The synthesis and photolarvicidal activity of 2,5-diarylethynylthiophenes.
The photoactivatable insecticides have photoactive features and broad applications. The derivatives of the alpha-terthienyl analogues were synthesized for evaluating their photolarvicidal activities and 13 2,5-diarylethynylthiophenes were investigated to determine their effect on the second-instar larvae of Plutella xylostella L. Based on their photolarvicidal activities, the 2,5-Dithienylethynylthiophene, 2,5-Diphenylethynylthiophene, 2,5-Di-4-Methoxylphenylethynylthiophene and 2,5-Di-3,4-Methylenedioxyphenylethynylthiophene were found to be the most potent compounds, and their LC(50) values were 34.1 mg l(-1), 48.4 mg l(-1), 60.8 mg l(-1) and 42.7 mg l(-1), respectively. The relationship analysis between structure and activity showed that the middle thiophene ring played an important role on the activities. The electron donor substituents increased the photolarvicidal activities and the length of the alkyl chain had negative influence on the activities.
Wu
Ren-Hai
RH
Laboratory of Insect Toxicology and Key Laboratory of Pesticide and Chemical Biology of Ministry of Education, South China Agricultural University, Guangzhou, Guangdong 510642, China.
Hu
Shan
S
Xu
Han-Hong
HH
Wei
Xiao-Yi
XY
Hu
Lin
L
D000818:Animals; D007306:Insecticides / Q000138:chemical synthesis / Q000633:toxicity*; D007814:Larva / Q000187:drug effects* / Q000254:growth & development; D007915:Lepidoptera / Q000187:drug effects* / Q000254:growth & development; D008956:Models, Chemical; D010777:Photochemistry; D013329:Structure-Activity Relationship; D013876:Thiophenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D018675:Toxicity Tests
D007306:Insecticides; D013876:Thiophenes