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Localizations of Saponins, Furanocoumarins and Other Phenolics in Fruits and Shoots of Some Rutaceae, Umbelliferae Caprifoliaceae and Leguminosae

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Book cover Saponins in Food, Feedstuffs and Medicinal Plants

Part of the book series: Proceedings of the Phythochemical Society of Europe ((PPSE,volume 45))

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Abstract

Plants belonging to the Rutaceae, Umbelliferae, Caprifoliaceae and Leguminosae contain saponins [1], coumarins [2] and/or a few other phenolics, which can be autofluorescent. Over 20 species which we examined previously contained psoralen, bergapten and xanthotoxin on the surface of their leaves [3–6], some in concentrations of milligrams per gram fresh weight [7]. Saponins inside the organs have been found in concentrations sometimes ten times as high as those for coumarins, e.g., the chestnut contains 13% of aescine. We know the localization in various plant organs of different saponins, which can be divided into a group of alkaloidal steroids with nitrogen, a group of steroids without, and triterpenoids [1], because they were extracted from different plant organs [8]. Saponins have been used as food and feed [9, 10] and medicine, as mentioned in the British Herbal Pharmacopeia, and in North American usage before the Europeans came.

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References

  1. Hostettmann, K. and Marston, A. (1995) Saponins. Cambidge Univ. Press

    Book  Google Scholar 

  2. Murray, R.D.H., Mendez, J. and Brown, S.A. (1982) The Natural Coumarins: Occurrence, Chemistry and Biochemistry, J. Wiley and Sons, Chichester.

    Google Scholar 

  3. Zobel, A.M. and Brown, S.A. (1988) Determination of furanocou furanocoumarins on the leaf surface of Ruta graveolens with an improved extraction technique. J. Nat. Prod. 51, 941–946.

    Article  CAS  Google Scholar 

  4. Zobel, A.M. and Brown, S.A. (1988) Furanocoumarins on plant surfaces. Proceedings XIV International Conference of Groupe Polyphenols, Brock University, St. Catharines, Ontario, Canada, Vol. 14, pp. 65–68.

    CAS  Google Scholar 

  5. Zobel, A.M. and Brown, S.A. (1990) Dermatitis-inducing furanocoumarins on the leaf surfaces of eight species of rutaceous and umbelliferous plants. J. Chem. Ecol. 16, 693–700.

    Article  CAS  Google Scholar 

  6. Zobel, A.M. and Brown, S.A. (1991) Dermatitis-inducing psoralens on the surfaces of seven medicinal plant species. J. Toxic., Cutan. and Ocular Toxic. 10, 223–231.

    Article  CAS  Google Scholar 

  7. Zobel, A.M. and Brown, S.A. (1989) Histological localization of furanocoumarins in R. graveolens shoots. Can. J. Bot. 67, 915–921.

    Article  CAS  Google Scholar 

  8. Pedersen, M.W. (1975) Relative quantity and biological activity of saponins in germinated seeds, roots and foliage of alfalfa. Crop. Sci. 15, 541–544.

    Article  CAS  Google Scholar 

  9. Price, K.R., Johnson, I.T. and Fenwick, G.R. (1987) The chemistry and biological significance of saponins in foods and feedingstuffs. Crit. Rev. Food Sci. Nutr. 26, 27–135.

    Article  CAS  Google Scholar 

  10. Oleszek, W., Hoagland, R.E. and Zablotowicz, R.M. (1999) Ecological significance of plant saponins. in Iderjit, K.M.M. Dakshini and C.L. Foy (eds.), Principles and Practices in Plant Ecology: Allelochemical Interactions. CRC Press LLCNew York.

    Google Scholar 

  11. Zobel, A.M. and Brown, S.A. (1991) Psoralens on the surface of seeds of Rutaceae and seeds of Umbelliferae and Leguminosae. Can. J. Bot. 69, 485–488.

    Article  CAS  Google Scholar 

  12. Zobel, A.M. and Brown, S.A. (1991) Furanocoumarin concentrations in fruits and seeds of Angelica archangelica. Envir. Experim. Bot. 31, 447–452.

    Article  CAS  Google Scholar 

  13. Zobel, A.M., Brown, S.A. and March, R.E., (1991) Histological localization of psoralens in fruits of Psoralea bituminosa. Can. J. of Bot. 69, 1673–1678.

    Article  CAS  Google Scholar 

  14. Shiraiwa, M., Kudo, S., Shimoyamada, M., Harada, K. and Okubo, K. (1991) Composition and structure of `group A saponin’ in soybean seed. Agric. Biol. Chem. 55, 315–322.

    Article  CAS  Google Scholar 

  15. Oleszek, W., Jurzysta, M., Ploszynski, M., Colquhoun, I.J., Price, K.R. and Fenwick, G.R. (1992) Zanhic acid tridesmoside and other dominant saponins from alfalfa (Medicago sativa) aerial parts. J Agric. Food Chem. 40, 191–196.

    Google Scholar 

  16. Oleszek, W. (1996) Alfalfa saponins: structure, biological activity and chemotaxonomy. in G.R. Waller and K. Yamasaki (eds.), Saponins Used in Food and Agriculture. Plenum Publishing, New York. pp. 155–170.

    Chapter  Google Scholar 

  17. Fowlks, W.L., Griffith, D.G. and Oginsky, E.L. (1958) Photo sensitization of bacteria by furocoumarins and related corn pounds. Nature (London) 181, 571–572.

    Article  CAS  Google Scholar 

  18. Towers, G.H.N. 1987b. Fungicidal activity of naturally occurring photosensitizers. Am. Chem. Soc. Symp. Series 339, 231–240.

    Article  CAS  Google Scholar 

  19. Beier, R.C. and Oertli, E.H. (1983) Psoralen and other linear furanocoumarins as phytoalexins in celery (Apium graveolens). Phytochemistry, 22, 2595–2598.

    Article  CAS  Google Scholar 

  20. Matern, U. and Kneusel, R.E. (1988) Phenolic compounds in plant disease resistance. Phytoparasitica 16, 153–170.

    Article  CAS  Google Scholar 

  21. Baskin, J.M., Ludlow, C.J., Harris, T.M. and Wolf, F.T. (1967) Psoralen, an inhibitor in the seeds of Psoralea subacaulis (Leguminosae). Phytochemistry 6, 1209–1213.

    Article  CAS  Google Scholar 

  22. Friedman, J., Rushkin, E. and Waller, G.R. (1982) Highly potent germination inhibitors in aqueous eluate of fruits of bishop’s weed (Ammi majus L.) and avoidance of autoinhibition. Journal of Chemical Ecology 8, 55–65.

    Article  CAS  Google Scholar 

  23. Oleszek, W. And Jurzysta, M. (1987) The allelopathic potential of alfalfa root medicagenic acid glycosides and their fate in soil environments. Plant and Soil 98, 67–80.

    Google Scholar 

  24. Oleszek, W., Jurzysta, M. And Gorski, P. (1992) Saponins–the allelopathic agents. in S.J.H. Rizvi and V. Rizvi (eds.), Allelopathy: Basic and Apllied Aspects. Chapman and hall, London, pp. 151–167.

    Google Scholar 

  25. Heftmann, E. (1974) Recent progress in biochemistry of plant steroidsother than sterols (saponins, glycoalkaloids, pregnane derivatives, cardiac glycosides, and sex hormones). Lipids 9, 626–639.

    Article  CAS  Google Scholar 

  26. Kawai, H., Kuroyanagi, M., Umehara, K., Ueno, A. And Satake, M. (1988) Studies on the saponinsof Lonicera japonica Thunb. Chem. Pharm. Bull. 36, 4769–4775.

    Google Scholar 

  27. Lutomski, J. (1983) Neues uber die biologischen Eigenschafen einiger Triterpensaponinen. Pharmazie in userer Zeit, 12, 149–153.

    Article  CAS  Google Scholar 

  28. Isaac, O. (1992) Die Ringelblume. Wissenschaftliche Verlagsgesellschaft mbH, Stuttgart.

    Google Scholar 

  29. Koizumi, H., Sanada, S., Ida, Y. and Shoji, J. (1982) Studies on the saponins of ginseng. IV. On the structure and enzymatic hydrolysis of ginsenoside-Ra,. Chem. Pharm. Bull. 30, 2393–2398.

    Article  CAS  Google Scholar 

  30. Anisimov, M. And Chirva, V.J. (1980) Die biologische Bewertung von Triterpenglykoside. Pharmazie 35, 731–738.

    CAS  Google Scholar 

  31. Potterat, O., Hostettmann, K., Stoeckli-Evans, H. and Saadou, M. (1992) Saponins with an anususal secoursene skeleton from Sesamum alatum Thonn. Helv. Chim. Acta, 75, 833–841.

    Article  CAS  Google Scholar 

  32. Lee, S-S., Su, W-C., Liu, K.C. (1991) Two new triterpene glycosides from Paliurus ramosissimus. J Nat. Prod. 54, 615–618.

    Article  CAS  Google Scholar 

  33. Warashina, T., Miyase, T. And Ueno, A. (1991) Novel acylated saponins from Tragopogon porrifolius L. Isolation and structures of tragopogonsaponins A-R. Chem. Pharm. Bull. 39, 388–396.

    Google Scholar 

  34. Camm, E.L., Wat, C.-K. and Towers, G.H.N. (1976) An assessment of the roles of furanocoumarins in Heracleum lanatum. Can. J. of Bot. 54, 2562–2566.

    Article  CAS  Google Scholar 

  35. Zobel, A. M. (1986) Sites of localization of phenolics in tannin coenocytes in Sambucus racemosa L. Ann. Bot. 57, 801–806.

    Google Scholar 

  36. Zobel, A.M., Clarke, P.A. and Lynch, J.M. (1999) Production of phenolics in response to UV irradiation and heavy metals in seedlings of Acer species. in F.A. Macias, J.C.G. Galindo, J.M.G. Molinillo and H.G. Cutler (eds.), Recent Advances in Allelopathy. Vol. I. A Science for the Future. Serv. PublicacionesUniversidad de Cadiz, pp. 321–242.

    Google Scholar 

  37. Hrazdina, G., Zobel, A.M. and Hoch, H.C. (1987) Biochemical, immunological and immunochemical evidence for the association of chalcone synthase with endoplasmic reticulum membranes. Proc. Nat. Acad. Sci. USA, 84, 8966–8970.

    Article  CAS  Google Scholar 

  38. Cappelletti, E.M., Innocenti, G. and Caporale, G. (1984) Furocoumarins localization in the fruit and seed of Psoralea corylifolia. Plantes Médic. et Phytot. 18, 181–190.

    CAS  Google Scholar 

  39. Innocenti, G., Cappelletti, E.M. and Caporale, G. (1984) Morphological and chemical characteristic of some Australian Psoralea species. Intern. J. of Crude Drug Res. 22, 97–109.

    CAS  Google Scholar 

  40. Carbonnier, M.-C., Carbonnier, J., Cauwet-Marc, A.-M. and Molho, D. (1978) Localisation des coumarines chez quelques espèces d’Heracleum L. Bulletin du Museum National d’Histoire Naturelle, Botanique 19, 23–28.

    Google Scholar 

  41. Carbonnier-Jarreau, M.C., Carbonnier, J., Farilie, M. and Molho, D. (1978) Étude de la composition en coumarines de quelques Heracleum (Pastinaceae, Umbelliferae) au cours de leur developpement. Bulletin du Museum National d’Histoire Naturelle, Sciences Physicochimiques 19, 3–11.

    Google Scholar 

  42. Zobel, A.M. and March, R.E. (1993) Autofluorescence reveals different hisotological loaclizations of furanocoumarins in fruits of some Umbelliferae and Leguminosae. Ann. Bot. 71, 251–256.

    Article  CAS  Google Scholar 

  43. Tsurumu, S. And Tsujino, Y. Chromosaponin I stimulates the growth of lettuce roots. Physiol. Plant. 93, 785–790.

    Google Scholar 

  44. Oleszek, W. (1993) Allelopathic potentials of alfalfa (Medicago sativa) saponins: Their relation to antifungal and haemolytic activities. J. Chem. Ecol. 19, 1063–1074.

    Article  CAS  Google Scholar 

  45. Chang, M. And Lynn, D.G. (1986) The haustorium formation and the chemistry of host recognition in parasitic angiosperms. J. Chem Ecol. 12, 561–566.

    CAS  Google Scholar 

  46. Zobel, A.M. and Keightley A. (1992) Furanocoumarins as autoinhibitors of germination. Abstacts of symposium, Chromatographical Methods, Lublin, Poland, June 26, p. 11.

    Google Scholar 

  47. Ceska, O., Chaudhary, S., Warrington, P., Poulton, G. and Ashwood-Smith, M. (1986) Naturally-occurring crystals of photocarcinogenic furocoumarins on the surface of parsnip roots sold as food. Experientia 42, 1302–1304.

    Article  CAS  Google Scholar 

  48. Whittaker, R.H. and Feeny, P.P. (1971) Allelochemics: chemical interactions between species. Science 171, 210–218.

    Article  Google Scholar 

  49. Oleszek, W. (1999) Allelopathic significance of plant saponins.. in F.A. Macias, J.C.G. Galindo, J.M.G. Molinillo and H.G. Cutler (eds.), Recent Advances in Allelopathy. Vol I. A Science for the Future. Serv. Publicaciones-Universidad de Cadiz, pp. 167–178.

    Google Scholar 

  50. Waller, G.R., Cheng, C.S., Chang-Hung, C., Kim, D., Yang, C.F., Huang, S.C. and Lin, Y.F. (1995) Allelopathic activity of naturally occurring compounds from mung bean (Vigna radiata) and their surrounding soil. in Inderjit, K.M.M. Dakshini and F.A. Einhellig (eds.), Allelopathy: Organisms, Processes and Applications. ACS Symp. Series No 582, ACS Washinton, D.C. pp. 242–253.

    Chapter  Google Scholar 

  51. Zobel, A.M. and Louis, S.A.,1(990) Two mechanisms of xanthotoxin reaction on mitotically active cells. Abstracts, Italian Phytochemical Society and Italian Biochemical Society Joint Symposium, Coumarins: Research and Application. Padua, 1990, p. 43.

    Google Scholar 

  52. Abdallah M.M.F., Jones R.A. and El-Beltagy A.S. (1989) An efficient method to overcome seed dormancy in Scotchbroom (Cytisus scoparius). Env. and Exp. Bot. 29, 499–505.

    Article  Google Scholar 

  53. Zablotowicz, R.M., Hoagland, R.E. and Wagner, S.C. (1996) Effects of saponins on the growth and activity of rhizosphere bacteria. in G.R. Waller and K. Yamasaki (eds.), Saponins Used in Food and Agriculture. Plenum Publishing, New York. Pp. 83–95.

    Chapter  Google Scholar 

  54. Murray, R.D.H., Mendez, J. And Brown, S.A. (1983) The Natural Coumarins: Occurrence, Chemistry and Biochemistry, John Willey and Sons, Chichester, England.

    Google Scholar 

  55. Towers, G.H.N. (1987) Comparative anti-bacteriophage activity of naturally occurring photosensitizers. Planta Medica 53, 536–539.

    Article  Google Scholar 

  56. Nozzolillo, C., Amason, J.T., Campos, F., Donskov, N. and Jurzysta, M. (1997) Alfalfa leaf saponins and insect resistance. J. Chem. Ecol. 23, 995–998.

    Article  CAS  Google Scholar 

  57. Bennett, E.L. and Bonner, J. (1953) Isolation of plant growth inhibitors from Thamnosma montana. Am. J. Bot. 40, 29–33.

    Article  CAS  Google Scholar 

  58. Shimomura, H., Sashida, Y., Nakata, H., Kawasaki, J. and Ito, Y. (1982) Plant growth regulators from Heracleum lanatum. Phytochemistry 21, 2213–2215.

    Article  CAS  Google Scholar 

  59. Van Sumere, C.F., Cottenie, J., DE Greef, J. and Kind, J. (1972) Biochemical studies in realtion to the possible germination regulatory role of naturally occurring coumarin and phenolics. Recent Adv. in Phytochem. 4, 165–221.

    Google Scholar 

  60. Berenbaum, M. and Neal, J.J. (1985) Synergism between myristicin and xanthotoxin, a naturally occurring plant toxicant. J. Chem. Ecol. 11, 1349–1358.

    Article  CAS  Google Scholar 

  61. Zobel, A.M., Wang, J., March, R.E. and Brown, S.A. (1991) Occurrence of other coumarins with psoralen, xanthotoxin and bergapten on leaf surfaces of seven plant species. J. Chem. Ecol. 17, 1859–1870.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry, Trent University, Peterborough, Ontario, Canada, K9J 7B8

    A. M. Zobel & J. A. Lynch

  2. Department of Biochemistry, Institute of Soil Science and Plant Cultivation, ul. Czartoryskich 8, 24-100, Puławy, Poland

    W. Oleszek

  3. Pharmacy Department, Medical University, 80-414, Gdańsk, Poland

    K. Wierzchowskarenke

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  1. A. M. Zobel
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  2. J. A. Lynch
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  4. K. Wierzchowskarenke
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Editors and Affiliations

  1. Institute of Soil Science and Plant Cultivation, Pulawy, Poland

    Wieslaw Oleszek

  2. University of Lausanne, Lausanne, Switzerland

    Andrew Marston

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Zobel, A.M., Lynch, J.A., Oleszek, W., Wierzchowskarenke, K. (2000). Localizations of Saponins, Furanocoumarins and Other Phenolics in Fruits and Shoots of Some Rutaceae, Umbelliferae Caprifoliaceae and Leguminosae. In: Oleszek, W., Marston, A. (eds) Saponins in Food, Feedstuffs and Medicinal Plants. Proceedings of the Phythochemical Society of Europe, vol 45. Springer, Dordrecht. https://doi.org/10.1007/978-94-015-9339-7_15

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  • DOI: https://doi.org/10.1007/978-94-015-9339-7_15

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