Antifeedant activity of an anthraquinone aldehyde in Galium aparine L. against Spodoptera litura F.
The insect antifeedant anthraquinone aldehyde nordamnacanthal (1,3-dihydroxy-anthraquinone-2-al) was identified in Galium aparine L., and isolated from the root powder of akane (Rubia akane), a member of the Rubiaceae. Structure-activity relationship (SAR) studies using a series of anthraquinone analogues suggested that the aldehyde group on the anthraquinone was more important than the quinone moiety for antifeedant activity against the common cutworm (Spodoptera litura). High levels of nordamnacanthal were found in the seed leaf stage and in callus tissue induced from seedlings of G. aparine, but its concentration decreased with plant development. Since these compounds are natural pigments for dying textiles, we also evaluated the antifeedant activity against the carpet beetle (Attagenus japonicus ), a textile pest was also evaluated. While nordamnacanthal had strong antifeedant activity against the common cutworm, it did not show any antifeedant activity against the carpet beetle. The most effective antifeedant against the carpet beetle was the major constituent in the extract of R. trictorum, lucidin-3-O-primeveroside, a food pigment.
Morimoto
Masanori
M
Department of Agricultural Chemistry, Kinki University, Nakamachi 3327-204, Nara, Japan. morimoto@nara.kindai.ac.jp
Tanimoto
Kumiko
K
Sakatani
Akiko
A
Komai
Koichiro
K
D000447:Aldehydes / Q000737:chemistry / Q000302:isolation & purification* / Q000633:toxicity*; D000818:Animals; D000880:Anthraquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000633:toxicity*; D005247:Feeding Behavior / Q000187:drug effects; D007306:Insecticides / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity; D007814:Larva / Q000187:drug effects / Q000254:growth & development; D013058:Mass Spectrometry; D015394:Molecular Structure; D018517:Plant Roots / Q000737:chemistry; D019666:Rubiaceae / Q000737:chemistry*; D018411:Spodoptera / Q000187:drug effects*
D000447:Aldehydes; D000880:Anthraquinones; D007306:Insecticides; C465644:nordamnacanthal