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Biologically active triterpenoid saponins from Acanthopanax senticosus.
J Nat Prod. 2006 Nov; 69(11):1577-81.JN

Abstract

Three new triterpenoid saponins, acanthopanaxosides A (1), B (7), and C (13), were isolated from the leaves of Acanthopanax senticosus, together with 12 known saponins. The structures of these new saponins were established as 3-O-beta-D-glucopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-30-nor-olean-12,20(29)-dien-28-oic acid 28-O-alpha-L-rhamnopyranosyl-(1-->4)-6-O-acetyl-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester (1), 3-O-beta-D-glucopyranosyl-(1-->2)-alpha-L-arabinopyranosyl oleanolic acid 28-O-alpha-L-rhamnopyranosyl-(1-->4)-6-O-acetyl-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester (7), and 3-O-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-3beta-hydroxyolean-12-ene-28,29-dioic acid (13), on the basis of spectroscopic analysis and chemical degradation. Among the known compounds, sessiloside and tauroside H1 are reported for the first time from A. senticosus. The biological activity of compounds 1-15 was examined against pancreatic lipase. Ciwujianoside C1 (6), tauroside H1 (11), 3-O-alpha-rhamnopyranosyl-(1-->2)-alpha-arabinopyranosyl mesembryanthemoidigenic acid (12), acanthopanaxoside C (13), sessiloside (14), and chiisanoside (15) inhibited pancreatic lipase activity in vitro. In turn, ciwujianosides C2 (3), D2 (5), C4 (8), and C3 (10) and hederasaponin B (9) enhanced this enzyme.

Authors+Show Affiliations

Faculty of Pharmaceutical Sciences, Toho University, Miyama 2-2-1, Funabashi, Chiba 274-8510, Japan.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

17125224

Citation

Jiang, Wenhong, et al. "Biologically Active Triterpenoid Saponins From Acanthopanax Senticosus." Journal of Natural Products, vol. 69, no. 11, 2006, pp. 1577-81.
Jiang W, Li W, Han L, et al. Biologically active triterpenoid saponins from Acanthopanax senticosus. J Nat Prod. 2006;69(11):1577-81.
Jiang, W., Li, W., Han, L., Liu, L., Zhang, Q., Zhang, S., Nikaido, T., & Koike, K. (2006). Biologically active triterpenoid saponins from Acanthopanax senticosus. Journal of Natural Products, 69(11), 1577-81.
Jiang W, et al. Biologically Active Triterpenoid Saponins From Acanthopanax Senticosus. J Nat Prod. 2006;69(11):1577-81. PubMed PMID: 17125224.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Biologically active triterpenoid saponins from Acanthopanax senticosus. AU - Jiang,Wenhong, AU - Li,Wei, AU - Han,Likun, AU - Liu,Lijuan, AU - Zhang,Qingbo, AU - Zhang,Shujie, AU - Nikaido,Tamotsu, AU - Koike,Kazuo, PY - 2006/11/28/pubmed PY - 2007/2/13/medline PY - 2006/11/28/entrez SP - 1577 EP - 81 JF - Journal of natural products JO - J Nat Prod VL - 69 IS - 11 N2 - Three new triterpenoid saponins, acanthopanaxosides A (1), B (7), and C (13), were isolated from the leaves of Acanthopanax senticosus, together with 12 known saponins. The structures of these new saponins were established as 3-O-beta-D-glucopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-30-nor-olean-12,20(29)-dien-28-oic acid 28-O-alpha-L-rhamnopyranosyl-(1-->4)-6-O-acetyl-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester (1), 3-O-beta-D-glucopyranosyl-(1-->2)-alpha-L-arabinopyranosyl oleanolic acid 28-O-alpha-L-rhamnopyranosyl-(1-->4)-6-O-acetyl-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester (7), and 3-O-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-3beta-hydroxyolean-12-ene-28,29-dioic acid (13), on the basis of spectroscopic analysis and chemical degradation. Among the known compounds, sessiloside and tauroside H1 are reported for the first time from A. senticosus. The biological activity of compounds 1-15 was examined against pancreatic lipase. Ciwujianoside C1 (6), tauroside H1 (11), 3-O-alpha-rhamnopyranosyl-(1-->2)-alpha-arabinopyranosyl mesembryanthemoidigenic acid (12), acanthopanaxoside C (13), sessiloside (14), and chiisanoside (15) inhibited pancreatic lipase activity in vitro. In turn, ciwujianosides C2 (3), D2 (5), C4 (8), and C3 (10) and hederasaponin B (9) enhanced this enzyme. SN - 0163-3864 UR - https://www.unboundmedicine.com/medline/citation/17125224/Biologically_active_triterpenoid_saponins_from_Acanthopanax_senticosus_ DB - PRIME DP - Unbound Medicine ER -