Tags

Type your tag names separated by a space and hit enter

Studies on the constituents of Chenopodium quinoa seeds: isolation and characterization of new triterpene saponins.
J Agric Food Chem. 2001 Feb; 49(2):741-6.JA

Abstract

Six triterpenoid saponins were isolated from the edible grain quinoa, which is seeds of Chenopodium quinoa (Chenopodiaceae). Following are their structures: phytolaccagenic acid 3-O-[alpha-L-arabinopyranosyl-(1' '-->3')-beta-D-glucuronopyranosyl]-28-O-beta-D-glucopyranoside (1); phytolaccagenic acid 3-O-[beta-D-glucopyranosyl-(1' '-->3')-alpha-L-arabinopyranosyl]-28-O-beta-D-glucopyranoside (2); phytolaccagenic acid 3-O-[beta-D-glucopyranosyl-(1' "-->3' ')-beta-D-xylopyranosyl-(1' '-->2')-beta-D-glucopyranosyl]-28-O-beta-D-glucopyranoside (3); phytolaccagenic acid 3-O-[beta-D-glucopyranosyl-(1' "-->2' ')-beta-D-glucopyranosyl-(1' '-->3')-alpha-L-arabinopyranosyl]-28-O-beta-D-glucopyranoside (4); oleanolic acid 3-O-[alpha-L-arabinopyranosyl-(1' '-->3')-beta-D-glucuronopyranosyl]-28-O-beta-D-glucopyranoside (5); and oleanolic acid 3-O-[beta-D-glucopyranosyl-(1' '-->3')-alpha-L-arabinopyranosyl]-28-O-beta-D-glucopyranoside (6). The oleanane-type saponins (5, 6) were isolated for the first time in this plant, two of the phytolaccagenane (1, 3) were new compounds and two (2, 4) were previously found in quinoa. The structures were characterized on the basis of hydrolysis and spectral evidence, including 1D- and 2-D NMR (HMQC and HMBC) and ESI-MS analyses.

Authors+Show Affiliations

Dini I
Dipartimento di Chimica delle Sostanze Naturali, Università di Napoli "Federico II", via D. Montesano, 49, 80131 Naples, Italy.
Schettino O
No affiliation info available
Simioli T
No affiliation info available
Dini A
No affiliation info available

MeSH

Carbohydrate SequenceEdible GrainMolecular Sequence DataNuclear Magnetic Resonance, BiomolecularSaponinsSeedsSpectrometry, Mass, Fast Atom BombardmentTriterpenes

Pub Type(s)

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

Language

eng

PubMed ID

11262022

Citation

Dini, I, et al. "Studies On the Constituents of Chenopodium Quinoa Seeds: Isolation and Characterization of New Triterpene Saponins." Journal of Agricultural and Food Chemistry, vol. 49, no. 2, 2001, pp. 741-6.
Dini I, Schettino O, Simioli T, et al. Studies on the constituents of Chenopodium quinoa seeds: isolation and characterization of new triterpene saponins. J Agric Food Chem. 2001;49(2):741-6.
Dini, I., Schettino, O., Simioli, T., & Dini, A. (2001). Studies on the constituents of Chenopodium quinoa seeds: isolation and characterization of new triterpene saponins. Journal of Agricultural and Food Chemistry, 49(2), 741-6.
Dini I, et al. Studies On the Constituents of Chenopodium Quinoa Seeds: Isolation and Characterization of New Triterpene Saponins. J Agric Food Chem. 2001;49(2):741-6. PubMed PMID: 11262022.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Studies on the constituents of Chenopodium quinoa seeds: isolation and characterization of new triterpene saponins. AU - Dini,I, AU - Schettino,O, AU - Simioli,T, AU - Dini,A, PY - 2001/3/23/pubmed PY - 2001/5/26/medline PY - 2001/3/23/entrez SP - 741 EP - 6 JF - Journal of agricultural and food chemistry JO - J Agric Food Chem VL - 49 IS - 2 N2 - Six triterpenoid saponins were isolated from the edible grain quinoa, which is seeds of Chenopodium quinoa (Chenopodiaceae). Following are their structures: phytolaccagenic acid 3-O-[alpha-L-arabinopyranosyl-(1' '-->3')-beta-D-glucuronopyranosyl]-28-O-beta-D-glucopyranoside (1); phytolaccagenic acid 3-O-[beta-D-glucopyranosyl-(1' '-->3')-alpha-L-arabinopyranosyl]-28-O-beta-D-glucopyranoside (2); phytolaccagenic acid 3-O-[beta-D-glucopyranosyl-(1' "-->3' ')-beta-D-xylopyranosyl-(1' '-->2')-beta-D-glucopyranosyl]-28-O-beta-D-glucopyranoside (3); phytolaccagenic acid 3-O-[beta-D-glucopyranosyl-(1' "-->2' ')-beta-D-glucopyranosyl-(1' '-->3')-alpha-L-arabinopyranosyl]-28-O-beta-D-glucopyranoside (4); oleanolic acid 3-O-[alpha-L-arabinopyranosyl-(1' '-->3')-beta-D-glucuronopyranosyl]-28-O-beta-D-glucopyranoside (5); and oleanolic acid 3-O-[beta-D-glucopyranosyl-(1' '-->3')-alpha-L-arabinopyranosyl]-28-O-beta-D-glucopyranoside (6). The oleanane-type saponins (5, 6) were isolated for the first time in this plant, two of the phytolaccagenane (1, 3) were new compounds and two (2, 4) were previously found in quinoa. The structures were characterized on the basis of hydrolysis and spectral evidence, including 1D- and 2-D NMR (HMQC and HMBC) and ESI-MS analyses. SN - 0021-8561 UR - https://www.unboundmedicine.com/medline/citation/11262022/Studies_on_the_constituents_of_Chenopodium_quinoa_seeds:_isolation_and_characterization_of_new_triterpene_saponins_ DB - PRIME DP - Unbound Medicine ER -