Structural classification of Quillaja saponins by electrospray ionization ion trap multiple-stage mass spectrometry in combination with multivariate analysis, proof of concept

Chemometrics and Intelligent Laboratory Systems

Volumn 90, Issue 2, 2008, Pages 178-187

  Bankefors, Johan ^a   Nord, Lars I ^a   Kenne, Lennart ^a  

^a SWEDISH UNIVERSITY OF AGRICULTURAL SCIENCES   (Sweden)

Author keywords

Electrospray ionization ion trap multiple stage mass spectrometry; Oligosaccharide sequencing; PCA; PLS DA; Quillaja saponins; Structure determination

Indexed keywords

SAPONIN;

ARTICLE; DRUG STRUCTURE; ELECTROSPRAY; MASS SPECTROMETRY; MULTIVARIATE ANALYSIS; PRIORITY JOURNAL; QUILLAJA; REGRESSION ANALYSIS; STRUCTURE ANALYSIS;

EID: 38149108206     PISSN: 01697439     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemolab.2007.09.008     Document Type: Article

References (28)

1. Kensil C.R. Saponins as vaccine adjuvants. Crit. Rev. Ther. Drug Carr. Syst. 13 (1996) 1-55
2. Bomford R., Stapleton M., Winsor S., Beesley J.E., Jessup E.A., Price K.R., and Fenwick G.R. Adjuvanticity and ISCOM formation by structurally diverse saponins. Vaccine 10 (1992) 572-577
3. Barr I.G., Sjölander A., and Cox J.C. ISCOMs and other saponin based adjuvants. Adv. Drug Deliv. Rev. 32 (1998) 247-271
4. Kersten G.F.A., and Crommelin D.J.A. Liposomes and ISCOMs. Vaccine 21 (2003) 915-920
5. Kensil C.R., Patel U., Lennick M., and Marciani D. Separation and characterization of saponins with adjuvant activity from Quillaja saponaria Molina cortex. J. Immunol. 146 (1991) 431-437
6. Higuchi R., Tokimitsu Y., Fujioka T., Komori T., Kawasaki T., and Oakenful D.G. Structure of desacylsaponins obtained from the bark of Quillaja saponaria. Phytochemistry 26 (1987) 229-235
7. Higuchi R., Tokimitsu Y., and Komori T. An acylated triterpenoid saponin from Quillaja saponaria. Phytochemistry 27 (1988) 1165-1168
8. 13C NMR spectroscopy. Carbohydr. Res. 280 (1996) 1-14
9. Guo S.J., Kenne L., Lundgren L.N., Rönnberg B., and Sundquist B.G. Triterpenoid saponins from Quillaja saponaria. Phytochemistry 48 (1998) 175-180
10. Guo S.J., and Kenne L. Structural studies of triterpenoid saponins with new acyl components from Quillaja saponaria Molina. Phytochemistry 55 (2000) 419-428
11. Guo S.J., and Kenne L. Characterization of some O-acetylated saponins from Quillaja saponaria Molina. Phytochemistry 54 (2000) 615-623
12. Guo S.J., Falk E., Kenne L., Rönnberg B., and Sundquist B.G. Triterpenoid saponins containing an acetylated branched d-fucosyl residue from Quillaja saponaria Molina. Phytochemistry 53 (2000) 861-868
13. n). Anal. Sci. 18 (2002) 481-484
14. Nord L.I., and Kenne L. Separation and structural analysis of saponins in a bark extract from Quillaja saponaria Molina. Carbohydr. Res. 320 (1999) 70-81
15. Nord L.I., and Kenne L. Novel acetylated triterpenoid saponins in a chromatographic fraction from Quillaja saponaria Molina. Carbohydr. Res. 329 (2000) 817-829
16. Nyberg N.T., Baumann H., and Kenne L. Solid-phase extraction NMR studies of chromatographic fractions of saponins from Quillaja saponaria. Anal. Chem. 75 (2003) 268-274
17. van Setten D.C., ten Hove G.J., Wiertz E.J.H.J., Kamerling J.P., and van de Werken G. Multiple-stage tandem mass spectrometry for structural characterization of saponins. Anal. Chem. 70 (1998) 4401-4409
18. 1H NMR spectra for saponins from Quillaja saponaria Molina. Anal. Chim. Acta 446 (2001) 199-209
19. Kite G.C., Howes M.J.R., and Simmonds M.S.J. Metabolomic analysis of saponins in crude extracts of Quillaja saponaria by liquid chromatography/mass spectrometry for product authentication. Rapid Commun. Mass Spectrom. 18 (2004) 2859-2870
20. Liu Y.Z., Liang F., Cui L.J., Xia M., Zhao L.Y., Yang Y.C., Shi J.G., and Abliz Z. Multi-stage mass spectrometry of furostanol saponins combined with electrospray ionization in positive and negative ion modes. Rapid Commun. Mass Spectrom. 18 (2004) 235-238
21. Cui M., Song F.R., Zhou Y., Liu Z.Q., and Liu S.Y. Rapid identification of saponins in plant extracts by electrospray ionization multi-stage tandem mass spectrometry and liquid chromatography/tandem mass spectrometry. Rapid Commun. Mass Spectrom. 14 (2000) 1280-1286
22. Huhman D.V., and Sumner L.W. Metabolic profiling of saponins in Medicago sativa and Medicago truncatula using HPLC coupled to an electrospray ion-trap mass spectrometer. Phytochemistry 59 (2002) 347-360
23. van Setten D.C., Zomer G., van de Werken G., Wiertz E.J.H.J., Leeflang B.R., and Kamerling J.P. Ion trap multiple-stage tandem mass spectrometry as a pre-NMR tool in the structure elucidation of saponins. Phytochem. Anal. 11 (2000) 190-198
24. Broberg S., Nord L.I., and Kenne L. Oligosaccharide sequences in Quillaja saponins by electrospray ionization ion trap multiple-stage mass spectrometry. J. Mass Spectrom. 39 (2004) 691-701
25. Riter L.S., Vitek O., Gooding K.M., Hodge B.D., and Julian R.K. Statistical design of experiments as a tool in mass spectrometry. J. Mass Spectrom. 40 (2005) 565-579
26. Jackson A. User's Guide to Principal Components (1991), John Whiley, New York
27. Wold S., Esbensen K., and Geladi P. Principal component analysis. Chemometr Intell Lab 2 (1987) 37-52
28. Geladi P., and Kowalski B.R. Partial least-squares regression- a tutorial. Anal. Chim. Acta 185 (1986) 1-17