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Medicinal Flowers. XXVI. structures of acylated oleanane-type triterpene oligoglycosides, yuchasaponins A, B, C, and D, from the flower buds of Camellia oleifera-gastroprotective, aldose reductase inhibitory, and radical scavenging effects-.

Abstract

The methanolic extract and its 1-butanol-soluble fraction from the flower buds of Camellia oleifera ABEL were found to exhibit inhibitory effects on ethanol- and indomethacin-induced gastric mucosal lesions in rats. The ethyl acetate- and 1-butanol-soluble fractions also showed inhibitory effects on rat lens aldose reductase and scavenging effects on 1,1-diphenylpicryl-2-hydrazyl radical and superoxide. From the 1-butanol-soluble fraction, four new acylated oleanane-type triterpene oligoglycosides, yuchasaponins A, B, C, and D, were isolated and their structures were elucidated on the basis of chemical and physicochemical evidence. On the other hand, quercetin 3-O-alpha-L-rhamnopyranoside and kaempferol 3-O-alpha-L-rhamnopyranoside were isolated from the ethyl acetate- and 1-butanol-soluble fractions as the principal constituents, and their gastroprotective effects were examined.

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  • Authors+Show Affiliations

    ,

    Kyoto Pharmaceutical University, Yamashitaa-ku, Kyoto 607-8412, Japan.

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    Source

    Chemical & pharmaceutical bulletin 57:3 2009 Mar pg 269-75

    MeSH

    Aldehyde Reductase
    Animals
    Anti-Ulcer Agents
    Camellia
    Flowers
    Free Radical Scavengers
    Models, Animal
    Oleanolic Acid
    Plants, Medicinal
    Rats
    Saponins
    Stomach Ulcer
    Triterpenes

    Pub Type(s)

    Journal Article
    Research Support, Non-U.S. Gov't

    Language

    eng

    PubMed ID

    19252318

    Citation

    Sugimoto, Sachiko, et al. "Medicinal Flowers. XXVI. Structures of Acylated Oleanane-type Triterpene Oligoglycosides, Yuchasaponins A, B, C, and D, From the Flower Buds of Camellia Oleifera-gastroprotective, Aldose Reductase Inhibitory, and Radical Scavenging Effects-." Chemical & Pharmaceutical Bulletin, vol. 57, no. 3, 2009, pp. 269-75.
    Sugimoto S, Chi G, Kato Y, et al. Medicinal Flowers. XXVI. structures of acylated oleanane-type triterpene oligoglycosides, yuchasaponins A, B, C, and D, from the flower buds of Camellia oleifera-gastroprotective, aldose reductase inhibitory, and radical scavenging effects-. Chem Pharm Bull. 2009;57(3):269-75.
    Sugimoto, S., Chi, G., Kato, Y., Nakamura, S., Matsuda, H., & Yoshikawa, M. (2009). Medicinal Flowers. XXVI. structures of acylated oleanane-type triterpene oligoglycosides, yuchasaponins A, B, C, and D, from the flower buds of Camellia oleifera-gastroprotective, aldose reductase inhibitory, and radical scavenging effects-. Chemical & Pharmaceutical Bulletin, 57(3), pp. 269-75.
    Sugimoto S, et al. Medicinal Flowers. XXVI. Structures of Acylated Oleanane-type Triterpene Oligoglycosides, Yuchasaponins A, B, C, and D, From the Flower Buds of Camellia Oleifera-gastroprotective, Aldose Reductase Inhibitory, and Radical Scavenging Effects-. Chem Pharm Bull. 2009;57(3):269-75. PubMed PMID: 19252318.
    * Article titles in AMA citation format should be in sentence-case
    TY - JOUR T1 - Medicinal Flowers. XXVI. structures of acylated oleanane-type triterpene oligoglycosides, yuchasaponins A, B, C, and D, from the flower buds of Camellia oleifera-gastroprotective, aldose reductase inhibitory, and radical scavenging effects-. AU - Sugimoto,Sachiko, AU - Chi,Guihua, AU - Kato,Yasuyo, AU - Nakamura,Seikou, AU - Matsuda,Hisashi, AU - Yoshikawa,Masayuki, PY - 2009/3/3/entrez PY - 2009/3/3/pubmed PY - 2009/4/4/medline SP - 269 EP - 75 JF - Chemical & pharmaceutical bulletin JO - Chem. Pharm. Bull. VL - 57 IS - 3 N2 - The methanolic extract and its 1-butanol-soluble fraction from the flower buds of Camellia oleifera ABEL were found to exhibit inhibitory effects on ethanol- and indomethacin-induced gastric mucosal lesions in rats. The ethyl acetate- and 1-butanol-soluble fractions also showed inhibitory effects on rat lens aldose reductase and scavenging effects on 1,1-diphenylpicryl-2-hydrazyl radical and superoxide. From the 1-butanol-soluble fraction, four new acylated oleanane-type triterpene oligoglycosides, yuchasaponins A, B, C, and D, were isolated and their structures were elucidated on the basis of chemical and physicochemical evidence. On the other hand, quercetin 3-O-alpha-L-rhamnopyranoside and kaempferol 3-O-alpha-L-rhamnopyranoside were isolated from the ethyl acetate- and 1-butanol-soluble fractions as the principal constituents, and their gastroprotective effects were examined. SN - 0009-2363 UR - https://www.unboundmedicine.com/medline/citation/19252318/Medicinal_Flowers__XXVI__structures_of_acylated_oleanane_type_triterpene_oligoglycosides_yuchasaponins_A_B_C_and_D_from_the_flower_buds_of_Camellia_oleifera_gastroprotective_aldose_reductase_inhibitory_and_radical_scavenging_effects__ L2 - http://joi.jlc.jst.go.jp/JST.JSTAGE/cpb/57.269?from=PubMed DB - PRIME DP - Unbound Medicine ER -