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Identification of isomeric dicaffeoylquinic acids from Eleutherococcus senticosus using HPLC-ESI/TOF/MS and 1H-NMR methods.
Phytochem Anal. 2002 Nov-Dec; 13(6):316-28.PA

Abstract

Liquid chromatography-electrospray time-of-flight mass spectrometry (HPLC-ESI/TOF/MS) and a novel NMR technique, developed to maximise the sensitivity obtained from the standard NMR spectrometer, have been applied to the identification of the phenolic constituents of Eleutherococcus senticosus. In addition, molecular modelling and dihedral bond angle calculations based on the vicinal 3JHH-coupling constants have been used in the unambiguous assignment of signals in the 1H-NMR spectra. 5'-O-Caffeoylquinic acid and three isomeric compounds, 1',5'-O-dicaffeoylquinic acid, 3',5'-O-dicaffeoylquinic acid and 4',5'-O-dicaffeoylquinic acid, have been isolated and identified from a sample. The isolation and structure determination of the latter two compounds are reported for the first time from this plant.

Authors+Show Affiliations

Tolonen A
Department of Chemistry, University of Oulu, PO Box 3000, 90014 Oulu, Finland. ari.tolonen@oulu.fi
Joutsamo T
No affiliation info available
Mattlla S
No affiliation info available
Kämäräinen T
No affiliation info available
Jalonen J
No affiliation info available

MeSH

AlgorithmsCaffeic AcidsChlorogenic AcidChromatography, High Pressure LiquidCinnamatesEleutherococcusIsomerismMagnetic Resonance SpectroscopyMolecular StructurePlant ExtractsProtonsQuinic AcidSeedsSpectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

Pub Type(s)

Journal Article

Language

eng

PubMed ID

12494749

Citation

Tolonen, Ari, et al. "Identification of Isomeric Dicaffeoylquinic Acids From Eleutherococcus Senticosus Using HPLC-ESI/TOF/MS and 1H-NMR Methods." Phytochemical Analysis : PCA, vol. 13, no. 6, 2002, pp. 316-28.
Tolonen A, Joutsamo T, Mattlla S, et al. Identification of isomeric dicaffeoylquinic acids from Eleutherococcus senticosus using HPLC-ESI/TOF/MS and 1H-NMR methods. Phytochem Anal. 2002;13(6):316-28.
Tolonen, A., Joutsamo, T., Mattlla, S., Kämäräinen, T., & Jalonen, J. (2002). Identification of isomeric dicaffeoylquinic acids from Eleutherococcus senticosus using HPLC-ESI/TOF/MS and 1H-NMR methods. Phytochemical Analysis : PCA, 13(6), 316-28.
Tolonen A, et al. Identification of Isomeric Dicaffeoylquinic Acids From Eleutherococcus Senticosus Using HPLC-ESI/TOF/MS and 1H-NMR Methods. Phytochem Anal. 2002 Nov-Dec;13(6):316-28. PubMed PMID: 12494749.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Identification of isomeric dicaffeoylquinic acids from Eleutherococcus senticosus using HPLC-ESI/TOF/MS and 1H-NMR methods. AU - Tolonen,Ari, AU - Joutsamo,Topi, AU - Mattlla,Sampo, AU - Kämäräinen,Terttu, AU - Jalonen,Jorma, PY - 2002/12/24/pubmed PY - 2003/4/22/medline PY - 2002/12/24/entrez SP - 316 EP - 28 JF - Phytochemical analysis : PCA JO - Phytochem Anal VL - 13 IS - 6 N2 - Liquid chromatography-electrospray time-of-flight mass spectrometry (HPLC-ESI/TOF/MS) and a novel NMR technique, developed to maximise the sensitivity obtained from the standard NMR spectrometer, have been applied to the identification of the phenolic constituents of Eleutherococcus senticosus. In addition, molecular modelling and dihedral bond angle calculations based on the vicinal 3JHH-coupling constants have been used in the unambiguous assignment of signals in the 1H-NMR spectra. 5'-O-Caffeoylquinic acid and three isomeric compounds, 1',5'-O-dicaffeoylquinic acid, 3',5'-O-dicaffeoylquinic acid and 4',5'-O-dicaffeoylquinic acid, have been isolated and identified from a sample. The isolation and structure determination of the latter two compounds are reported for the first time from this plant. SN - 0958-0344 UR - https://www.unboundmedicine.com/medline/citation/12494749/Identification_of_isomeric_dicaffeoylquinic_acids_from_Eleutherococcus_senticosus_using_HPLC_ESI/TOF/MS_and_1H_NMR_methods_ DB - PRIME DP - Unbound Medicine ER -