Chromatographia

, Volume 64, Issue 11–12, pp 695–699

Preparative Droplet Counter-Current Chromatography for the Separation of the New Nor-Seco-Triterpene and Pentacyclic Triterpenoids from Qualea Parviflora

  • A. L. M. Nasser
  • L. P. Mazzolin
  • C. A. Hiruma-Lima
  • L. S. Santos
  • M. N. Eberlin
  • A. R. Monteiro de Souza Brito
  • W. Vilegas
Original

Abstract

The methanolic extract of the bark of the medicinal plant Qualea parviflora (Vochysiaceae) contains new nor-seco-triterpene and pentacyclic triterpenoids. They were separated in a preparative scale using droplet counter-current chromatography. The optimum solvent used was composed of a mixture of CHCl3/MeOH/H2O (43:37:20, v/v) in the descending mode and led to a successful separation of the new compound 28-nor-17, 22-seco-2α, 3β, 19, 22, 23-pentahydroxy-Δ12-oleanane, besides the known triterpenoids bellericagenin B, bellericaside B and arjunglucoside I . Identification was performed by ESI-MS, 1H NMR and 13C NMR analyses.

Keywords

Thin Layer chromatography Droplet counter-current chromatography Nor-seco-triterpene and pentacyclic triterpenoids Qualea parviflora bark 

References

  1. 1.
    Grandi TSM, Trindade JA, Pinto MJF, Ferreira LL, Catella AC (1989) Acta Bot Bras 3:185–192Google Scholar
  2. 2.
    Mayworm MAS, Salatino A (2002) Biochem Syst Ecol 30:971–972Google Scholar
  3. 3.
    Mayworm MAS, Buckeridge MS, Salatino A (2000) Phytochemistry 55:581–587CrossRefGoogle Scholar
  4. 4.
    Agrawal PK, Jain DC (1992) Prog Nucl Reson Spectrosc 24:1–90CrossRefGoogle Scholar
  5. 5.
    Mahato SB, Nandy AK, Kundu AK (1992) Tetrahedron 48:2483–2494CrossRefGoogle Scholar
  6. 6.
    Muhammad I, El-Sayed KA, Mossa JS, Al-Said MS, El-Feraly FS, Mayer AMS (2000) J Nat Prod 63:605–610CrossRefGoogle Scholar
  7. 7.
    Adnyana K, Tezuka Y, Banskota AH, Tran KQ, Kadota S (2001) J Nat Prod 64:360–363CrossRefGoogle Scholar
  8. 8.
    Kaneda N, Pezzuto JM, Kinghorn AD, Farnsworth NR (1992) J Nat Prod 55:654–659CrossRefGoogle Scholar
  9. 9.
    Santos LC, Dachtler M, Andrade FDP, Albert K, Vilegas W (2000) Fresenius J Anal Chem 368:540–542CrossRefGoogle Scholar
  10. 10.
    Cardoso CAL, Vilegas W (1999) Phytochem Anal 10:60–63CrossRefGoogle Scholar
  11. 11.
    Santos LC, Vilegas W (2001) J Chromatogr A 915:259–263CrossRefGoogle Scholar
  12. 12.
    Conway WD (1990) Countercurrent chromatography—apparatus, theory and aplications. VCH, New YorkGoogle Scholar
  13. 13.
    Conway WD, Petroski RJ (1995) Modern countercurrent chromatography. American Chemical Society, WashingtonGoogle Scholar
  14. 14.
    Ito Y, (1986) CRC Crit Rev Anal Chem 17:65–143Google Scholar
  15. 15.
    Maillard M, Marston A, Hostettmann K (1996) In: Ito Y, Conway WD (eds) High-speed counter-current chromatography. Wiley-Interscience, New YorkGoogle Scholar
  16. 16.
    Yang FQ, Quan J, Zhang TY, Ito Y (1998) J Chromatogr A 803:298–301CrossRefGoogle Scholar
  17. 17.
    Cao X, Tian Y, Zhang T, Li X, Ito Y (1999) J Chromatogr A 855:709–713CrossRefGoogle Scholar
  18. 18.
    Hostettamann K (1980) Planta Med 39:1–18CrossRefGoogle Scholar
  19. 19.
    Stahl E (1969) Arzneim Forsch 19:1892–1895Google Scholar
  20. 20.
    Wagner HM, Bladt S, Zgainski EM (1984) Plant drug analysis. Springer, Berlin Heidelber New YorkGoogle Scholar
  21. 21.
    Jossang A, Seuleiman M, Maidou E, Bodo B (1996) Phytochemistry 41:591–594CrossRefGoogle Scholar
  22. 22.
    Nandy AK, Podder G, Sahu NP, Mahato SB (1989) Phytochemistry 28:2769–2772CrossRefGoogle Scholar
  23. 23.
    Zhou X, Kasai R, Ohtani K, Tanaka O, Yamasaki K (1992) Phytochemistry 31:3642–3644CrossRefGoogle Scholar

Copyright information

© Friedr. Vieweg & Sohn Verlag/GWV Fachverlage GmbH 2006

Authors and Affiliations

  • A. L. M. Nasser
    • 1
  • L. P. Mazzolin
    • 2
  • C. A. Hiruma-Lima
    • 2
  • L. S. Santos
    • 3
  • M. N. Eberlin
    • 3
  • A. R. Monteiro de Souza Brito
    • 4
  • W. Vilegas
    • 1
  1. 1.Instituto de Química de AraraquaraUniversidade Estadual PaulistaAraraquaraBrazil
  2. 2.Departamento de Farmacologia, Instituto de BiociênciasUniversidade Estadual PaulistaBotucatuBrazil
  3. 3.Instituto de QuímicaUniversidade Estadual de CampinasCampinasBrazil
  4. 4.Departamento de Fisiologia e Biofísica, Instituto de BiologiaUniversidade Estadual de CampinasCampinasBrazil

Personalised recommendations