Quantitative structure-activity relationships (QSAR) of cinnamic acid bird repellents

• Published in: Journal of chemical ecology Vol. 25; no. 12; pp. 2825 - 2845
• Main Authors: WATKINS, R. W, LUMLEY, J. A, GILL, E. L, BISHOP, J. D, LANGTON, S. D, MACNICOLL, A. D, PRICE, N. R, DREW, M. G. B
• Format: Journal Article
• Language: English
• Published: New York, NY Springer 01.12.1999; Springer Nature B.V
• Subjects: Berries; Biological and medical sciences; Birds; cinnamic acid; Columba livia; Derivatives; Fundamental and applied biological sciences. Psychology; Herbivores; Phytopathology. Animal pests. Plant and forest protection; Repellents; Vertebrates; Vertebrata; Pest; Structure activity relation; Animal plant relation; Cinnamic acid; Columba livia; Plant origin; Antifeedant; Cultivated plant; Aves; Integrated pest management; Dose activity relation
• ISSN: 0098-0331; 1573-1561
• DOI: 10.1023/A:1020863927061

Plants have evolved an array of defense chemicals that inhibit the feeding of vertebrate herbivores and therefore have potential for agricultural and environmental applications to reduce feeding damage. We investigated the relationship between structure and repellency for 14 derivatives of the plant secondary compound, cinnamic acid, using the feral pigeon (Columba livia) as the test species. The mechanism behind the repellent activity of these derivatives is explained by a combination of four descriptors: heat of formation (ΔH^sub f^), polarizability (XY and YY) and superdelocalizability (Sr). All these parameters are electronic, indicating that changes in electronic distribution within cinnamic acid structures are crucial for activity. This is the first published quantitative structure-activity model for avian repellents, and as a result we can now begin to predict which cinnamic acid derivatives should make effective repellents. The full power of this model to aid the selection and screening of new repellents awaits further experimentation on both related compounds and other avian species. However, this modeling approach promises to provide a more efficient and economic method for prospecting chemical databases for new effective bird repellents.[PUBLICATION ABSTRACT]