Chemical investigation of the roots of Glycyrrhiza uralensis resulted in the isolation of six oleanane-type triterpene glycosides (1 – 6), including one new saponin (1) and two (2 and 3) obtained as natural products for the first time. The new licorice saponin (1) was identified as 22β–acetoxylglycyrrhizin from [α]D, mass spectrometric, and UV, IR, and NMR spectroscopic data.. Full assignments of 1H and 13C-NMR data for compounds 2, 3, 4, 5 and 6 were made for the first time according to 2D NMR methods.
TangriKK, SethPK, ParmarSurendra S, BhargavaKP. (1965) Biochemical study of anti-inflammatory and antiarthritic properties of glycyrrhizic acid. Biochemical Pharmacology, 14, 1277–81.
2.
LewisDA. (1992) Antiulcer drugs from plants. Chemistry in Britain, 28, 141–144.
3.
NoseM, ItoM, KamimuraK, ShimizuM, OgiharaY. (1994) A comparison of the antihepatotoxic activity between glycyrrhizin and glycyrrhetinic acid. Planta Medica, 60, 136–139.
4.
SaitoS, KurodaK, HayashiY, SasakiY, NagamuraY, NishidaK, IshiguroI. (1991) Preparation of glycyrrhetic acid glycosides having various β(1→2)-linked disaccharides and their cytoprotective effects on carbon tetrachloride-induced hepatic injury. Chemical & Pharmaceutical Bulletin, 39, 2333–2339.
5.
ItoM, NakajimaM, BabaM, PauwelsR, De ClercqE, ShigetaS, YamamotoN. (1987) Inhibitory effect of glycyrrhizin on the in vitro infectivity and cytopathic activity of the human immunodeficiency virus [HIV (HTLV-III/LAV)]. Antiviral Research, 7, 127–137.
6.
HattoriT, IkematsuS, KoitoA, MatsushidaS, MaedaY, HadaM, FujimakiM, TakatsukiK. (1989) Preliminary evidence for inhibitory effect of glycyrrhizin on HIV replication in patients with AIDS. Antiviral Research, 11, 255–262.
7.
KojimaK. (1980) Natural sweetening. Shoku no Kagaku, 56, 40–42.
8.
ZapesochnayaGG, ZvonkovaEN, KurkinVA, KazakovaEV, PervykhLN, SheichenkoBI, BykovVA. (1994) Some properties of glycyrrhizic acid. Chemistry of Natural Compounds, 30, 720–726.
9.
KitagawaI, HoriK, TaniyamaT, ZhouJ, YoshikawaM. (1993) Saponin and sapogenol. XLVII. On the constituents of the roots of Glycyrrhiza uralensis Fisher from northeastern China. (1). Licorice-saponins A3, B2 and C2. Chemical & Pharmaceutical Bulletin, 41, 43–49.
10.
KitagawaI, HoriK, SakagamiM, ZhouJ, YoshikawaM. (1993) Saponin and sapogenol. XLVIII. On the constituents of the roots of Glycyrrhiza uralensis Fisher from northeastern China. (2). Licorice-saponins D3, E2, F3, G2, H2, J2 and K2. Chemical & Pharmaceutical Bulletin, 41, 1337–1345.
11.
HirabayashiK, IwataS, MatsumotoH, MoriT, ShibataS, BabaM, ItoM, ShigetaS, NakashimaH, YamamotoN. (1991) Antiviral activities of glycyrrhizin and its modified compounds against human immunodeficiency virus type 1 (HIV-1) and herpes simplex virus type 1 (HSV-1) in vitro. Chemical & Pharmaceutical Bulletin, 39, 112–115.
12.
HayashiH, HuangP, TakadaS, ObinataM, InoueK, ShibuyaM, EbizukaY. (2004) Differential expression of three oxidosqualene cyclase mRNA in Glycyrrhiza glabra. Biological & Pharmaceutical Bulletin, 27, 1086–1092.
