Synthesis and insect antifeedant activity of plumbagin derivatives with the amino acid moiety.
Basic Information
ID: ALA3045703
Journal: J Agric Food Chem
Title: Synthesis and insect antifeedant activity of plumbagin derivatives with the amino acid moiety.
Authors: Sreelatha T, Hymavathi A, Babu KS, Murthy JM, Pathipati UR, Rao JM.
Abstract: A series of plumbagin derivatives (4a-4k) containing an amino acid moiety were synthesized under mild esterification conditions in excellent yields (35%-80%) and screened for their antifeedant activities in tobacco caterpillar (Spodoptera litura) and castor semilooper (Achaea janata) using a no-choice laboratory bioassay. The parent compound plumbagin lacked significant activity, but the analogues were effective in reducing feeding by two insect species. The introduction of an N-acetyl-l-amino acid side chain to the Michael adduct of plumbagin at the third position of the quinone moiety significantly increased antifeedant activity. Several of the analogues were also toxic or caused developmental abnormalities following topical administration.
CiteXplore: 19530696
DOI: 10.1021/jf901760h
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