Science, Beijing, pp?205-06
    3.The Ministry of Health, Labour and Welfare (2011) The Japanese Pharmacopoeia (English version), 16th edn. p?1669
    4.Ikeshiro Y, Tomita Y (1983) A new bitter secoiridoid glucoside from Gentiana scabra var. buergeri. Planta Med 48:169-73PubMed View Article
    5.Tang HQ, Tan RX (1997) Glycosides from Gentiana scabra. Planta Med 63:388PubMed View Article
    6.Kakuda R, Iijima T, Yaoita Y, Machida K, Kikuchi M (2001) Secoiridoid glycosides from Gentiana scabra. J Nat Prod 64:1574-575PubMed View Article
    7.Jiang RW, Wong KL, Chan YM, Xu HX, Pui-Hay But P, Shaw PC (2005) Isolation of iridoid and secoiridoid glycosides and comparative study on Radix Gentianae and related adulterants by HPLC analysis. Phytochemistry 66:2674-680PubMed View Article
    8.Wang SF, Xu YM, Jiang W, Zhang YF (2013) Isolation and identification of constituents with activity of inhibiting nitric oxide production in RAW 264.7 macrophages from Gentiana triflora. Planta Med 79:680-86PubMed View Article
    9.Kakuda R, Iijima T, Yaoita Y, Machida K, Kikuchi M (2002) Triterpenoids from Gentiana scabra. Phytochemistry 59:791-94PubMed View Article
    10.Xu M, Wang D, Zhang YJ, Yang CR (2007) Dammarane triterpenoids from the roots of Gentiana rigescens. J Nat Prod 70:880-83PubMed View Article
    11.Xu M, Yang CR, Zhang YJ (2009) Minor antifungal aromatic glycosides from the roots of Gentiana rigescens (Gentianaceae). Chin Chem Lett 20:1215-217View Article
    12.Park KS, Kim BH, Chang IM (2010) Inhibitory potencies of several iridoids on cyclooxygenase-1, cyclooxygnase-2 enzymes activities, tumor necrosis factor-α and nitric oxide production in vitro. Evid Based Complement Altern Med 7:41-5View Article
    13.Saravanan S, Hairul Islam VI, Prakash Babu N, Pandikumar P, Thirugnanasambantham K, Chellappandian M, Simon Durai Raj C, Gabriel Paulraj M, Ignacimuthu S (2014) Swertiamarin attenuates inflammation mediators via modulating NF-κB/I κB and JAK2/STAT3 transcription factors in adjuvant induced arthritis. Eur J Pharm Sci 56:70-6PubMed View Article
    14.Kondo Y, Takano F, Hojo H (1994) Suppression of chemically and immunologically induced hepatic injuries by gentiopicroside in mice. Planta Med 60:414-16PubMed View Article
    15.Mihailovi? V, Katani? J, Mi?i? D, Stankovi? V, Mihailovi? M, Uskokovi? A, Aramba?i? J, Soluji? S, Mladenovi? M, Stankovi? N (2014) Hepatoprotective effects of secoiridoid-rich extracts from Gentiana cruciata L. against carbon tetrachloride induced liver damage in rats. Food Funct 5:1795-803PubMed View Article
    16.Chiba K, Yamazaki M, Kikuchi M, Kakuda R, Kikuchi M (2011) New physiological function of secoiridoids: neuritogenic activity in PC12h cells. J Nat Med 65:186-90PubMed View Article
    17.Nathan CF, Hibbs JB Jr (1991) Role of nitric oxide synthesis in macrophage antimicrobial activity. Curr Opin Immunol 3:65-0PubMed View Article
    18.Kobayashi Y (2010) The regulatory role of nitric oxide in proinflammatory cytokine expression during the induction and resolution of inflammation. J Leukoc Biol 88:1157-162PubMed View Article
    19.Scheller J, Chalaris A, Schmidt-Arras D, Rose-John S (2011) The pro- and anti-inflammatory properties of the cytokine interleukin-6. Biochim Biophys Acta 1813:878-88PubMed View Article
    20.Bauqh JA, Bucala R (2001) Mechanisms for modulating TNF alpha in immune and inflammatory disease. Curr Opin Drug Discov Dev 4:635-50
    21.Garcia J, Mpondo EM, Kaouadji M (1990) Kingiside and derivative from Gentiana pyrenaica. Phytochemistry 29:3353-355View Article
    22.Garcia J, Lavaitte S, Gey C (1989) 8-epikingiside and its vanillate ester, isolated from Gentiana pyrenaica. Phytochemistry 28:2199-201View Article
    23.Xu M, Wang D, Zhang YJ, Yang CR (2008) Iridoid glucosides from Gentiana rhodantha. J Asian Nat Prod Res 10:491-98PubMed View Article
    24.Inouye H, Yoshida T, Tobita S, Tanaka K, Nishioka T (1970) Absolute struktur des oleuropeins und einiger verwandter glucoside. Tetrahedron Lett 28:2459-464View Article
    25.Inouye H, Yoshida T, Tobita S, Kanaka K, Nishioka T (1974) Uber die monoterpenglucoside und verwandte naturstoffe. XXII. Absolutstrukturen des oleuropeins, Kingisids und Morronisids. Tetrahedron 30:201-09View Article
    26.Inouye H, Yoshida T, Nakamura Y, Tobita S (1970) Uber die monoterpenglucoside. XI. chemische korrelation des asperulosids mit swerosid. Chem Pharm Bull 18:1889-899View Article
    27.Kikuchi M, Kakuda R, Kikuchi M, Yaoita Y (2005) Secoiridoid glycosides from Gentiana scabra. J Nat Prod 68:751-53PubMed View Article
    28.Liu YH, Li XC, Liu YQ, Yang CR (1994) Iridoid glycosides from Gentiana macrophylla. Acta Botanica Yunnanica 1
  • 作者单位:Yu-Min He (1) (2)
    Shu Zhu (1)
    Yue-Wei Ge (1)
    Kohei Kazuma (3)
    Kun Zou (2)
    Shao-Qing Cai (4)
    Katsuko Komatsu (1)

    1. Division of Pharmacognosy, Department of Medicinal Resources, Institute of Natural Medicine, University of Toyama, 2630, Sugitani, Toyama, 930-0194, Japan
    2. College of Medical Science, China Three Gorges University, 8 University Avenue, Yichang, 443002, People’s Republic of China
    3. Division of Kampo-Pharmaceutics, Institute of Natural Medicine, University of Toyama, 2630, Sugitani, Toyama, 930-0194, Japan
    4. School of Pharmaceutical Sciences, Peking University, 38 Xue-yuan Road, Haidian District, Beijing, 100191, People’s Republic of China
  • 刊物主题:Pharmacology/Toxicology; Plant Sciences; Complementary & Alternative Medicine; Medicinal Chemistry; Pharmacy;
  • 出版者:Springer Japan
  • ISSN:1861-0293
文摘
Gentianae Scabrae Radix is a well-known traditional medicine that is used for the treatment of hepatitis, cholecystitis and inflammatory diseases. It consists mainly of secoiridoid glycosides, with representatives of gentiopicroside, sweroside and swertiamarin. In the present study, a chemical investigation of the CHCl3 extract of Gentianae Scabrae Radix derived from Gentiana scabra Bunge yielded seven new (1-strong class="EmphasisTypeBold">7) and ten known (8-strong class="EmphasisTypeBold">17) secoiridoid glycosides. Their structures were elucidated by extensive spectroscopic analyses and comparison with literature data. All 17 compounds were evaluated for their inhibitory effects against NO, IL-6 and TNF-α productions induced by lipopolysaccharide (LPS) in RAW264 cells. Among them, 8-epi-kingiside derivatives 1-strong class="EmphasisTypeBold">3; kingiside derivatives 4, 5 and 10; and a sweroside derivative 6 showed inhibition activity against IL-6 production with IC50 values of 51.70-1.10?μM, whereas sweroside derivatives 12 and 15-strong class="EmphasisTypeBold">17 and a swertiamarin derivative 13 showed inhibition effects on both NO and IL-6 productions with IC50 values of 64.74-4.95 and 48.91-5.45?μM, respectively. All the compounds exhibited weak inhibitory activity (IC50?>?100?μM) in a TNF-α bioassay. Finally, a primary structure–activity relationship of these secoiridoid glycosides is discussed.

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