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Studies on plant growth‐regulating substances XXVI. Isatic and anthranilic acids
Author(s) -
JAMES C. S.,
WAIN R. L.
Publication year - 1968
Publication title -
annals of applied biology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.677
H-Index - 80
eISSN - 1744-7348
pISSN - 0003-4746
DOI - 10.1111/j.1744-7348.1968.tb04534.x
Subject(s) - anthranilic acid , biology , metabolite , amino acid , bromine , plant growth , biochemistry , metabolism , stereochemistry , botany , organic chemistry , chemistry
SUMMARY The plant growth‐regulating activities of isatic acid and twenty‐six of its derivatives, together with the twenty‐seven corresponding anthranilic acids, have been assessed in the wheat cylinder, the pea segment and the pea curvature tests. Activity was sustained by substitution in the 4‐ and 5‐positions of isatic acid but decreased by substitution in the 3‐ and 6‐positions. In the anthranilic acid series, the parent acid was inactive but the introduction of a large grouping (bromine or iodine) into the 5‐position conferred activity. The 3,6‐ and 5,6‐dichloro and the 3,6‐dibromo acids were also active; compounds substituted in the 4‐position to the carboxyl group or disubstituted in the 3,5‐positions, were, as expected, inactive. In metabolism experiments on wheat and pea tissues with isatic and 5‐chloroisatic acids the corresponding anthranilic acid was formed, together with an unidentified non‐acidic metabolite in each case. There was no evidence that the growth regulating activity of isatic acids was related to this breakdown and it is concluded that the acids possess activity per se. The results are briefly discussed in terms of recent theories relating chemical structure to plant growth‐regulating activity.