Abstract
Five compounds comprising 8-O-4’-neolignan (7), two arylnaphthalene lignans (5, 8), aryldihydrobenzofuran neolignan (4), and lignan (6) were synthesised by enzymatic coupling reaction using horseradish peroxidase (HRP) between vanillin (1) with methyl ferulate (2) or methyl sinapate (3). All of these compounds, as well as previously synthesised palladium-catalysed coupling products of neolignan (9), 8-O-4'-neolignan (10), arylcoumarin (11), and lignan (12), were examined for larvicidal activity against Crocidolomia binotalis 2nd instar larvae. It revealed that seven out of nine synthesised compounds had a mortality rate of more than 90% after 24 hours of exposure. Neolignan (10) and lignan (6) demonstrated the strongest larvicidal activity with LD50 = 2.218 mg/L and LD50 = 1.678 mg/L, respectively compared to the standard azadirachtin (LD50 =2.818 mg/L). The results showed that the synthesised compounds have a high potential for use in the control of C. binotalis larvae and could be used in the development of new and more effective compounds as larvicides.
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