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Structure-Activity Relationships in Peptide Juvenoids

✍ Scribed by J. Hlavacek; J. Koudelka; J. Jarv


Publisher
Elsevier Science
Year
1993
Tongue
English
Weight
263 KB
Volume
21
Category
Article
ISSN
0045-2068

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✦ Synopsis


The structure-activity relationships for selected peptide juvenoids of the general formula (\mathrm{R}^{1}-\mathrm{CONHCH}\left(\mathrm{R}^{3}\right) \mathrm{CONH}-\mathrm{C}{6} \mathrm{H}{4}-\mathrm{R}^{2}) were analyzed by using linear free energy relationships. It was found that both the hydrophobicity and the inductive effect of the amino-terminal substituent (\mathrm{R}^{1}) of these compounds, quantified by the constants (\pi) and (\sigma^{*}), are important factors for recognition of the peptide juvenoids by their putative "target site" in the insect body and that these effects are independent of the structure of the rest of the juvenoid molecule. In contrast, the mechanism of interaction of the amino acid side chain (R^{3}) with the target site depends upon the structure of other substituents that explain the synergistic effects in juvenoid action. (e 1993 Academic Press. Inc.


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