Skip to main content
SpringerLink
Log in

Valepotriates: Production by Plant Cell Cultures

  • Chapter
Medicinal and Aromatic Plants I

Part of the book series: Biotechnology in Agriculture and Forestry ((AGRICULTURE,volume 4))

Abstract

Plants within the Valerianaceae family have a long tradition in folk medicine (Rücker 1979). Nardostachys jatamansi DC. as well as Valeriana wallichii DC. and V. officinalis L. var. angustifolia have been used in India. In China, the use of Nardostachys chinensis BATALIN was reported as early as the T’ang dynasty (618–906 A.D.). In the Soviet Union, Patrinia species served as sedative drugs. Valeriana officinalis L. is widely used as a sedative in Central Europe. In the German Index of medicaments (Rote Liste), 132 registrated preparations contain either Valeriana officinalis, V. wallichii or V. edulis spp. procera (Becker and Förster 1984). Among these preparations are some that are standardized for their valepotriate content (e.g., Valmane, Baldrisedon, Harmonicum Much). Despite the broad use of Valerianaceae, the question of their active compounds is still not fully resolved. Until 1966, essential oils containing mono- and sesquiterpenoids were believed to have a sedative effect. Schultz and Müller (1960), and Mannetstätter et al. (1966) had first isolated a new group of active compounds that were fully characterized by Thies et al. (Thies and Funke 1966; Thies 1966, 1968, 1969). Thies named this group of compounds valepotriates derived from Valeriana epoxytriester (see Sect. 1.2 for structure).

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

Access this chapter

Log in via an institution
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.

References

  • Bäumer JJ (1982) Untersuchungen zur Stoffwechselphysiologie verzweigtkettiger Aminosäuren; Selektionierung und Charakterisierung Trifluorleucin-resistenter Zeil-Linien von Valeriana wallichii DC. Diss, Univ Heidelberg.

    Google Scholar 

  • Bäumer JJ, Becker H (1983) Growth inhibition of a Valeriana wallichii cell culture by branched chain amino acids. Z Pflanzenphysiol 110:107–112.

    Google Scholar 

  • Becker H, Bäumer JJ (1983) Isolation and characterisation of cell lines of Valeriana wallichii resistant to trifluoroleucine. Z Pflanzenphysiol 112:43–51.

    CAS  Google Scholar 

  • Becker H, Chavadej S (1985) Valepotriate production of normal and colchicine-treated cell suspension cultures of Valeriana wallichii. J Nat Prod 48:17–21.

    Article  PubMed  CAS  Google Scholar 

  • Becker H, Förster W (1984) Biologie, Chemie and Pharmakologie pflanzlicher Sedativa. Phytother 5:817–823.

    CAS  Google Scholar 

  • Becker H, Herold S (1983) RP-8 Auxiliary phase for the accumulation of valepotriates from cell-suspension-culture of Valeriana wallichii. Planta Med 49:191–192.

    Article  PubMed  CAS  Google Scholar 

  • Becker H, Schrall R (1980) Valepotriates in tissue cultures of nine different Valerianaceae species in comparison to literature data of the intact plants. J Nat Prod 43:721–723.

    Article  PubMed  CAS  Google Scholar 

  • Becker H, Schrall R, Hartmann W (1977) Calluskulturen von Baldrian-Arten, 1. Mitt. Anlage einer Calluskultur von Valeriana wallichii DC. und erste analytische Untersuchungen. Arch Pharm 310:481–484.

    Article  CAS  Google Scholar 

  • Becker H, Chavadej S, Weberling F (1983) Valepotriates in Valeriana thalictroides. Planta Med 49:64.

    Article  PubMed  CAS  Google Scholar 

  • Becker H, Chavadej S, Bäumer J, Stoeck M (1984a) Isolation and characterisation of different cell-lines of Valeriana wallichii. Proc 3rd Eur Congr Biotechnology, vol 1. München, pp 203-207.

    Google Scholar 

  • Becker H, Chavadej S, Thies PW, Finner E (1984b) The structure of new valepotriates from tissue cultures of Valeriana wallichii. Planta Med 50:245–248.

    Article  PubMed  CAS  Google Scholar 

  • Becker H, Reichling J, Bisson W, Herold S (1984c) Two phase culture: A new method to yield lipophilic secondary products from plant suspension cultures. Proc 3rd Eur Congr Biotechnology, vol 1. München, pp 209-213.

    Google Scholar 

  • Becker H, Chavadej S, Tauscher B, Pastor de Abram A, Finner E, Borchers F (1986) Monoene-and diene-type valepotriates from Phyllactis pulvinata. Phytochemistry 25:1250–1252.

    Article  CAS  Google Scholar 

  • Bounthanh C (1986) Etudes de quelques propriétés pharmacologiques des valepotriates, molécules isolées des racines de Valeriana wallichii (L.) D. C. Thèse, Univ Louis Pasteur, Strasbourg.

    Google Scholar 

  • Bounthanh C, Bergmann C, Beck JP, Haag-Berrurier M, Anton R (1981) Valepotriates, a new class of cytotoxic and antitumor agents. Planta Med 41:21–28.

    Article  PubMed  CAS  Google Scholar 

  • Braun R, Dittmar W, Machut M, Weickmann S (1982) Valepotriate mit Epoxidstruktur — beachtliche Alkylantien. Dtsch Apotheker Z 122:1109–1113.

    CAS  Google Scholar 

  • Chavadej S (1983) Wachstum und Valepotriatproduktion Colchicin behandelter Zellkulturen von Valeriana wallichii DC. Diss, Univ Heidelberg.

    Google Scholar 

  • Chavadej S, Becker H (1984) Influence of cholchicine treatment on chromosome number and growth rate of tissue cultures of Valeriana wallichii DC. Plant Cell Tiss Org Cult 3:265–275.

    Article  CAS  Google Scholar 

  • Coggins C, Henning GL, Yokohama H (1969) Lycopene accumulation induced by 2-(4-chloroethylthio)-triethyl-amine hydrochloride. Science 168:1589–1590.

    Article  Google Scholar 

  • Douglas TJ, Paleg LG (1974) Plant growth retardants as inhibitors of sterol biosynthesis in tobacco seedlings. Plant Physiol 54:238–245.

    Article  PubMed  CAS  Google Scholar 

  • Eickstedt KW von, Raman S (1969) Psychopharmakologische Wirkungen von Valepotriaten. Arzneimittelforschung 19:316–319.

    Google Scholar 

  • Fink C, Hölzl J, Rieger H, Krieglstein J (1984) Wirkungen von Valtrat auf das EEG des isoliert perfundierten Rattenhirns. Arzneimittelforschung 34:170–174.

    PubMed  CAS  Google Scholar 

  • Förster W (1985) Untersuchung zur Stimulation der Valepotriatproduktion in Zellkulturen von Valeriana wallichii und Fedia cornucopiae (Valerianaceae) durch Bioregulatoren. Diss, Univ Heidelberg.

    Google Scholar 

  • Förster W, Becker H (1987) Effects of plant bioregulators on the production of iridoid derived terpenoids in Valeriana wallichii and Fedia cornucopiae cell suspension cultures. Z Naturforsch 42c:33–40.

    Google Scholar 

  • Förster W, Becker H, Rodriguez E (1984) HPLC analysis of valepotriates in the North American genera Plectritis and Valeriana. Planta Med 7-9.

    Google Scholar 

  • Funke ED (1976) Valepotriate in oberirdischen und unterirdischen Organen von Valerianaceen. Diss, Univ Münster.

    Google Scholar 

  • Funke ED, Friedrich H (1974) Valepotriate in den oberirdischen Organen einiger Arten der Valerianaceen. Phytochemistry 13:2023–2024.

    Article  CAS  Google Scholar 

  • Graebe JE, Ropers HJ (1978) Gibberellins. In: Letham DS, Goodwin PB, Higgins TJV (eds) Phytohormones and related compounds: A comprehensive treatise, vol 1. Elsevier/North Holland Biomedical Press, Amsterdam, pp 107–203.

    Google Scholar 

  • Hölzl J, Jurcic K (1977) Valepotriate in den Blättern von Valeriana jatamansii. Planta Med 27:133–139.

    Article  Google Scholar 

  • Hölzl J, Chari VM, Seligmann O (1976) Zur Struktur von drei genuinen Valtrathydrinen aus Valeriana tiliaefolia. Tetrahedron Lett 1171-1174.

    Google Scholar 

  • Knypl JS (1969) Accumulation of lycopene in detached cotyledones of pumpkin treated with 2-chlorethyl-trimethyl-ammonium chloride. Naturwissenschaften 56:572–573.

    Article  PubMed  CAS  Google Scholar 

  • Lee SL, Cheng KD, Scott AI (1981) Effects of bioregulators on indole alkaloid biosynthesis in Catharanthus roseus cell culture. Phytochemistry 20:1841–1843.

    Article  CAS  Google Scholar 

  • Lehninger AL (1977) Biochemie, 2nd edn. Chemie, Weinheim, p 471.

    Google Scholar 

  • Mannetstätter E, Gerlach H, Poethke W (1966) Phytochemische Untersuchungen an Centranthus ruber DC. Pharmazie 21:321.

    Google Scholar 

  • Murashige T, Skoog F (1962) A revised medium for rapid growth and bioassays with tobacco tissue cultures. Physiol Plant 15:473–497.

    Article  CAS  Google Scholar 

  • Neczypor W (1964) Gehalt und Lanatosid-ABC-Verhältnis diploider und tetraploider Digitalis lanata-Stämme. Pharmazie 19:38–41.

    PubMed  CAS  Google Scholar 

  • Pei-Lu Chin, Bottino PJ, Patterson GW (1980) Sterol composition of nystatin and amphotericin B resistant tobacco callus. Lipids 15:50–54.

    Article  Google Scholar 

  • Rücker G (1979) Über die „Wirkstoffe” der Valerianaceen. Pharm Unserer Zeit 8:78–86.

    Article  PubMed  Google Scholar 

  • Schrall R, Becker H (1979) Valepotriate in Callus-und Suspensionskulturen von verschiedenen Valerianaceen. Herba Hung 18:75–83.

    CAS  Google Scholar 

  • Schultz OE, Müller F (1960) Untersuchungen über Baldrian-Wirkstoffe mit dem Test nach Haffner. Arzneimittelforschung 10:78–88.

    PubMed  CAS  Google Scholar 

  • Staba EJ, Nygaard BG (1983) In vitro culture of Guayule. Z Pflanzenphysiol 109:371–378.

    CAS  Google Scholar 

  • Stahl E, Schild W (1971) Über die Verbreitung der äquilibrierend wirkenden Valepotriate in der Familie der Valerianaceen. Phytochemistry 10:147–153.

    Article  CAS  Google Scholar 

  • Stahl E, Schild W (1981) Pharmazeutische Biologie, 4. Drogenanalyse II: Inhaltsstoffe und Isolierungen. Fischer, Stuttgart, New York.

    Google Scholar 

  • Steinegger E (1952) Grundlagen und Ergebnisse der Heteroploidie-Züchtung bei Arzneipflanzen. Sci Pharm 21:168–186.

    Google Scholar 

  • Stoeck M (1983) Isolierung Nystatin-resistenter Zellinien von Valeriana wallichii DC und Untersuchung ihres Sterol-und Valepotriatmusters. Diss, Univ Heidelberg.

    Google Scholar 

  • Suga T, Tange K, Ichio K, Hirata T (1980) Biosynthesis of triterpenoids from amino acids in Pisum sativum: the distribution of the radioactivity in squalene biosynthesized from radioisotopically labelled L-leucine and L-valine. Phytochemistry 19:67–70.

    Article  CAS  Google Scholar 

  • Thies PW (1966) Über die Wirkstoffe des Baldrians, 2. Zur Konstitution der Isovaleriansäureester Valepotriat, Acetoxyvalepotriat und Dihydrovalepotriat. Tetrahedron Lett 1163-1170.

    Google Scholar 

  • Thies PW (1968) Die Konstitution der Valepotriate, 3. Mitteilung über die Wirkstoffe des Baldrians. Tetrahedron 24:313–347.

    Article  CAS  Google Scholar 

  • Thies PW (1969) Zum chromogenen Verhalten der Valepotriate. Arzneimittelforschung 19:319–322.

    PubMed  CAS  Google Scholar 

  • Thies PW (1971) Synthesen neuartiger Heterocyclen aus Valeriana-Inhaltsstoffen. In: Wagner H, Hörhammer L (eds) Pharmacognosy and phytochemistry. 1st Int Congr, Munich, 1970. Springer, Berlin Heidelberg New York, pp 41–63.

    Chapter  Google Scholar 

  • Thies PW (1984) Synthetische Abwandlungen von Valepotriaten zum Zwecke der Wirkungsoptimierung. In: Baldrian: Botanik, Chemie und Pharmakologie. Bericht über eine Arbeitstagung in Heidelberg. Österr Apotheker Z 38:47–48.

    Google Scholar 

  • Thies PW, Funke S (1966) Über die Wirkstoffe des Baldrians, 1. Mitt. Nachweis und Isolierung von sedativ wirksamen Isovaleriansäureestern aus Wurzeln und Rhizomen von verschiedenen Valeriana-und Kentranthus-Arten. Tetrahedron Lett 1153-1162.

    Google Scholar 

  • Violon C, Vercruysse A (1985) Haemcytochromes in valepotriate producing tissue cultures of Centranthus macrosiphon. Phytochemistry 24:2205–2209.

    Article  CAS  Google Scholar 

  • Violon C, Van Cauwenbergh N, Vercruysse A (1983a) Valepotriate content in different in vitro cultures of Valerianaceae and characterization of Valeriana officinalis L. callus during a growth period. Pharm Weekbl Sci Ed 5:205–209.

    CAS  Google Scholar 

  • Violon C, Dekegel D, Vercruysse A (1983b) Microscopical study of Valepotriates in liquid droplets of various tissues from Valerian plants. Plant Cell Rep 2:300–303.

    Article  CAS  Google Scholar 

  • Violon C, Sonck W, Vercruysse A (1984a) Comparative study of the essential oils of in vivo and in vitro grown Valeriana officinalis L. and Centranthus macrosiphon Boiss. by coupled gas chromatography — mass spectrometry. J Chromatogr 288:474–478.

    Article  CAS  Google Scholar 

  • Violon C, Dekegel D, Vercruysse A (1984b) Relation between valepotriate content and differentiation level in various tissues from Valerianaceae. J Nat Prod 47:934–940.

    Article  CAS  Google Scholar 

  • Woods RA, Bard M, Jackson IE, Drutz DJ (1974) Resistance to polyene antibiotics and correlated sterol changes in two isolates of Candida tropicalis from a patient with an amphotericin B-resistant Funguria. J Infect Dis 129:53–58.

    Article  PubMed  CAS  Google Scholar 

  • Yokoyama H, Hsu WJ, Hayman E, Poling S (1984) Bioregulation in plant constituents. In: Timmer-mann BN, Steelink C, Loewus FA (eds) Phytochemical adaptions to stress. Recent advances in phytochemistry, vol 18. Plenum, New York, pp 231–250.

    Google Scholar 

  • Zeeh B, König KH, Jung J (1974) Development of new plant regulators with biological activity related to CCC. Kemia-Kemi 1:621–623.

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Pharmakognosie und Analytische Phytochemie, Universität des Saarlandes, F.R. 14.3, D-6600, Saarbrücken, Germany

    H. Becker

  2. Plant Biotechnology Institute, National Research Council, Saskatoon, S7N 0W9, Canada

    S. Chavadej

Authors
  1. H. Becker
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. S. Chavadej
    View author publications

    You can also search for this author in PubMed Google Scholar

Editor information

Editors and Affiliations

  1. A-137, New Friends Colony, New Delhi, 110065, India

    Y. P. S. Bajaj

Rights and permissions

Reprints and permissions

Copyright information

© 1988 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Becker, H., Chavadej, S. (1988). Valepotriates: Production by Plant Cell Cultures. In: Bajaj, Y.P.S. (eds) Medicinal and Aromatic Plants I. Biotechnology in Agriculture and Forestry, vol 4. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-73026-9_16

Download citation

  • DOI: https://doi.org/10.1007/978-3-642-73026-9_16

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-73028-3

  • Online ISBN: 978-3-642-73026-9

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation