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The phagodepression activity of five coumarins (2H-1-benzopyran-2-ones), 6-hydroxy-7-isoprenyloxycoumarin (1), 6-methoxy-7-isoprenyloxycoumarin (2), 6,7-methylenedioxycoumarin (3), 5- methoxy-6,7-methylenedioxycoumarin (4), and 6-methoxy-7-(2-hydroxyethoxy)coumarin (5), from the Argentine native herb Pterocaulon polystachyum, was tested against Spodoptera frugiperdaH-1-benzopyran-2-ones), 6-hydroxy-7-isoprenyloxycoumarin (1), 6-methoxy-7-isoprenyloxycoumarin (2), 6,7-methylenedioxycoumarin (3), 5- methoxy-6,7-methylenedioxycoumarin (4), and 6-methoxy-7-(2-hydroxyethoxy)coumarin (5), from the Argentine native herb Pterocaulon polystachyum, was tested against Spodoptera frugiperda1), 6-methoxy-7-isoprenyloxycoumarin (2), 6,7-methylenedioxycoumarin (3), 5- methoxy-6,7-methylenedioxycoumarin (4), and 6-methoxy-7-(2-hydroxyethoxy)coumarin (5), from the Argentine native herb Pterocaulon polystachyum, was tested against Spodoptera frugiperda4), and 6-methoxy-7-(2-hydroxyethoxy)coumarin (5), from the Argentine native herb Pterocaulon polystachyum, was tested against Spodoptera frugiperdaPterocaulon polystachyum, was tested against Spodoptera frugiperda (Lepidoptera: Noctuidae) larvae.T wo analogs, scopoletin (6) and 2-methoxy-2-methyl-3,4,5,6,7,8- hexahydro-3H-chromen-5-one (7), synthesized in our laboratory, were also evaluated for comparison. The compounds were added to an artificial diet at doses ranging from 50 to 200 g per g of diet.Natural coumarins induced 100% of phagodepression when 200 g were added per g of diet.Binary equimolar mixtures of the natural coumarins were phagodepressors against S. frugiperda surpassing the expected additive responses, indicating that these compounds can act synergistically against S. frugiperda larvae. Compounds 1 and 3 (non-methoxylated coumarins), and the equimolar mixture of both, displayed the strongest phagodepression.Additionally , 50 g/g of 1 and 3 incorporated to the larval diet caused 80 and 50% of pupal mortality, respectively, while a 100 g/g dose of compounds 2, 4, 6, and 7 produced 60, 50, 10, and 80% pupal mortality, respectively.Larval growing rate during the early larval instars was significantly reduced by treatments with the methylenedioxycoumarins 3 and 4.Coincidental ly, the larval period duration was significantly increased by the latter compounds.6) and 2-methoxy-2-methyl-3,4,5,6,7,8- hexahydro-3H-chromen-5-one (7), synthesized in our laboratory, were also evaluated for comparison. The compounds were added to an artificial diet at doses ranging from 50 to 200 g per g of diet.Natural coumarins induced 100% of phagodepression when 200 g were added per g of diet.Binary equimolar mixtures of the natural coumarins were phagodepressors against S. frugiperda surpassing the expected additive responses, indicating that these compounds can act synergistically against S. frugiperda larvae. Compounds 1 and 3 (non-methoxylated coumarins), and the equimolar mixture of both, displayed the strongest phagodepression.Additionally , 50 g/g of 1 and 3 incorporated to the larval diet caused 80 and 50% of pupal mortality, respectively, while a 100 g/g dose of compounds 2, 4, 6, and 7 produced 60, 50, 10, and 80% pupal mortality, respectively.Larval growing rate during the early larval instars was significantly reduced by treatments with the methylenedioxycoumarins 3 and 4.Coincidental ly, the larval period duration was significantly increased by the latter compounds.H-chromen-5-one (7), synthesized in our laboratory, were also evaluated for comparison. The compounds were added to an artificial diet at doses ranging from 50 to 200 g per g of diet.Natural coumarins induced 100% of phagodepression when 200 g were added per g of diet.Binary equimolar mixtures of the natural coumarins were phagodepressors against S. frugiperda surpassing the expected additive responses, indicating that these compounds can act synergistically against S. frugiperda larvae. Compounds 1 and 3 (non-methoxylated coumarins), and the equimolar mixture of both, displayed the strongest phagodepression.Additionally , 50 g/g of 1 and 3 incorporated to the larval diet caused 80 and 50% of pupal mortality, respectively, while a 100 g/g dose of compounds 2, 4, 6, and 7 produced 60, 50, 10, and 80% pupal mortality, respectively.Larval growing rate during the early larval instars was significantly reduced by treatments with the methylenedioxycoumarins 3 and 4.Coincidental ly, the larval period duration was significantly increased by the latter compounds.g per g of diet.Natural coumarins induced 100% of phagodepression when 200 g were added per g of diet.Binary equimolar mixtures of the natural coumarins were phagodepressors against S. frugiperda surpassing the expected additive responses, indicating that these compounds can act synergistically against S. frugiperda larvae. Compounds 1 and 3 (non-methoxylated coumarins), and the equimolar mixture of both, displayed the strongest phagodepression.Additionally , 50 g/g of 1 and 3 incorporated to the larval diet caused 80 and 50% of pupal mortality, respectively, while a 100 g/g dose of compounds 2, 4, 6, and 7 produced 60, 50, 10, and 80% pupal mortality, respectively.Larval growing rate during the early larval instars was significantly reduced by treatments with the methylenedioxycoumarins 3 and 4.Coincidental ly, the larval period duration was significantly increased by the latter compounds.g were added per g of diet.Binary equimolar mixtures of the natural coumarins were phagodepressors against S. frugiperda surpassing the expected additive responses, indicating that these compounds can act synergistically against S. frugiperda larvae. Compounds 1 and 3 (non-methoxylated coumarins), and the equimolar mixture of both, displayed the strongest phagodepression.Additionally , 50 g/g of 1 and 3 incorporated to the larval diet caused 80 and 50% of pupal mortality, respectively, while a 100 g/g dose of compounds 2, 4, 6, and 7 produced 60, 50, 10, and 80% pupal mortality, respectively.Larval growing rate during the early larval instars was significantly reduced by treatments with the methylenedioxycoumarins 3 and 4.Coincidental ly, the larval period duration was significantly increased by the latter compounds.S. frugiperda surpassing the expected additive responses, indicating that these compounds can act synergistically against S. frugiperda larvae. Compounds 1 and 3 (non-methoxylated coumarins), and the equimolar mixture of both, displayed the strongest phagodepression.Additionally , 50 g/g of 1 and 3 incorporated to the larval diet caused 80 and 50% of pupal mortality, respectively, while a 100 g/g dose of compounds 2, 4, 6, and 7 produced 60, 50, 10, and 80% pupal mortality, respectively.Larval growing rate during the early larval instars was significantly reduced by treatments with the methylenedioxycoumarins 3 and 4.Coincidental ly, the larval period duration was significantly increased by the latter compounds.S. frugiperda larvae. Compounds 1 and 3 (non-methoxylated coumarins), and the equimolar mixture of both, displayed the strongest phagodepression.Additionally , 50 g/g of 1 and 3 incorporated to the larval diet caused 80 and 50% of pupal mortality, respectively, while a 100 g/g dose of compounds 2, 4, 6, and 7 produced 60, 50, 10, and 80% pupal mortality, respectively.Larval growing rate during the early larval instars was significantly reduced by treatments with the methylenedioxycoumarins 3 and 4.Coincidental ly, the larval period duration was significantly increased by the latter compounds.1 and 3 (non-methoxylated coumarins), and the equimolar mixture of both, displayed the strongest phagodepression.Additionally , 50 g/g of 1 and 3 incorporated to the larval diet caused 80 and 50% of pupal mortality, respectively, while a 100 g/g dose of compounds 2, 4, 6, and 7 produced 60, 50, 10, and 80% pupal mortality, respectively.Larval growing rate during the early larval instars was significantly reduced by treatments with the methylenedioxycoumarins 3 and 4.Coincidental ly, the larval period duration was significantly increased by the latter compounds.g/g of 1 and 3 incorporated to the larval diet caused 80 and 50% of pupal mortality, respectively, while a 100 g/g dose of compounds 2, 4, 6, and 7 produced 60, 50, 10, and 80% pupal mortality, respectively.Larval growing rate during the early larval instars was significantly reduced by treatments with the methylenedioxycoumarins 3 and 4.Coincidental ly, the larval period duration was significantly increased by the latter compounds.g/g dose of compounds 2, 4, 6, and 7 produced 60, 50, 10, and 80% pupal mortality, respectively.Larval growing rate during the early larval instars was significantly reduced by treatments with the methylenedioxycoumarins 3 and 4.Coincidental ly, the larval period duration was significantly increased by the latter compounds.3 and 4.Coincidental ly, the larval period duration was significantly increased by the latter compounds.