SUBSTITUENT EFFECT ON THE INHIBITION OF CHLOROPHYLL FORMATION BY N-PHENYL OXADIAZOLIDINEDIONE DERIVATIVES IN CUCUMBER AND SPECULATION ON THE HERBICIDAL ACTION

  • Hwang, Kwang-Jin (Department of Industrial Chemistry, Hongik University) ;
  • Kim, Hyung-Jin (Department of Chemical Technology, Chonnam National University) ;
  • Kim, Jin-Seog (Korea Research Institute of Chemical Technology, P.O.)
  • Published : 1996.09.01

Abstract

The inhibition of chlorophyll formation in cucumber cotyledons by N-phenyl oxadiazolidinedione derivatives Ia-u showed similar trend as their herbicidal activities. In case of oxadiazolidinedione Iq, with a propargyloxy substituent, both the highest herbicidal activity and inhibitory action(pI$_{50}$ = 6.37) were observed. The accumulation of protoporphyrin IX and cellular electrolyte leakage by oxadiazolidinedione Ia, Ik and Iq were well correlated with their inhibition of chlorophyll biosynthesis. These results suggest that the herbicidal activity of oxadiazolidine Ia-u is originated from the inhibition of chlorophyll biosynthesis.

Keywords

References

  1. Biochem. J. v.260 Protoporphyrinogen oxidase as a molecular target for diphenyl ether herbicides. Matringe, M.;J. M. Camadro, P. Labbe;R. Scalla
  2. Plant Physiol. v.101 Porphyrin accumulation and export by isolated barley(Hordeum vulgare L.) Plastids : Effect of diphenyl ether herbichdes. Jacobs, J. M.;N. J. Jacobs
  3. Plant Physiol. v.102 Cellular localization of protoporphyrinogen oxidizing activities of etiolated barely (Hordeunm vulgare L.) leaves:Relationship to mechanism of action protoporohyrinogen oxidase-inhibiting herbicides. Lee, H. J.;M. V. Duke;S. O. Duke
  4. Bull. Korean Chem. Soc. v.14 Syntheses and herbicidal activities of N-phenyl oxazolidimedione derivatives. Kim, H. J.;K. -J. Hwang;J.-H. Park;J. H. Lee
  5. Syntheses and herbicidal properties of aryltriazokinones. In Syntheses and chemistry of Agrochemicals Ⅲ Theodoridis, G.;S. B. Jonathan;F. W. Hotzman;M. C. Manfredi;L. L. Maravetz;J. W. Lyga;J. M. Tymonko;K. R. Wilson;K. M. Poss;M. J. Wyle;Baker, D. R.(ed.);J. G. Fenyes(ed.);J. J. Steffens(ed.)
  6. Agri. Food Chem. v.32 Herbicidal mode of action on chlorophyll formation. Sandman, G.;H. Reck;P. Boger
  7. Pestic. Biochem. Physiol. v.28 Diphenylether-like physiological and biochenical actions of S-23242, a movel N-phenyl imide herbicide. Sato, R.;E. Nagano;H. Oshio;K. Kamoshita
  8. Kor. J. Weed Sci. v.10 no.3 A bioassay for chemicals affecting plant pigment biosyntheses : Greening assay. Kim, J. S.;t. J. Kim;K. S. Hong;I. T. Hwang;K. Y. Cho
  9. Methods in Ensymol. v.148 Chlorophylls and carotenoids : Pigments of photohynthetic biomembranes. Lichtenthaler, H. K.
  10. Anal. Biochem. v.149 Chloroplast biogenesis : Quantitative determination of monovinyl and divinyl Mg-protoporphyrins and protochlorophyll(ides) by spectrofluorometry. Tropathy, B. C.;C. A. Rebeiz
  11. Pestic. Biochem. Physiol. v.43 Quantitative sturcture-activity relationship of protoporphyrinogen oxidase-ingibiting diphenyl ether herbicides. Nandihalli, U. B.;M. V. Duke;S. O. Duke
  12. In Computer-Aided Molecular Design : Applications in Agrochemicals, Materials, and Pharmaceuticals Predicting activity of protoporphyrinogen oxidase inhibitors by computer-aided molecular molecular modeling. Reddy, K. N.;U. B. Nandihalli;H. J. Lee;M. V. Duke;S. O. Duke;Ryynolds, C. H.(ed.);M. K. Holloway(ed.);H. K. Cox(ed.)