| Screening for pregnane glycosides with immunological activities from the stems of Stephanotis mucronata by high-performance liquid chromatography/tandem mass spectrometry. | |
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MedLine Citation:
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PMID: 16381063 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The stems of the Chinese traditional medicine Stephanotis mucronata were screened for immunologically active pregnane glycosides using high-performance liquid chromatography (HPLC) coupled with electrospray ionization tandem mass spectrometry. In the mass spectra of pregnane glycosides, predominant [M+Na]+ ions were observed and used to determine the molecular masses, while fragmentation reactions of the [M+Na]+ ions were recorded to provide information on the primary sequences of oligosaccharide chains in terms of classes of monosaccharide. Fragment ions from the side-chain cleavage of aglycone portions can provide mass information about side-chain substitutions. To further confirm the fragment ion structures, Fourier transform ion cyclotron resonance tandem mass spectrometry (MSn) with low-energy collision-induced dissociation was performed using samples collected from HPLC fractions, which provided accurate elemental compositions of fragment ions. Based on fragmentation patterns and comparison with standards, ten pregnane glycosides were identified as stemucronatosides C, D, F, and G, mucronatosides A, B, and C, stephanoside E, and two glycosides that are identified in the S. mucronata extracts for the first time. The latter two pregnane glycosides are 12-O-cinnamoyldeacetylmetaplexigenin-3-O-6-deoxy-3-O-methyl-beta-D-allopyranosyl-(1 --> 4)-beta-D-cymaropyranosyl-(1 --> 4)-beta-D-cymaropyranoside and 12-O-cinnamoyl-20-O-acetyl (20S)-pregn-6-ene-3beta,5alpha,8beta,12beta,14beta,17beta,20-heptaol 3-O-beta-D-thevetopyranosyl-(1 --> 4)-beta-D-cymaropyranosyl-(1 --> 4)-beta-D-cymaropyranoside. |
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Authors:
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Xiaoji Cao; Yuanpo Tai; Xiaoyu Li; Yiping Ye; Yuanjiang Pan |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Rapid communications in mass spectrometry : RCM Volume: 20 ISSN: 0951-4198 ISO Abbreviation: Rapid Commun. Mass Spectrom. Publication Date: 2006 |
Date Detail:
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Created Date: 2006-01-17 Completed Date: 2006-03-23 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 8802365 Medline TA: Rapid Commun Mass Spectrom Country: England |
Other Details:
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Languages: eng Pagination: 403-11 Citation Subset: IM |
Copyright Information:
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Copyright (c) 2005 John Wiley & Sons, Ltd. |
Affiliation:
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Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang Province 310027, China. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Chromatography, High Pressure Liquid Drugs, Chinese Herbal / chemistry Glycosides / analysis*, chemistry, immunology* Molecular Conformation Molecular Structure Plant Stems / chemistry* Pregnanes / analysis*, chemistry, immunology* Spectrometry, Mass, Electrospray Ionization |
| Chemical | |
Reg. No./Substance:
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0/Drugs, Chinese Herbal; 0/Glycosides; 0/Pregnanes |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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