Skip to main content
SpringerLink
Log in

Heimia salicifolia: In Vitro Culture and the Production of Phenyl- and Biphenylquinolizidines

  • Chapter
Medicinal and Aromatic Plants II

Part of the book series: Biotechnology in Agriculture and Forestry ((AGRICULTURE,volume 7))

  • 670 Accesses

Abstract

Heimia salicifolia, a small shrub of the Lythraceae (Fig. 1) is the source of biphenylquinolizidine lactones and related alkaloids (Blomster et al. 1964; Douglas et al. 1964; Golebiewski and Wrobel 1981). Heimia is distributed throughout the tropical and subtropical climates of the American Continent and has been described as reaching 0.5–3 m in height (Martinez 1959). It has sessile, linear lanceolate leaves that are generally opposite. The yellow flowers are solitary and axillary. The fruit is a capsule filled with small (ca. 0.5 mm diameter) ovoid seeds.

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 129.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 169.99
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

  • Appel HG, Rother A, Sehwarting AE (1965) Alkaloids of Heimia salicifolia. II. Isolation of nesodine and lyfoline and their correlation with other Lythracea alkaloids. Lloydia 28: 84–89.

    CAS  Google Scholar 

  • Bajaj YPS (ed) (1988) Biotechnology in agriculture and forestry, vol 4. Medicinal and aromatic plants I. Springer, Berlin Heidelberg New York Tokyo.

    Google Scholar 

  • Berhn J, Beier H, Fecker L, Forche E, Noé W, Sasse F, Schiel O, Wray V (1985) Conventional and new approaches to increase the alkaloid production of plant cell cultures. In: Neuman KH, Barz W, Reinhard E eds Primary and secondary metabolism of plant cell cultures. Springer, Berlin Heidelberg New York Tokyo, 272–280.

    Google Scholar 

  • Blomster RN, Schwarting AE, Bobbitt JM (1964) Alkaloids of Heimia salicifolia. I. A preliminary report. Lloydia 27: 15–24.

    CAS  Google Scholar 

  • Byrne JA, Malone MH (1981) Protective effects of cryogenine, lythrine and certain derivatives in croton oil-induced inflammation. Proc West Pharmacol Soc 24: 183–187.

    PubMed  CAS  Google Scholar 

  • Chang YC, Malone MH (1971) Anti-inflammatory and hver sulfhydryl content-altering effects of certain nonsteroids in the rat. J Pharm Sci 60: 416–419.

    Article  PubMed  CAS  Google Scholar 

  • DeCato L Jr, Brown JK, Malone MH (1974) Effects of benzoquinolizine homologues on proliferative and exudative inflammation. Eur J Pharmacol 26: 22–29.

    Article  CAS  Google Scholar 

  • Dobberstein RH, Edwards JM, Schwarting AE (1975) The sequential appearance and metabolism of alkaloids in Heimia salicifolia. Phytochemistry 14: 1769–1775.

    Article  CAS  Google Scholar 

  • Dominguez XA, Marroquin J, Quintero BS, Vargas SB (1975) Two new quinolizidine alkaloids from Hemia salicifolia. Phytochemistry 14: 1883–1884.

    Article  CAS  Google Scholar 

  • Douglas B, Kirkpatrick JL, Raffauf RF, Ribeiro O, Weisbach JA (1964) Problems in chemotaxonomy. II The major alkaloids of the genus Heimia. Lloydia 27: 25–31.

    CAS  Google Scholar 

  • El-Olemy MM, Stohs SJ, Schwarting AE (1971) Heimidine, a new alkaloid from Heimia salicifolia. Lloydia 34: 439–441.

    PubMed  CAS  Google Scholar 

  • Ferris JP (1962) Lythraceae alkaloids. I. Isolation and structural studies of the alkaloids of Decodon verticillatus (L.) Ell. J Org Chem 27: 1985–2990.

    Article  Google Scholar 

  • Gamborg OL (1975) Callus and cell culture. In: Gamborg OL, Wetter LR eds Plant tissue culture methods. Nat Res Counc Can, Prairie Reg Lab, Saskatoon Sask, 1–10.

    Google Scholar 

  • Golebiewski WM, Wrobel JT (1981) The Lythraceae alkaloids. In: Manske RHF (founding ed), Rodrigo RGA ed The alkaloids, vol 18. Academic Press, London New York, 263–322.

    Chapter  Google Scholar 

  • Gupta RN, Horsewood P, Koo SH, Spenser ID (1979) The biosynthesis of the Lythracea alkaloids I. The lysine-derived fragment. Can J Chem 57: 1606–1614.

    Article  CAS  Google Scholar 

  • Heble MR (1985) Multiple shoot cultures: A viable alternative in vitro system for the production of known and new biologically active plant constituents. In: Neumann KH, Barz W, Reinhard E eds Primary and secondary metabolism of plant cell cultures. Springer, Berlin Heidelberg New York Tokyo, 281–289.

    Chapter  Google Scholar 

  • Hedges SH, Herbert RB, Wormald PC (1983) Biosynthesis of Lythraceae alkaloids: Incorporation of DL-4,513C2, 6-14C lysine and cis-and trans-4-(3,4-dihydroxyphenyl)-quinolizidin-2-one into vertine and lythrine. J Chem Soc Chem Commun 145-147.

    Google Scholar 

  • Hoehne FC (1939) Plantas e substâncias végétais tóxicas e medicinais. Chapter LXXII Lythraceae e afins. Graphicars S Paulo-Rio, pp 206-209.

    Google Scholar 

  • Hörhammer RB (1973) Isolation and structural elucidation of minor alkaloids of Heimia salicifolia Link and Otto. Ph D Thesis, Univ Conn, Storrs.

    Google Scholar 

  • Hörhammer RB, Schwarting AE, Edwards JM (1971) The structure of dehydrodecodine. Z Naturforsch 26b:970–971.

    Google Scholar 

  • Kaplan HR, Wolke RE, Malone MH (1967) Anti-inflammatory evaluation of cryogenine. J Pharm Sci 56: 1385–1392.

    Article  PubMed  CAS  Google Scholar 

  • Keller TM (1981) The non-alkaloidal constituents of Heimia salicifolia Link and Otto. Master’s Thesis, Univ Conn, Storrs.

    Google Scholar 

  • Kocialski AB, Marozzi FJ Jr, Malone MH (1972) Effects of certain nonsteroid anti-inflammatory drugs, tolbutamide and tetrahydroalstonine on blood glucose and carrageenan-induced pedal edema in the rat. J Pharm Sci 61: 1202–1205.

    Article  PubMed  CAS  Google Scholar 

  • Kosersky DS, Malone MH (1971) Pharmacologic investigation of the anti-inflammatory activity of cryogenine. Pharmacologist 13: 284.

    Google Scholar 

  • Kosersky DS, Watson WC, Malone MH (1973) Effects of cryogenine and selected other anti-inflammatory agents on ultraviolet-induced erythema. Proc West Pharmacol Soc 16: 249–251.

    CAS  Google Scholar 

  • Lema WJ, Blakenship JW, Malone MH (1986) Prostaglandin synthetase inhibition by alkaloids of Heimia salicifolia. J Ethnopharmacol 15: 161–167.

    Article  PubMed  CAS  Google Scholar 

  • Malone MH (1986) Cryogenine. Drugs Future 11: 95–96.

    Google Scholar 

  • Malone MH, Trottier RW Jr (1973) Evaluation of cryogenine on rat paw thermal oedema and isolated rat uterus. Br J Pharmacol 48: 255–262.

    PubMed  CAS  Google Scholar 

  • Mantell SH, Smith H (1983) Culture factors that influence secondary metabolite accumulations in plant cell and tissue cultures. In: Mantell SH, Smith H (eds) Plant biotechnology Univ Press, Cambridge, pp 75–108.

    Google Scholar 

  • Martinez M (1959) Las plantas medicinales de Mexico, 4th edn. Ediciones Botas, Mexico, pp 293–295.

    Google Scholar 

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

    Article  CAS  Google Scholar 

  • Nucifora TL, Malone MH (1971) Comparative psychopharmacologie investigation of cryogenine, certain non-steroid anti-inflammatory compounds, lupine alkaloids and cyproheptadine. Arch Int Pharmacodyn Ther 191: 345–356.

    PubMed  CAS  Google Scholar 

  • Oliver-Bever B (1972) Drug plants in ancient and modern Mexico. Q J Crude Drug Res 12: 1957–1972.

    Google Scholar 

  • Omaye ST, Kosersky DS, Malone MH (1972) Hematological effects of cryogenine and selected other agents in rats with adjuvant-induced arthritis. Proc West Pharmacol Soc 15: 205–208.

    CAS  Google Scholar 

  • Pelosi LA, Rother A, Edwards JM (1985) The effect of light on the production of Heimia alkaloids. Phytochemistry 24: 2215–2218.

    Article  CAS  Google Scholar 

  • Pelosi LA, Rother A, Edwards JM (1986) Lysine decarboxylase activity and alkaloid production in Heimia salicifolia cultures. Phytochemistry 25: 2315–2319.

    Article  CAS  Google Scholar 

  • Peter HM (1986) Tissue culture of medicinal plants. Honors Thesis, Univ Conn, Storrs.

    Google Scholar 

  • Rother A (1985) The phenyl-and biphenyl-quinolizidines of in vitro-grown Heimia salicifolia. J Nat Prod 48: 33–41.

    Article  PubMed  CAS  Google Scholar 

  • Rother A, Schwarting AE (1978) Desmethoxyabresoline and 10-epi-desmethoxyabresoline, new ester alkaloids in Heimia salicifolia. Phytochemistry 17: 305–309.

    Article  CAS  Google Scholar 

  • Schoofs G, Teichmann S, Hartmann T, Wink M (1983) Lysine decarboxylase in plants and its integration in quinolizidine alkaloid biosynthesis. Phytochemistry 22: 65–69.

    Article  CAS  Google Scholar 

  • Watson WC, Malone MH (1977) Evaluation of immunosuppressive potential of cryogenine using developing and established adjuvant arthritis in rats. J Pharm Sci 66: 1304–1308.

    Article  PubMed  CAS  Google Scholar 

  • Wink M, Hartmann T (1982) Localization of the enzymes of quinolizidine alkaloid biosynthesis in leaf chloroplasts of Lupinus polyphyllus. Plant Physiol 10: 74–77.

    Article  Google Scholar 

  • Wink M, Witte L, Hartmann T (1981) Quinohzidine alkaloid composition of plants and photomixotrophic cell suspension cultures of Sarothamnus scoparius and Orobanche rapum-genistae. Planta Med 43:342–352.

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. School of Pharmacy, Section of Medicinal Chemistry and Pharmacognosy, University of Connecticut, Storrs, CT, 06268, USA

    A. Rother

Authors
  1. A. Rother
    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

© 1989 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Rother, A. (1989). Heimia salicifolia: In Vitro Culture and the Production of Phenyl- and Biphenylquinolizidines. In: Bajaj, Y.P.S. (eds) Medicinal and Aromatic Plants II. Biotechnology in Agriculture and Forestry, vol 7. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-73617-9_14

Download citation

  • DOI: https://doi.org/10.1007/978-3-642-73617-9_14

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-73619-3

  • Online ISBN: 978-3-642-73617-9

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation