| Peer-Reviewed

Quinic Acid Esters from Pavetta owariensis var. owariensis (Rubiaceae)

Received: 30 October 2014    Accepted: 2 November 2014    Published: 27 December 2014
Views:       Downloads:
Abstract

The stem-bark of Pavetta owariensis var. owariensis is used in Guinean traditional medicine as an anthelmintic. Previous biological and chemical investigations reported the in vivo and/or in vitro anthelmintic, antischistosomal, antiviral and antibacterial properties along with the presence of a wide range of proanthocyanidins possessing a doubly-linked structure and ferulic acid esters substances. From the stem-bark, five previously known quinic acid esters have been isolated for the first time. Their structures have been established by means of FAB-mass, 1H and 13CNMR spectroscopy.

Published in Journal of Plant Sciences (Volume 3, Issue 1-2)

This article belongs to the Special Issue Ethnopharmacological Investigation of Medicinal Plants

DOI 10.11648/j.jps.s.2015030102.14
Page(s) 20-23
Creative Commons

This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2024. Published by Science Publishing Group

Keywords

Rubiaceae, Pavetta owariensis var. owariensis, Quinic Acid Esters, Spectroscopic Methods

References
[1] Akesson C., Lindgren H., Pero R.W., Leanderson T., Ivars F. (2005): Quinic acid is a biologically active component of the Uncaria tomentosa extract C-Med 100®. International Immunopharmacology 5 (2005) 219–229
[2] Morton, L.W., Caccetta, R.A.A., Puddey, I.B., Croft, K.D., (2000). Chemistry and biological effects of dietary phenolic compounds: relevance to cardiovascular disease. Clinical and Experimental Pharmacology and Physiology 27, 152–159.
[3] Robbins, R.J., (2003). Phenolic acids in foods: an overview of analytical methodology. J. Agric. Food Chem.; 51, 2866–2887.
[4] Son S. and Lewis B.A. (2002): Free Radical Scavenging and Antioxidative Activity of Caffeic Acid Amide and Ester Analogues:  Structure−Activity Relationship. J. Agric. Food Chem., 50 (3), pp 468–470.
[5] Jayaprakasam B., Vanisree M., Zhang Y., Dewitt D.L., and Nair M.G. (2006) : Impact of Alkyl Esters of Caffeic and Ferulic Acids on Tumor Cell Proliferation, Cyclooxygenase Enzyme, and Lipid Peroxidation. J. Agric. Food Chem., 54 (15), pp 5375–5381
[6] Baldé A.M., Pieters L.A., Wray V., Gergely A., Claeys M., Kolodziej H., Vanden Berghe D.A. and Vlietinck A.J.: New procyanidins with doubly-linked structures from Pavetta owariensis (1990a) Planta Medica, 56, 577.
[7] Baldé A.M., Calomme M., Pieters L.A., Claeys M., Vanden Berghe D.A. and Vlietinck A.J.: Structure and antimicrobial activity relationship of doubly-linked procyanidins (1991a). Planta Medica, 57, 42.
[8] Baldé A.M., Pieters L.A., Gergely A., Kolodziej H., Claeys M. and Vlietinck A.J.: A-type proanthocyanidins from Pavetta owariensis (1991b) Phytochemistry, 30, 337.
[9] Baldé A.M., Claeys M., Pieters L.A., Wray V. and Vlietinck A.J.: New ferulic esters from the stem bark of Pavetta owariensis (1991c) Phytochemistry, 30, 10.
[10] Baldé A.M., Pieters L.A., Wray V., Kolodziej H., Claeys M. and Vlietinck A.J.: Proanthocyanidins from the stem bark of Pavetta owariensis Part2. Dimer and trimeric proanthocyanidins possessing a doubly-linked structure (1991d) Photochemistry, 30, 4129.
[11] Baldé A.M., De Bruyne T., Pieters L.A., Claeys M., Vanden Berghe D.A., Vlietinck A.J., Wray V. and Kolodziej H.: Proanthocyanidins from the stem bark of Pavetta owariensis. Part 3. NMR study of acetylated trimeric proanthocyanidins possessing a doubly-linked structure (1993) Journal of Natural Product, 56, 1078.
[12] Baldé A.M., De Bruyne T., Pieters L., Kolodziej H., Vanden Berghe D.A., Claeys M. and Vlietinck A.J.: Proanthocyanidins from the stem bark of Pavetta owariensis. Part 4. Oligomeric proanthocyanidins possessing a doubly-linked structure (1995a) Phytochemistry, 38, 719.
[13] Baldé A.M., De Bruyne T., Pieters L.A., Claeys M., Vanden Berghe D.A., Vlietinck A.J., Wray V. and Kolodziej H.: Proanthocyanidins from the stem bark of Pavetta owariensis. Part 5. Tetrameric proanthocyanidins containing a double interflavanoid (A-type) linkage (1995b) Phytochemistry, 40, 933.
[14] Baldé A.M., Van Marck E. and Vanhaelen M.: In vivo activity of an extract of the Pavetta owariensis bark on experimental Schistosoma mansoni infection in mice (1986). Journal of Ethnopharmacology, 18, 187.
[15] Baldé A.M., Van Marck E., Kestens L., Gigase P.L. and Vlietinck A.J.: Schistosomicidal effects of Pavetta owariensis and Harrisonia abyssinica in mice infected with Schistosoma mansoni (1989) Planta Medica, 55, 41.
[16] Baldé A.M., Van Hoof L., Pieters L.A., Vanden Berghe D.A. and Vlietinck A.J.: Antiviral and antibacterial proanthocyanidins from the bark of Pavetta owariensis (1990b) Phytotherapy Research, 4, 182.
[17] Baldé A.M., Geerts S., Ceulemans F., De Bruyne T., Pieters L.A., Claeys M. and Vlietinck A.J.: Molluscicidal activities of doubly-linked proanthocyanidins from Pavetta owariensis (1992) Planta Medica, 58, 637.
[18] Corse J., Lundin R.E., Sondheimer E., and Wajss A.C. (1966). Conformation analyses of D-(−)-quinic acid and some of its derivatives by nuclear magnetic resonance. Phytochemistry, 5, 767-776
[19] Morishita H., Iwahashi H., Osaka N., and Kido R. (1984) : J. Chromatogr. 315, 253
[20] Jaiswal, R., Matei, M. F., Deshpande, S. and Kuhnert, N. (2014). Identification and Characterization of Hydroxycinnamates of Six Galium Species from the Rubiaceae Family. Encyclopedia of Analytical Chemistry. 1–20. Published Online: 22 SEP 2014; DOI: 10.1002/9780470027318.a9922
[21] Rumbero-Sanchez A., Vazquez P. (1991): Quinic acid esters from Isertia haenkeana. Phytochemistry. 30, 1 ; 311–31321. Morishita H., Iwahashi H., Osaka N., and Kido R. (1984): J. Chromatogr. 315, 253
[22] Mølgaard Per, Helle Ravn (1988): Evolutionary aspects of caffeoyl ester distribution In Dicotyledons. Phytochemistry, Volume 27, Issue 8, Pages 2411-2421
[23] Zheng W., Clifford M.N. (2008): Profiling the chlorogenic acids of sweet potato (Ipomoea batatas) from China. Food Chemistry 106 (2008), 147–152
Cite This Article
  • APA Style

    Baldé A. M., Pieters L. A., Claeys M., Traoré M. S., Baldé M. A., et al. (2014). Quinic Acid Esters from Pavetta owariensis var. owariensis (Rubiaceae). Journal of Plant Sciences, 3(1-2), 20-23. https://doi.org/10.11648/j.jps.s.2015030102.14

    Copy | Download

    ACS Style

    Baldé A. M.; Pieters L. A.; Claeys M.; Traoré M. S.; Baldé M. A., et al. Quinic Acid Esters from Pavetta owariensis var. owariensis (Rubiaceae). J. Plant Sci. 2014, 3(1-2), 20-23. doi: 10.11648/j.jps.s.2015030102.14

    Copy | Download

    AMA Style

    Baldé A. M., Pieters L. A., Claeys M., Traoré M. S., Baldé M. A., et al. Quinic Acid Esters from Pavetta owariensis var. owariensis (Rubiaceae). J Plant Sci. 2014;3(1-2):20-23. doi: 10.11648/j.jps.s.2015030102.14

    Copy | Download

  • @article{10.11648/j.jps.s.2015030102.14,
      author = {Baldé A. M. and Pieters L. A. and Claeys M. and Traoré M. S. and Baldé M. A. and Diallo and M. S. T. and Baldé E. S. and Diané S. and Vlietinck A. J.},
      title = {Quinic Acid Esters from Pavetta owariensis var. owariensis (Rubiaceae)},
      journal = {Journal of Plant Sciences},
      volume = {3},
      number = {1-2},
      pages = {20-23},
      doi = {10.11648/j.jps.s.2015030102.14},
      url = {https://doi.org/10.11648/j.jps.s.2015030102.14},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.jps.s.2015030102.14},
      abstract = {The stem-bark of Pavetta owariensis var. owariensis is used in Guinean traditional medicine as an anthelmintic. Previous biological and chemical investigations reported the in vivo and/or in vitro anthelmintic, antischistosomal, antiviral and antibacterial properties along with the presence of a wide range of proanthocyanidins possessing a doubly-linked structure and ferulic acid esters substances. From the stem-bark, five previously known quinic acid esters have been isolated for the first time. Their structures have been established by means of FAB-mass, 1H and 13CNMR spectroscopy.},
     year = {2014}
    }
    

    Copy | Download

  • TY  - JOUR
    T1  - Quinic Acid Esters from Pavetta owariensis var. owariensis (Rubiaceae)
    AU  - Baldé A. M.
    AU  - Pieters L. A.
    AU  - Claeys M.
    AU  - Traoré M. S.
    AU  - Baldé M. A.
    AU  - Diallo
    AU  - M. S. T.
    AU  - Baldé E. S.
    AU  - Diané S.
    AU  - Vlietinck A. J.
    Y1  - 2014/12/27
    PY  - 2014
    N1  - https://doi.org/10.11648/j.jps.s.2015030102.14
    DO  - 10.11648/j.jps.s.2015030102.14
    T2  - Journal of Plant Sciences
    JF  - Journal of Plant Sciences
    JO  - Journal of Plant Sciences
    SP  - 20
    EP  - 23
    PB  - Science Publishing Group
    SN  - 2331-0731
    UR  - https://doi.org/10.11648/j.jps.s.2015030102.14
    AB  - The stem-bark of Pavetta owariensis var. owariensis is used in Guinean traditional medicine as an anthelmintic. Previous biological and chemical investigations reported the in vivo and/or in vitro anthelmintic, antischistosomal, antiviral and antibacterial properties along with the presence of a wide range of proanthocyanidins possessing a doubly-linked structure and ferulic acid esters substances. From the stem-bark, five previously known quinic acid esters have been isolated for the first time. Their structures have been established by means of FAB-mass, 1H and 13CNMR spectroscopy.
    VL  - 3
    IS  - 1-2
    ER  - 

    Copy | Download

Author Information
  • Centre de Recherche et de Valorisation des Plantes Médicinales de Dubréka, Dubréka, Guinée

  • Department of Pharmaceutical sciences, University of Antwerp (UIA), Antwerpen, Belgium

  • Department of Pharmaceutical sciences, University of Antwerp (UIA), Antwerpen, Belgium

  • Centre de Recherche et de Valorisation des Plantes Médicinales de Dubréka, Dubréka, Guinée

  • Centre de Recherche et de Valorisation des Plantes Médicinales de Dubréka, Dubréka, Guinée

  • Centre de Recherche et de Valorisation des Plantes Médicinales de Dubréka, Dubréka, Guinée

  • Centre de Recherche et de Valorisation des Plantes Médicinales de Dubréka, Dubréka, Guinée

  • Department of Pharmaceutical sciences, University of Antwerp (UIA), Antwerpen, Belgium

  • Sections