Bioactive Saponins and Glycosides. XXIII. Triterpene Saponins with Gastroprotective Effect from the Seeds of Camellia sinensis-Theasaponins E3, E4, E5, E6, and E7-
- 1 January 2005
- journal article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 53 (12), 1559-1564
- https://doi.org/10.1248/cpb.53.1559
Abstract
The saponin fraction from the seeds of the tea plant [Camellia sinensis (L.) O. KUNTZE (Theaceae)] was found to exhibit potent protective effects on ethanol- and indomethacin-induced gastric mucosal lesions in rats. Five new triterpene saponins, theasaponins E3 (1), E4 (2), E5 (3), E6 (4), and E7 (5), were isolated together with 11 known saponins from the saponin fraction. The chemical structures of 1—5 were elucidated on the basis of chemical and physicochemical evidence. Among the isolated saponins, theasaponins E1 (6), E2 (7), and E5 (3) and assamsaponin C (10) showed an inhibitory effect on ethanol-induced gastric mucosal lesions at a dose of 5.0 mg/kg, p.o. and their activities were stronger than that of omeplazole. With regard to the structure–activity relationships of theasaponins, the following structural requirements for a protective effect on ethanol-induced gastric lesions were suggested; 1) the 21- and/or 22-acyl groups are essential for the activity, 2) acetylation of the 16-hydroxyl group reduce the activity.Keywords
This publication has 15 references indexed in Scilit:
- Floratheasaponins A−C, Acylated Oleanane-Type Triterpene Oligoglycosides with Anti-hyperlipidemic Activities from Flowers of the Tea Plant (Camellia sinensis)Journal of Natural Products, 2005
- New Noroleanane-Type Triterpene Saponins with Gastroprotective Effect and Platelet Aggregation Activity from the Flowers of Camellia japonica: Revised Structures of Camellenodiol and CamelledionolHETEROCYCLES, 2001
- Bioactive Saponins and Glycosides. XVII. Inhibitory Effect on Gastric Emptying and Accelerating Effect on Gastrointestinal Transit of Tea Saponins: Structures of Assamsaponins F,G,H,I, and J from the Seeds and Leaves of the Tea Plant.CHEMICAL & PHARMACEUTICAL BULLETIN, 2000
- Roles of capsaicin-sensitive sensory nerves, endogenous nitric oxide, sulfhydryls, and prostaglandins in gastroprotection by momordin Ic, an oleanolic acid oligoglycoside, on ethanol-induced gastric mucosal lesions in ratsLife Sciences, 1999
- Gastroprotections of escins Ia, Ib, IIa, and IIb on ethanol-induced gastric mucosal lesions in ratsEuropean Journal of Pharmacology, 1999
- Bioactive Saponins and Glycosides. XV. Saponin Constituents with Gastroprotective Effect from the Seeds of Tea Plant, Camellia sinensis L. var. assamica PIERRE, Cultivated in Sri Lanka. Structures of Assamsaponins A, B, C, D, and E.CHEMICAL & PHARMACEUTICAL BULLETIN, 1999
- Protective effects of oleanolic acid oligoglycosides on ethanol- or indomethacin-induced gastric mucosal lesions in ratsLife Sciences, 1998
- Structures of New Acylated Oleanene-Type Triterpene Oligoglycosides, Theasaponins E1 and E2, from the Seeds of Tea Plant, Camellia sinensis (L.) O. KUNTZE.CHEMICAL & PHARMACEUTICAL BULLETIN, 1998
- Bioactive Saponins and Glycosides. V. Acylated Polyhydroxyolean-12-ene Triterpene Oligoglycosides, Camelliasaponins A1, A2, B1, B2, C1, and C2, from the Seeds of Camellia japonica L.: Structures and Inhibitory Activity on Alcohol Absorption.CHEMICAL & PHARMACEUTICAL BULLETIN, 1996
- Camelliasaponins B1, B2, C1, and C2, New Type Inhibitors of Ethanol Absorption in Rats from the Seeds of Camellia japonica L..CHEMICAL & PHARMACEUTICAL BULLETIN, 1994