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.
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.
Avula
Bharathi
B
National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, School of Pharmacy.
Wang
Yan-Hong
YH
Pawar
Rahul S
RS
Shukla
Yatin J
YJ
Smillie
Troy J
TJ
Khan
Ikhlas A
IA
D029062:Apocynaceae / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D006027:Glycosides / Q000032:analysis*; D010936:Plant Extracts / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*; D013256:Steroids / Q000737:chemistry*; D053719:Tandem Mass Spectrometry / Q000379:methods*
D006027:Glycosides; D010936:Plant Extracts; D013256:Steroids