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Identification of caffeic acid derivatives in Actea racemosa (Cimicifuga racemosa, black cohosh) by liquid chromatography/tandem mass spectrometry.
Rapid Commun Mass Spectrom. 2003; 17(9):978-82.RC

Abstract

Caffeic acid derivatives occurring in black cohosh [Cimicifuga racemosa (L.) Nutt., Actaea racemosa (Ranunculaceae)], some of which may have pharmacological activity, were analyzed using high-performance liquid chromatography (HPLC) electrospray ionization tandem mass spectrometry (ESI-MS/MS) with the aim of developing a methodology for their rapid identification in a complex plant matrix. Based on these studies, structurally characteristic product ions and neutral molecule losses were identified, which were then used during LC/MS/MS with product ion scanning, precursor scanning and constant neutral loss scanning to detect caffeic acid derivatives in a crude extract of black cohosh. Several caffeic acid derivatives were detected, and the identification of six of them were confirmed by comparison with authentic standards including caffeic acid, ferulic acid, isoferulic acid, fukinolic acid, cimicifugic acid A, and cimicifugic acid B. Four other compounds were detected that appeared to be caffeic acid derivatives based on LC/MS/MS retention times, molecular weights, and fragmentation patterns during MS/MS. Since standards were unavailable for these four compounds, they were tentatively identified using LC/MS/MS as cimicifugic acid E, cimicifugic acid F, dehydrocimicifugic acid A, and dehydrocimicifugic acid B. Dehydrocimicifugic acid A and dehydrocimicifugic acid B have not been reported previously to be constituents of black cohosh.

Authors+Show Affiliations

Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, Chicago, IL 60612, USA.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

12717772

Citation

Li, Wenkui, et al. "Identification of Caffeic Acid Derivatives in Actea Racemosa (Cimicifuga Racemosa, Black Cohosh) By Liquid Chromatography/tandem Mass Spectrometry." Rapid Communications in Mass Spectrometry : RCM, vol. 17, no. 9, 2003, pp. 978-82.
Li W, Sun Y, Liang W, et al. Identification of caffeic acid derivatives in Actea racemosa (Cimicifuga racemosa, black cohosh) by liquid chromatography/tandem mass spectrometry. Rapid Commun Mass Spectrom. 2003;17(9):978-82.
Li, W., Sun, Y., Liang, W., Fitzloff, J. F., & van Breemen, R. B. (2003). Identification of caffeic acid derivatives in Actea racemosa (Cimicifuga racemosa, black cohosh) by liquid chromatography/tandem mass spectrometry. Rapid Communications in Mass Spectrometry : RCM, 17(9), 978-82.
Li W, et al. Identification of Caffeic Acid Derivatives in Actea Racemosa (Cimicifuga Racemosa, Black Cohosh) By Liquid Chromatography/tandem Mass Spectrometry. Rapid Commun Mass Spectrom. 2003;17(9):978-82. PubMed PMID: 12717772.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Identification of caffeic acid derivatives in Actea racemosa (Cimicifuga racemosa, black cohosh) by liquid chromatography/tandem mass spectrometry. AU - Li,Wenkui, AU - Sun,Yongkai, AU - Liang,Wenzhong, AU - Fitzloff,John F, AU - van Breemen,Richard B, PY - 2003/4/30/pubmed PY - 2003/6/17/medline PY - 2003/4/30/entrez SP - 978 EP - 82 JF - Rapid communications in mass spectrometry : RCM JO - Rapid Commun Mass Spectrom VL - 17 IS - 9 N2 - Caffeic acid derivatives occurring in black cohosh [Cimicifuga racemosa (L.) Nutt., Actaea racemosa (Ranunculaceae)], some of which may have pharmacological activity, were analyzed using high-performance liquid chromatography (HPLC) electrospray ionization tandem mass spectrometry (ESI-MS/MS) with the aim of developing a methodology for their rapid identification in a complex plant matrix. Based on these studies, structurally characteristic product ions and neutral molecule losses were identified, which were then used during LC/MS/MS with product ion scanning, precursor scanning and constant neutral loss scanning to detect caffeic acid derivatives in a crude extract of black cohosh. Several caffeic acid derivatives were detected, and the identification of six of them were confirmed by comparison with authentic standards including caffeic acid, ferulic acid, isoferulic acid, fukinolic acid, cimicifugic acid A, and cimicifugic acid B. Four other compounds were detected that appeared to be caffeic acid derivatives based on LC/MS/MS retention times, molecular weights, and fragmentation patterns during MS/MS. Since standards were unavailable for these four compounds, they were tentatively identified using LC/MS/MS as cimicifugic acid E, cimicifugic acid F, dehydrocimicifugic acid A, and dehydrocimicifugic acid B. Dehydrocimicifugic acid A and dehydrocimicifugic acid B have not been reported previously to be constituents of black cohosh. SN - 0951-4198 UR - https://www.unboundmedicine.com/medline/citation/12717772/Identification_of_caffeic_acid_derivatives_in_Actea_racemosa__Cimicifuga_racemosa_black_cohosh__by_liquid_chromatography/tandem_mass_spectrometry_ L2 - https://doi.org/10.1002/rcm.1008 DB - PRIME DP - Unbound Medicine ER -