Research article summary (published 20 Jul 2009):

Synthesis and insect antifeedant activity of plumbagin derivatives with the amino acid moiety.

Full 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.

Author information

Author/s: Sreelatha, Thonthula (T); Hymavathi, Atmakur (A); Babu, Katragadda Suresh (KS); Murthy, Joish Madhusudana (JM); Pathipati, Usha Rani (UR); Rao, Janaswamy Madhusudana (JM);

Affiliation: Division of Organic Chemistry- I, Natural Product Laboratory, Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 607, India.

Journal and publication information

Publication Type: Journal Article

Journal: Journal of agricultural and food chemistry (J Agric Food Chem), published in United States. (Language: eng)

Reference: 2009-Jul; vol 57 (issue 14) : pp 6090-4

Dates: Created 2009/07/15; Completed 2009/11/13;

PMID: 19530696, status: MEDLINE (last retrieved date: 11/15/2009)

Sourced from the National Library of Medicine. Abstract text and other information may be subject to copyright.

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MeSH headings (categories)

This article was linked to the MeSH Headings (categories) shown below.

Animals Benzoquinones - chemistry Eating - drug effects Insecticides - administration & dosage; chemical synthesis; chemistry Larva - physiology

Moths - physiology Naphthoquinones - administration & dosage; chemistry Spodoptera - physiology Structure-Activity Relationship Superoxides

Note: Bold headings indicate primary MeSH headings or qualifiers.

Associated Chemicals: Benzoquinones (0) ; Insecticides (0) ; Naphthoquinones (0) ; benzoquinone (106-51-4) ; Superoxides (11062-77-4) ; plumbagin (481-42-5)

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