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Glandulosides A-D, triterpene saponins from Acanthophyllum glandulosum.
J Nat Prod. 2004 Jul; 67(7):1114-8.JN

Abstract

Four novel triterpenoid saponins, glandulosides A (1), B (2), C (3), and D (4), together with two known saponins (5 and 6) have been isolated from the roots of Acanthophyllum glandulosum. Their structures were elucidated using a combination of homo- and heteronuclear 2D NMR techniques (COSY, TOCSY, NOESY, HSQC, and HMBC) and by FABMS. The new compounds were characterized as 23-O-beta-D-galactopyranosylgypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->3)-[beta-d-galactopyranosyl-(1-->6)]-beta-D-galactopyranoside (1), 3-O-beta-D-galactopyranosyl-(1-->2)-[beta-D-xylopyranosyl-(1-->3)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-xylopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-alpha-l-rhamnopyranosyl-(1-->2)-3-O-acetyl-beta-D-fucopyranoside (2), 3-O-beta-D-galactopyranosyl-(1-->2)-[beta-D-xylopyranosyl-(1-->3)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-xylopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-3,4-di-O-acetyl-beta-D-fucopyranoside (3), and 3-O-beta-D-galactopyranosyl-(1-->2)-[beta-D-xylopyranosyl-(1-->3)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-xylopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-alpha-l-rhamnopyranosyl-(1-->2)-[3-O-acetyl-beta-D-quinovopyranosyl-(1-->4)]-beta-D-fucopyranoside (4).

Authors+Show Affiliations

Laboratoire de Pharmacognosie, Unité de Molécules d'Intérêt Biologique (UMIB), EA 3660, Faculté de Pharmacie, Université de Bourgogne, 7, Boulevard Jeanne d'Arc, BP 87900, 21079 Dijon Cedex, France.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

15270563

Citation

Gaidi, Ghezala, et al. "Glandulosides A-D, Triterpene Saponins From Acanthophyllum Glandulosum." Journal of Natural Products, vol. 67, no. 7, 2004, pp. 1114-8.
Gaidi G, Miyamoto T, Ramezani M, et al. Glandulosides A-D, triterpene saponins from Acanthophyllum glandulosum. J Nat Prod. 2004;67(7):1114-8.
Gaidi, G., Miyamoto, T., Ramezani, M., & Lacaille-Dubois, M. A. (2004). Glandulosides A-D, triterpene saponins from Acanthophyllum glandulosum. Journal of Natural Products, 67(7), 1114-8.
Gaidi G, et al. Glandulosides A-D, Triterpene Saponins From Acanthophyllum Glandulosum. J Nat Prod. 2004;67(7):1114-8. PubMed PMID: 15270563.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Glandulosides A-D, triterpene saponins from Acanthophyllum glandulosum. AU - Gaidi,Ghezala, AU - Miyamoto,Tomofumi, AU - Ramezani,Mohammad, AU - Lacaille-Dubois,Marie-Aleth, PY - 2004/7/24/pubmed PY - 2004/9/9/medline PY - 2004/7/24/entrez SP - 1114 EP - 8 JF - Journal of natural products JO - J Nat Prod VL - 67 IS - 7 N2 - Four novel triterpenoid saponins, glandulosides A (1), B (2), C (3), and D (4), together with two known saponins (5 and 6) have been isolated from the roots of Acanthophyllum glandulosum. Their structures were elucidated using a combination of homo- and heteronuclear 2D NMR techniques (COSY, TOCSY, NOESY, HSQC, and HMBC) and by FABMS. The new compounds were characterized as 23-O-beta-D-galactopyranosylgypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->3)-[beta-d-galactopyranosyl-(1-->6)]-beta-D-galactopyranoside (1), 3-O-beta-D-galactopyranosyl-(1-->2)-[beta-D-xylopyranosyl-(1-->3)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-xylopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-alpha-l-rhamnopyranosyl-(1-->2)-3-O-acetyl-beta-D-fucopyranoside (2), 3-O-beta-D-galactopyranosyl-(1-->2)-[beta-D-xylopyranosyl-(1-->3)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-xylopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-3,4-di-O-acetyl-beta-D-fucopyranoside (3), and 3-O-beta-D-galactopyranosyl-(1-->2)-[beta-D-xylopyranosyl-(1-->3)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-xylopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-alpha-l-rhamnopyranosyl-(1-->2)-[3-O-acetyl-beta-D-quinovopyranosyl-(1-->4)]-beta-D-fucopyranoside (4). SN - 0163-3864 UR - https://www.unboundmedicine.com/medline/citation/15270563/Glandulosides_A_D_triterpene_saponins_from_Acanthophyllum_glandulosum_ L2 - https://doi.org/10.1021/np040001v DB - PRIME DP - Unbound Medicine ER -