Skip to main content

Ptelea trifoliata (Quinine Tree, Hop Tree): In Vitro Culture and the Production of Alkaloids and Medicinal Compounds

  • Chapter
Medicinal and Aromatic Plants IV

Part of the book series: Biotechnology in Agriculture and Forestry ((AGRICULTURE,volume 21))

Abstract

Ptelea trifoliata L. (Rutaceae) is a bush of North American origin that has been cultivated in Europe since the eighteenth century. Pharmacological properties (particularly bacteriocidal and cytotoxic activities) are due to the presence of coumarins and quinoline alkaloids.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 84.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 109.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Similar content being viewed by others

References

  • Ambrose JD, Kevan PG, Gadawski RM (1985) Hop tree (Ptelea trifoliata) in Canada: population and reproductive biology of a rare species. Can J Bot 63: 1928–1935

    Google Scholar 

  • André S, Lasselain M J, Pareyre C, Deysson G, Chénieux JC, Rideau M (1981) Etude de quelques propriétés biologiques d’alcaloïdes dihydrofuroquinoléiques isolés de Rutacées. Ann Pharm Fr 39: 255–266

    PubMed  Google Scholar 

  • Andreae WA (1952) Effect of scopoletin on indoleacetic acid metabolism. Nature 170: 83–84

    Article  PubMed  CAS  Google Scholar 

  • Bailey VL (1962) Revision of the genus Ptelea (Rutaceae). Brittonia 14: 1–45

    Article  CAS  Google Scholar 

  • Bailey HE, Bailey VL (1965) Phylogenetic studies on the genus Ptelea (Rutaceae). Chromatography as an aid to clarification of taxonomic relationships between varieties of Ptelea trifoliata subspangustifolia and subsppallida Lloydia 28: 27–43

    Google Scholar 

  • Bailey HE, Mooken JD, Bailey VL (1971a) Studies on the geographical distribution of some alkaloids and eoumarins in leaf extracts of Ptelea species. Lloydia 34: 377–382

    PubMed  CAS  Google Scholar 

  • Bailey HE, Mooken JD, Bailey VL (1971b) The use of TLC profiles in studies on Ptelea (Rutaceae). Herba Hung 10: 49–54

    Google Scholar 

  • Bâillon H (1872) Histoire des plantes, vol 4. Hachette, Paris, pp 373–511

    Google Scholar 

  • Baumert A, Crèche J, Rideau M, Chénieux JC, Gröger D (1990) Anthranilic acid-specific enzymes in alkaloid-producing tissue cultures of Choisya ternata and Ruta graveolens Plant Physiol Biochem 28: 587–592

    CAS  Google Scholar 

  • Chénieux JC, Rideau M, Verchère C, Viel C (1976) Propriétés inhibitrices de la croissance cellulaire de quelques alcaloïdes furoquinoléiques isolés de Rutacées. CR Acad Sci D 283: 101–104

    Google Scholar 

  • Crèche J, Guiller J, Andreu F, Gras M, Chénieux JC, Rideau M (1987) Variability in a population of Choisya ternata strains issued from a single individual. Phytochemistry 26: 1947–1953

    Article  Google Scholar 

  • Dreyer DL (1969) Coumarins and alkaloids of the genusPtelea Phytochemistry 8: 1013–1020

    Article  CAS  Google Scholar 

  • Earle FR, Glass CA, Glenda C, Geisinger-Wolff IA (1960) Search for new industrial oils. J. Am Oil Chem Soc 37: 440–447

    Article  CAS  Google Scholar 

  • Engler A (1931) Rutaceae. In: Engler A, Prantl K (eds) Die natürlichen Pflanzenfamilien, Bd 19a Wilhelm Englemann, Leipzig, pp 187–359

    Google Scholar 

  • Frolova VI, Kuzovkov AD, KibaPchich PN (1964) Alkaloids of Ptelea trifoliata Structure of pteleine. Zh Obshch Khim 34: 3499–3505 (in Russian)

    Google Scholar 

  • Garestier R, Rideau M (1972) Isolement d’un alcaloïde inhibiteur de la croissance chez Ptelea trifoliate L. (Rutacees). CR Acad Sci 274: 2651–2654

    Google Scholar 

  • Gastaldo (1973) Compendium della flora officinale italiana. Fitoterapia 46: 61–79

    Google Scholar 

  • Gray A (1849) The genera of the plants of the United States, vol 2. Putnam GP, New York, pp 149–150

    Google Scholar 

  • Gray A (1888) Contributions to American botany Proc Am Acad Arts Sci 23: 223–227

    Article  Google Scholar 

  • Greene EL (1905) SomePtelea segregates. Torreia 6: 99–100

    Google Scholar 

  • Greene EL (1906) The genusPtelea in the western and south-western United States and Mexico. Contrib US Natl Herb 10: 49–78

    Google Scholar 

  • Grundon MF, Rutherford MJ (1985) Dimerization of N-methylfiindersine. J Chem Soc Perkin Trans 1: 197–198

    Article  Google Scholar 

  • King J, Lloyd J (1886) The American dispensatory. Wilstach Baldwin, Cincinnati, pp 679–681, 1111–1112

    Google Scholar 

  • Körösi J, Papp E, Szendrei K, Noväk I, Reisch J, Minker E (1974a) Kinolon-Alkaloidok és kumarinakizolalasa a Ptelea trifoliata L. Bol Herba Hung 13: 23–32

    Google Scholar 

  • Körösi J, Szendrei K, Novák I, Reisch J, Minker E (1974b) A Ptelea trifoliata kvaterner alkaloidjai. I. A Fokomponensek izolälasa. Herba Hung 13: 17–22

    Google Scholar 

  • Körösi J, Szendrei K, Noväk I, Reisch J, Minker E (1976) A Ptelea trifoliata Kvaterner alkaloidjai. II. A Komponensek vizsgalata indirekt modszevrel. Herba Hung 15: 9–17

    Google Scholar 

  • Kovalenko VN (1946) Pharmacochemical and pharmacological properties of alkaloid dictamnine from Dictamnus albus turkestaniens Farmatsiya 9: 20 (in CA 1947 41: 6989b)

    Google Scholar 

  • Kowalska M (1963) Alkaloidy w Lisciach i Korzeniach Ptelea trifoliata L. Acta Pol Pharm 20: 458

    PubMed  CAS  Google Scholar 

  • Kowalska M, Borkowski B (1966) Alkaloidy w Lisciach i Korzeniach Ptelea trifoliata L. (Rutaceae). Acta Pol Pharm 23: 295–304

    PubMed  CAS  Google Scholar 

  • Kumar R, Banerjee SK, Handa KL (1976) Coumarins ofHeracleum canescens and Heracleum pinnatum Sources for dermal photosensitizing agents. Planta Med 30: 291–293

    Google Scholar 

  • Mc Leod KW, Murphy PG (1977) Germination ecology of Ptelea trifoliata Am Midi Nat 97: 363–372

    Article  Google Scholar 

  • Linnéron C (1737) Hortus cliffortianus (Amsterdam)Ptelea 36

    Google Scholar 

  • Linnéron C (1753) Species Plantarum T.I.P. 118 Holmiac Imp. Laurentii SAL VII

    Google Scholar 

  • Minker E, Koltai M, Blazsö G, Szendrei K, Novak I, Körösi J, Reisch J (1976) Contribution to the pharmacology of the water soluble constituents from Ptelea trifoliata L. Herba Hung 15: 93–101

    CAS  Google Scholar 

  • Minker E, Bartha Cs, Koltai M, Rozsa Zs, Szendrei K, Reisch J (1979) Pharmacological study of the antispasmodic principles isolated from Ruta graveolens Planta Med 36: 255–256

    Google Scholar 

  • Mitscher LA, Bathala MS, Beal JL (1971) Antibiotics from higher plants: pteleatinium chloride, a new quaternary quinoline alkaloid from Ptelea trifoliata with antitubercular and antiyeast activity. J Chem Soc Chem Commun: 1040

    Google Scholar 

  • Mitscher LA, Bathala MS, Clark GW, Beal JL (1975a) Antimicrobial agents from higher plants. The quaternary alkaloids of Ptelea trifoliata Lloydia 38: 109–116

    PubMed  CAS  Google Scholar 

  • Mitscher LA, Bathala MS, Clark GW, Beal JL (1975b) Antimicrobial agents from higher plants. The antimicrobially inactive components of Ptelea trifoliata Lloydia 38: 117–124

    PubMed  CAS  Google Scholar 

  • Mizuta M, Kanamori H (1985) Mutagenic activities of dictamnine and y fagarine fromDictamni radicis cortex (Rutaceae). Mutat Res 144: 221–225

    Google Scholar 

  • Montagu M, Levillain P, Chenieux JC, Rideau M (1986) Dosage d’alcaloides dihydrofuro [2,3-b] quinoleinium dans des tissus in vitro par Chromatographie sur couche mince de gel de silice et fluorodensitometrie. J Chromatogr 351: 144–149

    Article  CAS  Google Scholar 

  • Mooken JD, Bailey VL, Bailey HE (1969) Occurrence of furoquinoline alkaloids in Ptelea trifoliata Lloydia 32: 526–527

    Google Scholar 

  • Mulvey RK, Zalewski CJ (1969) Kokusaginine: plant sources and its isolation fromPtelea trifoliata root bark. Econ Bot 23: 75–81

    Article  CAS  Google Scholar 

  • Murashige T, Tucker DPH (1969) Growth factor requirements of Citrus tissue cultures. In: Proc 1st Int Citrus Symp, Riverside, California, vol. 3, pp 1155–1161

    Google Scholar 

  • Musajo L, Rodighiero G (1971) Photosensitizing properties of furocoumarins. Herba Hung 10: 79–94

    CAS  Google Scholar 

  • Nikolin K (1971) Klinische Untersuchungen mit einem aus Ruta graveolens hergestellten, Bergapten- und Xanthotoxin-enthaltenden Präparat bei an Vitilago-leidenden Kranken. Herba Hung 10: 141

    Google Scholar 

  • Novâk I, Szendrei K, Pàpay V, Minker E, Koltai M (1970) Hazai Rutaceae-Fajok vizsgâlata Ptelea trifoliata L. Herba Hung 9: 23–31

    Google Scholar 

  • Petit-Paly G (1988) Les alcaloïdes quaternaires dihydrofuroquinoléiques à activité cytotoxique de Ptelea trifoliata L. (Rutacée). Comparaison de la variabilité intraspécifique (in vivo) et de la variabilité somaelonale (in vitro). Mise en évidence de molécules nouvelles Thèse Doctorat d’Etat ès Sci Pharm, Tours, 189 pp

    Google Scholar 

  • Petit-Paly G, Montagu M, Viel C, Rideau M, Chénieux JC (1987) Dihydrofuro [2,3-b] quinolinium alkaloids in cultured cells of Ptelea trifoliata. Isolation of a new alkaloid Ptelecultinium. Plant Cell Rep 6: 309–312

    Google Scholar 

  • Petit-Paly G, Ramawat KG, Chénieux JC, Rideau M (1989a) Rut a graveolens: in vitro production of alkaloids and medicinal compounds. In: Bajaj YPS (ed) Biotechnology in agriculture and forestry, vol. 7. Medicinal and aromatic plants II. Springer, Berlin Heidelberg New York, pp 488–505

    Google Scholar 

  • Petit-Paly G, Montagu M, Mérienne C, Viel C, Rideau M, Chénieux JC (1989b) New alkaloids isolated from Ptelea trifoliata L. Planta Med 55: 209–210

    Article  CAS  Google Scholar 

  • Petit-Paly G, Montagu M, Viel C, Chénieux JC, Rideau M (1990) Occurrence of ptelecultinium in Ptelea trifoliata L. (Rutaceae). Pharmazie 45: 698

    Google Scholar 

  • Polievtsev NP, Evdokinova N, Sultanov MB (1972) Effect ofHaplophyllum alkaloids on animal body temperatures. Farmakol Alkaloidov Ikh Proizvod 41–47 (Ca 1974, 80: 103867 u)

    Google Scholar 

  • Pothier J, Petit-Paly G, Montagu M, Galand N, Chénieux JC, Rideau M, Viel C (1990) Separation of quinolizidine and dihydrofuro [2,3-b] quinolinium alkaloid by over pressured layer chromatography. J Planar Chromatogr 3: 356–358

    CAS  Google Scholar 

  • Reisch J, Szendrei K, Novâk I, Minker E, Pàpay V (1969) Inhaltsstoffe der Blüten von Ptelea trifoliata Arctigenin-Methyläther, (+)-Hydroxilunin und Ptelefolin. Tetrahedron Lett 43: 3803–3806

    Google Scholar 

  • Reisch J, Szendrei K, Pàpay V, Minker E, Novâk I (1970a) Über die Strukturen weiterer Chinolon-2 Alkaloide aus Ptelea trifoliata Tetrahedron Lett 22: 1945–1948

    Article  Google Scholar 

  • Reisch J, Szendrei K, Pàpay V, Novâk I, Minker E (1970b) Ptelefolin, ein chinolon-4 Alkaloid aus Ptelea trifoliata Tetrahedron Lett 38: 3365–3368

    Article  Google Scholar 

  • Reisch J, Szendrei K, Novâk I, Minker E, Körösi J, Csedo K (1972) Drei neue Chinolon-2 Alkaloide aus Ptelea trifoliata Tetrahedron Lett 5: 449–452

    Article  Google Scholar 

  • Reisch J, Mirhom YM, Körösi J, Szendrei K, Novâk I (1973) O-Methyl ptelefolonium als Ptelea “Leital alkaloid”. Phytochemistry 12: 2552–2553

    Article  CAS  Google Scholar 

  • Reisch J, Körösi J, Szendrei K, Novâk I, Minker E (1975a) Cumarine und Chinolin-Alkaloide aus der Wurzelrinde von Ptelea trifoliata Phytochemistry 14: 1678–1679

    Article  CAS  Google Scholar 

  • Reisch J, Körosi J, Szendrei K, Novâk I, Minker E (1975b) 7,8-Methylendioxy-chinolin-Derivate als neue Alkaloide der Blüten vonPtelea trifoliata Phytochemistry 14: 2722–2723

    Article  CAS  Google Scholar 

  • Rideau M, Verchère C, Hibon P, Chénieux JC, Maupas P, Viel C (1979) Alcaloïdes dihydrofuroquinoléiques de quelques Rutaceae. Isolement, structure, propriétés biologiques. Phytochemistry 18: 155–169

    Google Scholar 

  • Sargent GHS (1892) The silva of North America, vol. I. Riverside Press, Cambridge, pp 75–77

    Google Scholar 

  • Schoepf D (1787) Materia medica americana. Potissimum regni vegetabilis. Erlangae Sumtibus 10 IAC Palmii. In: Bull Lloyd Libr Bot Pharm Mat Med (1903)3: 15

    Google Scholar 

  • Schroeder EM (1937) Germination of fruits of Ptelea species. Contrib Boyce Thompson Inst 8: 355–359

    Google Scholar 

  • Sinha-Roy SP, Chakraborty DP (1976) Psoralen, a powerful germination inhibitor. Phytochemistry 15: 2005–2006

    Article  CAS  Google Scholar 

  • Soine TO (1964) Naturally occurring coumarins and related physiological activities. J Pharm Sci 53:231

    Article  PubMed  CAS  Google Scholar 

  • Spencer CF, Koniuszy FR, Rogers EF, Shavel J, Easton NR, Kaczka EA, Kuehlf A, Philips RF, Walti A, Folkers K (1947) Survey of plants for antimalarial activity. Lloydia 10: 145–174

    Google Scholar 

  • Standley PC (1923) Trees and shrubs of Mexico. Contr US Natl Herb 23: 517–848

    Google Scholar 

  • Szendrei K, Novâk I, Petz M, Reisch J, Bailey HE, Bailey VL (1973) Coumarins and alkaloids from Ptelea trifoliata ssppallida var confiais Lloydia 36: 333–337

    PubMed  CAS  Google Scholar 

  • Torres JC (1950) Estudo farmaeognostico de la hoja de Ruda(Ruta graveolens) Farmacognosia 10: 275–361

    CAS  Google Scholar 

  • Towers GHN, Graham EA, Spenser ID, Abramowski Z (1981) Phototoxic furanoquinolines of the Rutaceae. Planta Med 41: 136–142

    Article  PubMed  CAS  Google Scholar 

  • Trémouillaux-Guiller J, Andreu F, Crèche J, Chénieux JC, Rideau M (1987) Variability in tissue culture of Choisya ternata Alkaloid accumulation in protoclones and aggregate clones obtained from established strains. Plant Cell Rep 6: 375–378

    Google Scholar 

  • Trémouillaux-Guiller J, Kodja H, Andreu F, Crèche J, Rideau M, Chénieux JC (1988) Variability in tissue cultures of Choisya ternata Comparing alkaloid production in cell lines obtained by various strategies. Plant Cell Rep 7: 456–458

    Google Scholar 

  • Ulrich R (1942) Observations sur la croissance de quelques fruits. Rev Sci 80: 24–30

    Google Scholar 

  • Vannier L, Poirier J (1976) Précis de Matière médicale homéopathique. Doin, Paris 369 pp

    Google Scholar 

  • Waterman PG (1975) Alkaloids of the Rutaceae: their distribution and systematic significance. Biochem Syst Ecol 3: 149–180

    Article  CAS  Google Scholar 

  • Waterman PG (1986) A phytochemist in the African rain forest. Phytochemistry 25: 3–17

    Article  CAS  Google Scholar 

  • Weinstein B, Craig AR, Fuller LW, Kang JB, Me Breen SA (1972) Furanocoumarins from Poncirus trifoliata and Ptelea baldwinii Phytochemistry 11: 1530

    Article  CAS  Google Scholar 

  • Wilson P (1911) Notes on Rutaceae. Some characters in Ptelea and Taravalia Bull Torrey Bot Club 38: 296–297

    Article  Google Scholar 

  • Wink M (1989) Genes of secondary metabolism: differential expression in plants and in vitro cultures and functional expression in genetically transformed microorganisms. In: Kurz WGW (ed) Primary and secondary metabolism of plant cell cultures. Springer, Berlin Heidelberg New York, pp 239–25

    Chapter  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1993 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Petit-Paly, G., Montagu, M., Trémouillaux-Guiller, J., Chénieux, J.C., Rideau, M. (1993). Ptelea trifoliata (Quinine Tree, Hop Tree): In Vitro Culture and the Production of Alkaloids and Medicinal Compounds. In: Bajaj, Y.P.S. (eds) Medicinal and Aromatic Plants IV. Biotechnology in Agriculture and Forestry, vol 21. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-77004-3_19

Download citation

  • DOI: https://doi.org/10.1007/978-3-642-77004-3_19

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-77006-7

  • Online ISBN: 978-3-642-77004-3

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics