Brine Shrimp Lethality of the Compounds from Phryma leptostachya L.

  • Lee, Sang-Myung (Korea Research Institute of Bioscience and Biotechnology) ;
  • Min, Byung-Sun (Korea Research Institute of Bioscience and Biotechnology) ;
  • Kho, Yung-Hee (Korea Research Institute of Bioscience and Biotechnology)
  • Published : 2002.10.01

Abstract

Brine shrimp assay-guided fractionation and isolation of the EtOAc soluble fraction of Phryma leptostachya L. (Phrymacaceae) gave two active compounds, phrymarolin II (1) and ursolic acid (2), which were identified by physicochemical and spectroscopic methods. Compound 1 exhibited potent lethality with $LD_{50}$ value of 0.0013 $\mu\textrm{g}$/ml, whereas 2 showed moderate lethality with $LD_{50}$ value of 27.0 $\mu\textrm{g}$/ml against brine shrimp. The cytotoxic activities of 1 and 2 were also evaluated against one murine and five human cancer cell lines employing the sulforhodamin B (SRB) method. Compound 2 exhibited cytotoxic activity against L1210 and SK-MEL-2 cells with $ED_{50}$ values of 3.70 and 9.27 mg/ml, respectively, whereas 1 was devoid of any cytotoxic activity against all cancer cells tested.

Keywords

References

  1. Anderson, J.E., Goetz, C.M., McLaughlin, J.L., Suffness, M., A blind comparison of simple bench-top bioassays and human tumor cell cytotoxicities as antitumor prescreens. Phytochem. Anal., 2, 107-111 (1991) https://doi.org/10.1002/pca.2800020303
  2. Borowitz, J.L., McLaughlin, J.L., Evidence for calcium channels in brine shrimp: diltiazem protects shrimp against cadmium. Bulletin of Environmental Contamination and Toxicology, 48, 435-440 (1992)
  3. Fatope, M.O., Ibrahim, H., Takeda, Y, Screening of higher plants reputed as pesticides using the brine shrimp lethality assay. Intemational Joumal of Pharmacognosy, 31, 250-254 (1993) https://doi.org/10.3109/13880209309082949
  4. Ishibashi, F., Taniguchi, E., Synthesis and absolute configuration of the insecticidal sesquilignan (+)-haedoxan A. Phytochemistry, 49, 613-622 (1998) https://doi.org/10.1016/S0031-9422(98)00270-2
  5. Kwon, B.M., Lee, S.H., Choi, S.U., Park, S.H., Lee, C.O., Cho, Y.K., Sing, N.D., Bok, S.H., Synthesis and in vitro cytotoxicity of cinnamaldehydes to human solid tumor cells. Arch. Pharm. Res., 21, 147-152 (1988) https://doi.org/10.1007/BF02974019
  6. McLaughlin, J.L., Chang, C.J., Smith, D.L., Bench-top bio-assays for the discovery of bioactive natural products: an update. Studies in Natural Products Chemistry. Vol. 9. pp. 383-490, Ed. Alta-ur-Rahman. Elsevier, Amsterdam (1991)
  7. Meyer, B.N., Ferrigni, N.R, Putnam, J.E., Jacobsen, L.B., Nichols, DE, McLaughlin, J.L., Brine shrimp: a convenient general bioassay for active plant constituents. Planta Med., 45, 31-34 (1982) https://doi.org/10.1055/s-2007-971236
  8. Min, B.S., Kim, Y.H., Lee, S.M., Jung, H.J., Lee, J.S., Na, M.K., Lee, C.O., Lee, J.P., Bae, K.H., Cytotoxic triterpenes from Crataegus pinnatifida. Arch. Pharm. Res., 23, 155-158 (2000) https://doi.org/10.1007/BF02975505
  9. Ozala, T., Vuorela, P., Kivranta, J., Vuorela, H., Hiltunen, R, A. bioassay using Artemia salina for detecting phototoxicity of plant coumarins. Planta Med., 65, 715-718 (1999) https://doi.org/10.1055/s-1999-14049
  10. Skehan, P., Storeng, R, Schudiero, DA, Monk, A, McMahan, J., Vistica, D., Warren, J.T., Bokesch, H., Kenny, S., Boyd, MR, New colorimetric cytotoxicity assay for anticancer drug screening. J. Natl. Cancer Inst., 82, 1107-1112 (1990) https://doi.org/10.1093/jnci/82.13.1107
  11. Solis, P.N., Wright, C.W., Anderson, M.M., Gupta, M.P., Phillipson, J.D., A microwell cytotoxicity assay using Artemia salina (brine shrimp). Planta Med., 59, 250-252 (1993) https://doi.org/10.1055/s-2006-959661
  12. Taniguchi, E., Oshima, Y, The structure of a novel Iignan, phrymarolin-Ⅱ from Phryma leptostachya L. Agr. Biol. Chem., 33,466-468 (1969) https://doi.org/10.1271/bbb1961.33.466
  13. Taniguchi, E., Oshima, Y., Phrymarolin-I, a novel lignan from Phryma leptostachya L. Agr. Biol. Chem., 36, 1013-1025 (1972) https://doi.org/10.1271/bbb1961.36.1013
  14. Walts, SA, Yeh, E.W., Henry, R.P., Hypoosmotic stimulation of ornithine decarboxylase activity in the brine shrimp Artemia franciscana. The Journal of Experimental Zoology, 274, 1522 (1996)
  15. Zai, C.L., Chaves, P.P.G., Queiroz, R, Oliveira, A.B., de, Cardoso, J.E., Anjos, A.M.G., Grandi, T.S.M., Brine shrimp lethality assay as a prescreening system for anti-Trypanosoma cruzi activity. Phytomed., 2, 47-50 (1995) https://doi.org/10.1016/S0944-7113(11)80048-6