Journal of Chemical Ecology

, Volume 18, Issue 8, pp 1287–1297 | Cite as

Inhibition of growth ofPhytophthora parasitica var.nicotianae by aromatic acids and coumarins in a laboratory bioassay

  • Maurice E. Snook
  • Alexander S. Csinos
  • Orestes T. Chortyk


Hydroxy-, dihydroxy-, trihydroxy-, methoxy-, dimethoxy-, hydroxy-+methoxy-, amino-, chloro-, and nitro-substituted benzoic, phenylacetic, phenylpropanoic, and phenylpropenoic (cinnamic) acids were evaluated for activity against the growth ofPhytophthora parasitica var.Nicotianae, Races 0 and 1, in a laboratory bioassay. Several substituted coumarins were also tested. In general, for Race 0, the phenylpropenoic acids were more active (on a millimolar basis), than the corresponding benzoic, phenylacetic, or phenylpropionic acids (9 of 14 series). Among the most active acids wereo-hydroxycinnamic and the chloro- and methoxycinnamic acids. The activities of unsubstituted benzoic and phenylpropionic acids were comparable to the most active compounds tested. Monohydroxyaromatic acids were more active than most dihydroxy acids of the same chain length. Dihydro-3,4-dihydroxycinnamic acid was slightly more active than the corresponding cinnamic acid, while the reverse was true for the mono-p-hydroxycinnamic acid versusp-hydroxyphenylpropionic acid. Coumarin was more active than its hydroxy, methyl, hydroxymethyl, or methoxy derivatives. In general, Race 1 was even more significantly affected by the aromatic acids. Glycosylated coumarins were inactive in the bioassay, compared to their aglycones.

Key Words

Phytophthora parasitica var.Nicotianae black shank aromatic acids bioassay growth inhibition 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. Batra, T., Singh, R.V., Sangwan, N.K., Malik, M.S., andMalik, O.P. 1989. Studies on pesticides based on courmarin. IV. Synthesis and antifungal activity of twelve 4-(substituted phenoxy)methyl-6-methylcoumarins.Pestic. Sci. 25:53–58.Google Scholar
  2. Cohen, Y., andKuc, J. 1981. The effect of induced systemic resistance withPeronospora tabacina on the accumulation of phenolics and terpenoids in tobacco foliage.J. Phytopathol. 71:209 (abstract).Google Scholar
  3. Csinos, A.S., Fortnum, B.A., Gayed, S.K., Reilly, J.J., andShew, H.D. 1986. Evaluating chemicals for control of soil borne pathogens on tobacco, pp. 231–236,in K.D. Hicky (ed.). Methods for Evaluating Pesticides for Control of Plant Pathogens. APS Press, St. Paul, Minnesota.Google Scholar
  4. Fritig, B., andHirth, L. 1971. Biosynthesis of phenylpropenoids and coumarins in TMV-infected tobacco leaves and tobacco tissue cultures.Acta Phytopathol. Acad. Sci. Hung. 6:21–29.Google Scholar
  5. Gasser, R., Kern, H., andDefago, G. 1988. Scopolin, a biochemical marker for resistance toThielaviopsis basicola in callus and crown-gall tissue cultures of tobacco.J. Phytopathol. 123:115–123.Google Scholar
  6. Jurd, L., King, A.D., Jr., andMithara, K. 1970. The effect of alkylation on the antimicrobial activities of 7-hydroxy- and 4-hydroxycoumarins.Experientia 26:1281–1283.Google Scholar
  7. Pollock, J.R.A., andStevens, R. (eds.). 1965. Dictionary of Organic Compounds. Oxford University Press, New York, p. 1427.Google Scholar
  8. Sequeira, L. 1969. Synthesis of scopolin and scopoletin in tobacco plants infected byPseudomonas solanacearum.Phytopathology 59:473–478.Google Scholar
  9. Singh, R., Gupta, B.B., andMalik, O.P. 1987. Studies on pesticides based on coumarins. I. Antifungal activity of 6-alkyl-3-n-butyl-7-hydroxy-4-methylcoumarins.Pestic. Sci. 20:125–130.Google Scholar
  10. Singh, R., Abrol, V., Gupta, B.B., andMalik, O.P. 1988. Studies on pesticides based on coumarin. IV. Synthesis and antifungal activity of substituted 4-methylcoumarins and related compounds.Pestic. Sci. 23:103–107.Google Scholar
  11. Snook, M.E., Chortyk, O.T., andCsinos, A.S. 1991. Black shank fungus: Inhibition of growth by tobacco root constituents and related compounds, pp. 388–398,in P.A. Hedin, (ed.). Naturally Occurring Pest Bioregulators. ACS Symposium Series #449, American Chemical Society, Washington, D.C.Google Scholar

Copyright information

© Plenum Publishing Corporation 1992

Authors and Affiliations

  • Maurice E. Snook
    • 1
  • Alexander S. Csinos
    • 2
  • Orestes T. Chortyk
    • 1
  1. 1.Phytochemical Research Unit USDA-ARSRussell Research CenterAthens
  2. 2.Department of Plant PathologyUniversity of GeorgiaTifton

Personalised recommendations