Chemical repellency in birds: relationship between chemical structure and avoidance response.
We examined how molecular structure of 24 anthranilate and benzoic acid derivatives correlated with drinking behavior in European starlings Sturnus vulgaris. The effectiveness of bird repellents was associated with basicity, the presence of an electron-donating group in resonance with an electron-withdrawing carboxylic group on a phenyl ring, and a heterocyclic ring in the same pi cloud plane as the phenyl ring. Of the benzoic acid derivatives tested in this study, methyl, ethyl, dimethyl, and linalyl anthranilate as well as anthranilic acid and 4-ketobenztriazine were repellent to birds. Water consumption was significantly reduced relative to control levels at concentrations as low as 0.05% (weight/volume) for the best repellents. Further statistical tests showed that reduction in consumption for the best repellents was absolute, not significantly different from zero consumption. Anthranilic acid isomers were moderately good repellents. The ability to generate a model predicting repellency allows for the efficient identification and development of ecologically sound, nonlethal, taxa-specific repellents to be used for the protection of wildlife in agricultural and industrial applications.
Clark
L
L
Monell Chemical Senses Center, Philadelphia, Pennsylvania 19104-3308.
Shah
P S
PS
Mason
J R
JR
D000818:Animals; D001565:Benzoates / Q000737:chemistry / Q000494:pharmacology*; D001717:Birds; D004327:Drinking Behavior / Q000187:drug effects; D004583:Electrons; D005247:Feeding Behavior / Q000187:drug effects; D006863:Hydrogen-Ion Concentration; D008297:Male; D013329:Structure-Activity Relationship; D062367:ortho-Aminobenzoates / Q000737:chemistry / Q000494:pharmacology*
D001565:Benzoates; D062367:ortho-Aminobenzoates