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Acetylated glucuronide triterpene bidesmosidic saponins from Symplocos glomerata.
Phytochemistry. 2004 Mar; 65(6):741-50.P

Abstract

Nine new bidesmosidic 3-O-glucuronide oleanane triterpenoid saponins were isolated from the stem bark of Symplocos glomerata King along with two known saponins, salsoloside C and copteroside E, and two major lignans, (-)-pinoresinol and (-)-pinoresinol-4'-O-beta-D-glucopyranoside. The structures of the new saponins were established using one- and two-dimensional NMR spectroscopy and mass spectrometry as, 3-O-[beta-D-xylopyranosyl(1-->4)-[2-O-acetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, 3-O-[beta-D-xylopyranosyl(1-->4)-[3-O-acetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, 3-O-[beta-D-xylopyranosyl (1-->4)-[2,3-O-diacetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, 3-O-[alpha-L-arabinopyranosyl(1-->4)-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, 3-O-[alpha-L-arabinopyranosyl (1-->4)-[2-O-acetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, 3-O-[[beta-D-xylopyranosyl (1-->2)]-[beta-D-xylopyranosyl (1-->4)]-[3-O-acetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, 3-O-[[beta-D-glucopyranosyl (1-->2)]-[beta-D-xylopyranosyl (1-->4)]-[3-O-acetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, 3-O-[[beta-D-glucopyranosyl (1-->2)]-[alpha-L-arabinofuranosyl (1-->4)]-[3-O-acetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, and 3beta-O-[beta-D-xylopyranosyl(1-->4)-[2-O-acetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-morolic acid. The EtOH and EtOAc extracts of the stem bark showed no cytotoxic activity. At a concentration of 370 microg/ml, the saponin mixture showed haemolytic activity and caused 50% haemolysis of a 10% suspension of sheep erythrocytes.

Authors+Show Affiliations

Waffo-Téguo P
Laboratoire de Pharmacognosie, UMR CNRS 6013 Bât. 18, BP 1039, F-51079 Reims Cedex, France. pierre.waffo-teguo@univ-reims.fr
Voutquenne L
No affiliation info available
Thoison O
No affiliation info available
Dumontet V
No affiliation info available
Nguyen VH
No affiliation info available
Lavaud C
No affiliation info available

MeSH

AcetylationAnimalsApocynaceaeCarbohydrate ConformationCarbohydrate SequenceErythrocytesHemolysisMolecular Sequence DataMolecular StructureNuclear Magnetic Resonance, BiomolecularOleanolic AcidPlant BarkPlant StemsSaponinsSheepTriterpenes

Pub Type(s)

Journal Article

Language

eng

PubMed ID

15016570

Citation

Waffo-Téguo, Pierre, et al. "Acetylated Glucuronide Triterpene Bidesmosidic Saponins From Symplocos Glomerata." Phytochemistry, vol. 65, no. 6, 2004, pp. 741-50.
Waffo-Téguo P, Voutquenne L, Thoison O, et al. Acetylated glucuronide triterpene bidesmosidic saponins from Symplocos glomerata. Phytochemistry. 2004;65(6):741-50.
Waffo-Téguo, P., Voutquenne, L., Thoison, O., Dumontet, V., Nguyen, V. H., & Lavaud, C. (2004). Acetylated glucuronide triterpene bidesmosidic saponins from Symplocos glomerata. Phytochemistry, 65(6), 741-50.
Waffo-Téguo P, et al. Acetylated Glucuronide Triterpene Bidesmosidic Saponins From Symplocos Glomerata. Phytochemistry. 2004;65(6):741-50. PubMed PMID: 15016570.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Acetylated glucuronide triterpene bidesmosidic saponins from Symplocos glomerata. AU - Waffo-Téguo,Pierre, AU - Voutquenne,Laurence, AU - Thoison,Odile, AU - Dumontet,Vincent, AU - Nguyen,Van Hung, AU - Lavaud,Catherine, PY - 2003/12/11/received PY - 2004/01/15/accepted PY - 2004/3/16/pubmed PY - 2004/6/2/medline PY - 2004/3/16/entrez SP - 741 EP - 50 JF - Phytochemistry JO - Phytochemistry VL - 65 IS - 6 N2 - Nine new bidesmosidic 3-O-glucuronide oleanane triterpenoid saponins were isolated from the stem bark of Symplocos glomerata King along with two known saponins, salsoloside C and copteroside E, and two major lignans, (-)-pinoresinol and (-)-pinoresinol-4'-O-beta-D-glucopyranoside. The structures of the new saponins were established using one- and two-dimensional NMR spectroscopy and mass spectrometry as, 3-O-[beta-D-xylopyranosyl(1-->4)-[2-O-acetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, 3-O-[beta-D-xylopyranosyl(1-->4)-[3-O-acetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, 3-O-[beta-D-xylopyranosyl (1-->4)-[2,3-O-diacetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, 3-O-[alpha-L-arabinopyranosyl(1-->4)-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, 3-O-[alpha-L-arabinopyranosyl (1-->4)-[2-O-acetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, 3-O-[[beta-D-xylopyranosyl (1-->2)]-[beta-D-xylopyranosyl (1-->4)]-[3-O-acetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, 3-O-[[beta-D-glucopyranosyl (1-->2)]-[beta-D-xylopyranosyl (1-->4)]-[3-O-acetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, 3-O-[[beta-D-glucopyranosyl (1-->2)]-[alpha-L-arabinofuranosyl (1-->4)]-[3-O-acetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-oleanolic acid, and 3beta-O-[beta-D-xylopyranosyl(1-->4)-[2-O-acetyl]-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-morolic acid. The EtOH and EtOAc extracts of the stem bark showed no cytotoxic activity. At a concentration of 370 microg/ml, the saponin mixture showed haemolytic activity and caused 50% haemolysis of a 10% suspension of sheep erythrocytes. SN - 0031-9422 UR - https://www.unboundmedicine.com/medline/citation/15016570/Acetylated_glucuronide_triterpene_bidesmosidic_saponins_from_Symplocos_glomerata_ DB - PRIME DP - Unbound Medicine ER -