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Identification and structural characterization of steroidal glycosides in Hoodia gordonii by ion-trap tandem mass spectrometry and liquid chromatography coupled with electrospray ionization time-of-flight mass spectrometry.
Rapid Commun Mass Spectrom. 2008 Aug; 22(16):2587-96.RC

Abstract

Electrospray ion-trap tandem mass spectrometry (ESI-MS/MS) and high-performance liquid chromatography coupled with electrospray ionization time-of-flight mass spectrometry (LC/ESI-TOFMS) were used to identify and characterize eight C-21 steroidal glycosides in Hoodia gordonii. A generalized fragmentation pathway was proposed by comparing the spectra acquired for eight C-21 steroidal glycosides. The steroidal glycosides in Hoodia gordonii have been classified into two major core groups: hoodigenin A and calogenin. Using the ESI-TOF method, the major core peak ions generated by hoodigenin A glycosides are m/z 313 and 295 and by calogenin glycosides are m/z 479, 461, 299 and 281, respectively. In the MS/MS spectra, fragmentation reactions of the [M+Na](+) ion were recorded to provide structural information about the glycosyl and aglycone moieties. The data illustrates the ability of positive mode ESI for the identification of hoodigenin A and calogenin glycosides, including the nature of the hoodigenin A and calogenin core, the number of sugar residues and the type of saccharide moiety.

Authors+Show Affiliations

National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, School of Pharmacy.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

18651714

Citation

Avula, Bharathi, et al. "Identification and Structural Characterization of Steroidal Glycosides in Hoodia Gordonii By Ion-trap Tandem Mass Spectrometry and Liquid Chromatography Coupled With Electrospray Ionization Time-of-flight Mass Spectrometry." Rapid Communications in Mass Spectrometry : RCM, vol. 22, no. 16, 2008, pp. 2587-96.
Avula B, Wang YH, Pawar RS, et al. Identification and structural characterization of steroidal glycosides in Hoodia gordonii by ion-trap tandem mass spectrometry and liquid chromatography coupled with electrospray ionization time-of-flight mass spectrometry. Rapid Commun Mass Spectrom. 2008;22(16):2587-96.
Avula, B., Wang, Y. H., Pawar, R. S., Shukla, Y. J., Smillie, T. J., & Khan, I. A. (2008). Identification and structural characterization of steroidal glycosides in Hoodia gordonii by ion-trap tandem mass spectrometry and liquid chromatography coupled with electrospray ionization time-of-flight mass spectrometry. Rapid Communications in Mass Spectrometry : RCM, 22(16), 2587-96. https://doi.org/10.1002/rcm.3651
Avula B, et al. Identification and Structural Characterization of Steroidal Glycosides in Hoodia Gordonii By Ion-trap Tandem Mass Spectrometry and Liquid Chromatography Coupled With Electrospray Ionization Time-of-flight Mass Spectrometry. Rapid Commun Mass Spectrom. 2008;22(16):2587-96. PubMed PMID: 18651714.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Identification and structural characterization of steroidal glycosides in Hoodia gordonii by ion-trap tandem mass spectrometry and liquid chromatography coupled with electrospray ionization time-of-flight mass spectrometry. AU - Avula,Bharathi, AU - Wang,Yan-Hong, AU - Pawar,Rahul S, AU - Shukla,Yatin J, AU - Smillie,Troy J, AU - Khan,Ikhlas A, PY - 2008/7/25/pubmed PY - 2008/9/13/medline PY - 2008/7/25/entrez SP - 2587 EP - 96 JF - Rapid communications in mass spectrometry : RCM JO - Rapid Commun Mass Spectrom VL - 22 IS - 16 N2 - Electrospray ion-trap tandem mass spectrometry (ESI-MS/MS) and high-performance liquid chromatography coupled with electrospray ionization time-of-flight mass spectrometry (LC/ESI-TOFMS) were used to identify and characterize eight C-21 steroidal glycosides in Hoodia gordonii. A generalized fragmentation pathway was proposed by comparing the spectra acquired for eight C-21 steroidal glycosides. The steroidal glycosides in Hoodia gordonii have been classified into two major core groups: hoodigenin A and calogenin. Using the ESI-TOF method, the major core peak ions generated by hoodigenin A glycosides are m/z 313 and 295 and by calogenin glycosides are m/z 479, 461, 299 and 281, respectively. In the MS/MS spectra, fragmentation reactions of the [M+Na](+) ion were recorded to provide structural information about the glycosyl and aglycone moieties. The data illustrates the ability of positive mode ESI for the identification of hoodigenin A and calogenin glycosides, including the nature of the hoodigenin A and calogenin core, the number of sugar residues and the type of saccharide moiety. SN - 0951-4198 UR - https://www.unboundmedicine.com/medline/citation/18651714/Identification_and_structural_characterization_of_steroidal_glycosides_in_Hoodia_gordonii_by_ion_trap_tandem_mass_spectrometry_and_liquid_chromatography_coupled_with_electrospray_ionization_time_of_flight_mass_spectrometry_ L2 - https://doi.org/10.1002/rcm.3651 DB - PRIME DP - Unbound Medicine ER -