Abstract

Essential oils are being investigated as potential herbicides or to provide leads to new environmentally and socially acceptable herbicides. Novel hydroxy and ester derivatives of 1,8-cineole and 1,4-cineole were synthesised, by chemical and biological methods, and have shown pre-emergence herbicidal activity against annual ryegrass and radish. Effects on post-emergence activity of these derivatives, as well as 1,8-cineole, eucalyptus oil and the carboxylic acids from which the esters were derived, against annual ryegrass and radish, are reported here. Results suggest that reduced root and shoot growth observed in pre-emergence herbicidal bioassays were due to post-emergence activity rather than delayed germination. All tested substances had a dose-dependent, post-emergence herbicidal activity against annual ryegrass and radish with many derivatives showing improved activity relative to 1,8-cineole and high-cineole eucalyptus oil. However, results do not support the postulate that cineole esters would be more active than their respective carboxylic acid and the hydroxy cineole. Phytotoxicity of ester derivatives may be due to metabolic cleavage of the esters to the hydroxy cineole and carboxylic acid within the plant.

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