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Saponarioside C, the first alpha-D-galactose containing triterpenoid saponin, and five related compounds from Saponaria officinalis.
J Nat Prod. 1999 Mar; 62(3):449-53.JN

Abstract

Six novel triterpenoid saponins, named saponariosides C-H, were isolated from the whole plants of Saponaria officinalis. Their structures were established as saponarioside C (1), 3-O-beta-D-xylopyranosyl-gypsogenic acid-28-O-alpha-D-galactopyranosyl-(1-->6)-beta-D-glucopyranosyl-(1-- >6)-[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside; saponarioside D (2), 3-O-beta-D-xylopyranosyl-gypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->6) -[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside; saponarioside E (3), 3-O-beta-D-glucopyranosyl-gypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->6) -[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside; saponarioside F (4), 3-O-beta-D-xylopyranosyl-16alpha-hydroxygypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->6) -[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside; saponarioside G (5), 3-O-beta-D-xylopyranosyl-16alpha-hydroxygypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->6)-[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside; and saponarioside H (6), 3-O-beta-D-xylopyranosyl-gypsogenic acid-28-O-beta-D-glucopyranoside, by a combination of extensive NMR (DEPT, COSY, HOHAHA, HETCOR, HMBC, and NOESY) studies and chemical degradation.

Authors+Show Affiliations

Jia Z
Department of Pharmacognosy, School of Pharmaceutical Sciences, Toho University 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan.
Koike K
No affiliation info available
Nikaido T
No affiliation info available

MeSH

Carbohydrate SequenceMagnetic Resonance SpectroscopyMolecular Sequence DataOleanolic AcidPlant LeavesPlants, MedicinalSaponinsSpectrometry, Mass, Fast Atom BombardmentTriterpenes

Pub Type(s)

Journal Article

Language

eng

PubMed ID

10096856

Citation

Jia, Z, et al. "Saponarioside C, the First alpha-D-galactose Containing Triterpenoid Saponin, and Five Related Compounds From Saponaria Officinalis." Journal of Natural Products, vol. 62, no. 3, 1999, pp. 449-53.
Jia Z, Koike K, Nikaido T. Saponarioside C, the first alpha-D-galactose containing triterpenoid saponin, and five related compounds from Saponaria officinalis. J Nat Prod. 1999;62(3):449-53.
Jia, Z., Koike, K., & Nikaido, T. (1999). Saponarioside C, the first alpha-D-galactose containing triterpenoid saponin, and five related compounds from Saponaria officinalis. Journal of Natural Products, 62(3), 449-53.
Jia Z, Koike K, Nikaido T. Saponarioside C, the First alpha-D-galactose Containing Triterpenoid Saponin, and Five Related Compounds From Saponaria Officinalis. J Nat Prod. 1999;62(3):449-53. PubMed PMID: 10096856.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Saponarioside C, the first alpha-D-galactose containing triterpenoid saponin, and five related compounds from Saponaria officinalis. AU - Jia,Z, AU - Koike,K, AU - Nikaido,T, PY - 1999/3/30/pubmed PY - 1999/3/30/medline PY - 1999/3/30/entrez SP - 449 EP - 53 JF - Journal of natural products JO - J Nat Prod VL - 62 IS - 3 N2 - Six novel triterpenoid saponins, named saponariosides C-H, were isolated from the whole plants of Saponaria officinalis. Their structures were established as saponarioside C (1), 3-O-beta-D-xylopyranosyl-gypsogenic acid-28-O-alpha-D-galactopyranosyl-(1-->6)-beta-D-glucopyranosyl-(1-- >6)-[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside; saponarioside D (2), 3-O-beta-D-xylopyranosyl-gypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->6) -[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside; saponarioside E (3), 3-O-beta-D-glucopyranosyl-gypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->6) -[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside; saponarioside F (4), 3-O-beta-D-xylopyranosyl-16alpha-hydroxygypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->6) -[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside; saponarioside G (5), 3-O-beta-D-xylopyranosyl-16alpha-hydroxygypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->6)-[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside; and saponarioside H (6), 3-O-beta-D-xylopyranosyl-gypsogenic acid-28-O-beta-D-glucopyranoside, by a combination of extensive NMR (DEPT, COSY, HOHAHA, HETCOR, HMBC, and NOESY) studies and chemical degradation. SN - 0163-3864 UR - https://www.unboundmedicine.com/medline/citation/10096856/Saponarioside_C_the_first_alpha_D_galactose_containing_triterpenoid_saponin_and_five_related_compounds_from_Saponaria_officinalis_ L2 - https://doi.org/10.1021/np980434w DB - PRIME DP - Unbound Medicine ER -