Skip to main content
SpringerLink
Log in

Antineopastic natural products and the analogues IV. Aurapten, the cytotoxic coumarin fromPoncirus trifoliata against L1210 cell

  • Communication
  • Published:
Archives of Pharmacal Research Aims and scope Submit manuscript

Abstract

A cytotoxic coumarin against L1210 cell was isolated from the unripe fruit ofPoncirus trifoliata (ED50=10.2 μg/ml). Its structure was identified as aurapten, 7-geranyloxycoumarin. Hydrolysis of the substance gave umbelliferone and geraniol. Only geraniol showed the cytotoxic activity (ED50=6.5 μg/ml) while umbelliferone and its methyl or allyl derivatives were not active.

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

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Literature Cited

  1. Ryu, S. H., Moon, K. H. and Pack, M. Y.: Primary screening for growth inhibitors of L1210 cells from oriental herbs,Kor. J. Appl. Microbiol. Bioeng.,10, 53 (1982).

    Google Scholar 

  2. Ryu, S. H., Ahn, B. Z. and Pack, M. Y.: The cytotoxic principle ofScutellariae radix against L1210 cell,Plant. Med.,286, in press.

  3. Ryu, S. H., Yoo, B. T., Ahn, B. Z. and Pack, M. Y.: Synthese einiger gegen L1210-Zellen cytotoxischer Flavone,Arch. Pharm.,318, in press.

  4. Guiotto, A., Rodighiero, P., Quintily, U. and Pastorini, G.: Coumarin and furocoumarin fromPoncirus trifoliata. Part 4. Isoponcimarin: a new coumarin fromPoncirus trifoliata, Phytochemistry,15, 348 (1976).

    Article  CAS  Google Scholar 

  5. Guiotto, A., Rodighiero, P. and Quintily, U.: Poncimarin, a new coumarin fromPoncirus trifoliata, Z. Naturforsch., C: Biosci.,30C, 420 (1975).

    CAS  Google Scholar 

  6. Guiotto, A., Rodighiero, P., Pastorini, G. and Celon, E.: Coumarins from unripe fruits ofPoncirus trifoliata, Phytochemistry,16, 1257 (1977).

    Article  CAS  Google Scholar 

  7. Thayer, P. S., Himmelfarb, P. and Watts, G. L.: Cytotoxicity assays with L1210 cellsin vitro: comparison with L1210in vivo and KB cellsin vitro, Cancer Chemother. Rep. (Part 2),2, 1 (1971).

    CAS  Google Scholar 

  8. Krishnaswamy, B. and Seshadri, T. R.: Synthetic experiments in the benzopyrone series. III. Synthesis of coumarino- and flavono-methyl-7,8-dihydrofurans,Proc. Indian Acad. Sci.,13A, 43 (1941).

    CAS  Google Scholar 

  9. Tsetlin, A. L., Nikonov, G. K., Shvarev, I. F. and Pimenov, M. G.: Antitumor activity of natural coumarins,Rast. Resursy,1(4), 507 (1965), CA 64-14795.

    CAS  Google Scholar 

  10. Elderfield, R. C. and Roy, J.: Synthesis of potential anticancer agents. XVIII. Nitrogen mustards from 6-substituted coumarins,J. Med. Chem.,10(5), 918 (1967).

    Article  PubMed  CAS  Google Scholar 

  11. Ryan, J. J., Ketcham, A. S. and Wexler, H.: Warfarin treatment of mice bearing autochthonous tumors: effect on spontaneous metastases,Science,162, 1493 (1968).

    Article  PubMed  CAS  Google Scholar 

  12. Padmawinata, K.: Isolation and identification of cancer delaying compounds from the leaves ofGeijera salicifolia, Acta Pharm.,4(1), 1(1973), CA 79-75897.

    CAS  Google Scholar 

  13. Wattenberg, L. W., Lam, L. K. T. and Fladmoe, A. V.: Inhibition of chemical carcinogen-induced neoplasia by coumarins and α-angelicalactone,Cancer Res.,39(5), 1651 (1979).

    PubMed  CAS  Google Scholar 

  14. Tai, P. H. and Hung, Y. F.: Antitumor constituents inChloranthus glaber Makino,Chung Ts’ao Tao,12(3), 9 (1981), CA 95-103209.

    CAS  Google Scholar 

  15. Shah, D. O. and Trivedi, K. N.: Nitrogen mustards from coumarin derivatives,Indian J. Chem.,13 (10), 1103 (1975).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. College of Pharmacy, Chungnam National University, 300-31, Taejeon, Korea

    Kyu Sang Kang, Sung Ho Ryu & Byung Zun Ahn

Authors
  1. Kyu Sang Kang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Sung Ho Ryu
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Byung Zun Ahn
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kang, K.S., Ryu, S.H. & Ahn, B.Z. Antineopastic natural products and the analogues IV. Aurapten, the cytotoxic coumarin fromPoncirus trifoliata against L1210 cell. Arch. Pharm. Res. 8, 187–190 (1985). https://doi.org/10.1007/BF02857044

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02857044

Keyword

Search

Navigation