Synthesis and Insect Antifeedant Activity of Plumbagin Derivatives with the Amino Acid Moiety

详细信息    查看全文

• 作者：Thonthula Sreelatha ; Atmakur Hymavathi ; Katragadda Suresh Babu ; Joish Madhusudana Murthy ; Usha Rani Pathipati ; Janaswamy Madhusudana Rao
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2009
• 出版时间：July 22, 2009
• 年：2009
• 卷：57
• 期：14
• 页码：6090-6094
• 全文大小：694K
• 年卷期：v.57,no.14(July 22, 2009)
• ISSN：1520-5118

文摘

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.