A new glycosyl ester of a 3,4-seco-triterpene from korean medicinal plant, Acanthopanax chiisanensis (araliaceae).

Hahn, Dug-Ryong; Kasai, Ryoji; Kim, Jeung-Hee; Taniyasu, Shigenori; Tanaka, Osamu

doi:10.1248/cpb.32.1244

Cited by 29 publications

(25 citation statements)

References 2 publications

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“…Chiisanoside, a main component of this plant, has been reported to have antihepatotoxic, antidiabetic, antiviral effects on mitogen-induced proliferation of lymphocytes, etc. (Hahn et al, 1984;Kim et al, 1999;Oh et al, 2000;Bae et al, 2001;Lee et al, 2002). We previously reported antiinflammatory effects of liriodendrin along with kalopananxsaponin A and caffeic acid isolated from the stem bark of Acanthopanax senticosus (Jung et al, 2003).…”

Section: Introductionmentioning

confidence: 99%

Antiinflammatory effects of chiisanoside and chiisanogenin obtained from the leaves of Acanthopanax chiisanensis in the carrageenan- and Freund's complete adjuvant-induced rats

Jung

Nam

Choi

et al. 2005

Journal of Ethnopharmacology

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Section: Introductionmentioning

confidence: 99%

Antiinflammatory effects of chiisanoside and chiisanogenin obtained from the leaves of Acanthopanax chiisanensis in the carrageenan- and Freund's complete adjuvant-induced rats

Jung

Nam

Choi

et al. 2005

Journal of Ethnopharmacology

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“…[4][5][6] We previously described the anti-inflammatory effects of chiisanoside and chiisanogenin in the rats induced by carrageenan-and Freund's complete adjuvant. 7) In addition, we demonstrated that chiisanoside can be converted to its aglycon, chiisanogenin by human intestinal bacteria and that chiisanogenin showed more potent cytotoxicity and anti-rotaviral activities.…”

mentioning

confidence: 99%

Inhibition of Lipopolysaccharide-Induced Expression of Inducible Nitric Oxide and Cyclooxygenase-2 by Chiisanoside via Suppression of Nuclear Factor-.KAPPA.B Activation in RAW 264.7 Macrophage Cells

Won

Park

Nam

et al. 2005

Biological & Pharmaceutical Bulletin

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The plants belonging to Acanthopanax species (Araliaceae) are traditionally used in Korea as anti-rheumatoid arthritis, anti-inflammatory and anti-diabetic drugs and are recognized to have ginseng-like activities.1,2) 3,4-Secolupanetype triterpenoid family members, such as chiisanoside, chiisanogenin, 22-hydroxychiisanogenin, 24-hydroxychiisanogenin, etc. have been previously isolated from Acanthopanax species.1,3) Chiisanoside, the main terpenoid component of this plant, has been reported to have anti-hepatotoxic, anti-diabetic and antiviral effects, the latter of which was found to be associated with the inhibition of mitogen-induced lymphocyte proliferation. [4][5][6] We previously described the anti-inflammatory effects of chiisanoside and chiisanogenin in the rats induced by carrageenan-and Freund's complete adjuvant. 7) In addition, we demonstrated that chiisanoside can be converted to its aglycon, chiisanogenin by human intestinal bacteria and that chiisanogenin showed more potent cytotoxicity and anti-rotaviral activities. 1)During the inflammatory processes, large amounts of proinflammatory mediators, nitric oxide (NO) and prostaglandin E 2 (PGE 2 ) are generated by the inducible isoforms of NO synthase (iNOS) and cyclooxygenase-2 (COX-2), respectively. 8) In mammalian cells, NO is synthesized by three different isoforms of nitric oxide synthase (NOS), namely, neuronal NOS (nNOS), endothelial NOS (eNOS) and inducible NOS (iNOS). Although nNOS and eNOS are constitutively expressed, iNOS is expressed in response to interferon-g, lipopolysccharide (LPS) and to a variety of proinflammatory cytokines.9,10) Cyclooxygenase (COX) is the enzyme that converts arachidonic acid to PGs. Like NOS, COX existed in two isoforms, i.e., COX-1 and COX-2.11) COX-1 is expressed constitutively in most tissues and appears to be responsible for maintaining normal physiological functions. In contrast, COX-2 is detectable in only certain types of tissues and is induced transiently by growth factors, proinflammatory cytokines, tumor promoters and bacterial toxins.12,13) Moreover, elevated levels of COX have been detected in different tumor types and this may account for the excessive production of inflammatory PGs. 14)Nuclear transcription factor kappa-B (NF-kB) is one of the most ubiquitous transcription factors and regulates gene involved in cellular proliferation, inflammatory responses and cell adhesion. The activation of NF-kB has been reported to induce the transcriptions of many pro-inflammatory mediators, e.g., iNOS, COX-2, TNF-a and interleukin (IL)-1b, -6 and -8. 15,16) Our previous investigations of chiisanoside and chiisanogenin demonstrated their anti-inflammatory syndromes in the rat induced by carrageenan and Freund's complete adjuvant reagents. 7) Thus, as a prelude to reveal the underlying mechanisms for the anti-inflammatory effects of chiisanoside and chiisanogenin, we evaluated and compared the effects of various triterpenoid derivatives (Fig. 1) In the present study, the effects of several triterpenes isolate...

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“…Jiri, Korea. Only a few studies on bioactive principles on this plant have been carried out, and acanthoside D (Kim and Hahn, 1981), chiisanoside and its derivatives (Hahn et al, 1984;Kasai et al, 1986) and sesamin (Jang, 1970) have previously been evaluated.…”

Section: Introductionmentioning

confidence: 99%

Lignans from Acanthopanax chiisanensis having an inhibitory activity on prostaglandin E₂ production

Lee

Ban

Kim

et al. 2005

Phytotherapy Research

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The chloroform and the ethyl acetate fractions from the roots of Acanthopanax chiisanensis exhibited the significant inhibition of TPA-induced prostaglandin E(2) (PGE(2)) production in rat peritoneal macrophages. Five lignans were isolated from the chloroform fraction and their structures were elucidated as l-sesamin, helioxanthin, savinin, taiwanin C, and 3-(3,4-dimethoxybenzyl)-2-(3,4-methylenedioxybenzyl)butyrolactone. Among the lignans tested, taiwanin C showed the most potent inhibitory activity (IC(50) = 0.12 microM) on PGE(2) production with the relative order of potency, taiwanin C >> 3-(3,4-dimethoxybenzyl)-2-(3,4-methylenedioxybenzyl)butyrolactone > savinin = helioxanthin. l-Sesamin showed no inhibitory activity at 30 microM.

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A new glycosyl ester of a 3,4-seco-triterpene from korean medicinal plant, Acanthopanax chiisanensis (araliaceae).

Cited by 29 publications

References 2 publications

Antiinflammatory effects of chiisanoside and chiisanogenin obtained from the leaves of Acanthopanax chiisanensis in the carrageenan- and Freund's complete adjuvant-induced rats

Antiinflammatory effects of chiisanoside and chiisanogenin obtained from the leaves of Acanthopanax chiisanensis in the carrageenan- and Freund's complete adjuvant-induced rats

Inhibition of Lipopolysaccharide-Induced Expression of Inducible Nitric Oxide and Cyclooxygenase-2 by Chiisanoside via Suppression of Nuclear Factor-.KAPPA.B Activation in RAW 264.7 Macrophage Cells

Lignans from Acanthopanax chiisanensis having an inhibitory activity on prostaglandin E₂ production

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A new glycosyl ester of a 3,4-seco-triterpene from korean medicinal plant, Acanthopanax chiisanensis (araliaceae).

Cited by 29 publications

References 2 publications

Antiinflammatory effects of chiisanoside and chiisanogenin obtained from the leaves of Acanthopanax chiisanensis in the carrageenan- and Freund's complete adjuvant-induced rats

Antiinflammatory effects of chiisanoside and chiisanogenin obtained from the leaves of Acanthopanax chiisanensis in the carrageenan- and Freund's complete adjuvant-induced rats

Inhibition of Lipopolysaccharide-Induced Expression of Inducible Nitric Oxide and Cyclooxygenase-2 by Chiisanoside via Suppression of Nuclear Factor-.KAPPA.B Activation in RAW 264.7 Macrophage Cells

Lignans from Acanthopanax chiisanensis having an inhibitory activity on prostaglandin E2 production

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Lignans from Acanthopanax chiisanensis having an inhibitory activity on prostaglandin E₂ production