Larvicidal activity of 4-hydroxycoumarin derivatives against Aedes aegypti.
BACKGROUND
Coumarins are natural substances found in a variety of plants. It is well known that plant-derived natural products are extensively used as biologically active compounds. Among them, coumarins were the first preservatives used by man, originally in their natural state within plant tissues and then as natural materials obtained by water distillation. During our search for new types of coumarin derivatives possessing a larvicidal activity, we investigated the synthesis of 4-hydroxycoumarin derivatives.


OBJECTIVE
The coumarin derivatives were synthesized and the structure determination and larvicidal effects were studied.


METHODS
The structure analyses were conducted by nuclear magnetic resonance (NMR), and mass (MS) spectroscopy revealed that the coumarin derivatives were obtained in good yields, and the eight coumarin derivatives were 3-{1,2,3,4-tetrahydro-3-[4-(4-trifluoromethylbenzyloxy)phenyl}-1-naphthalen-1-on (1), 3-{1,2,3,4-tetrahydro-3-[4-(4-trifluoro methylbenzyloxy)phenyl}-1-naphthalen-1-ol (2), brodifacoum (3), difethialone (4), bromadiolone (5), 4-hydroxy-3-(1,2,3,4-tetrahydronaphthalen-1-yl)-2H-chromen-2-one (coumatetralyl) (6), cis-flocoumafen (7) and trans-flocoumafen (8).


RESULTS
The compounds were tested against the F(21) laboratory strain of Aedes aegypti L. Brodifacoum and cis-flocoumafen mediated strong activity with an LC(50) values of 8.23 and 9.34 ppm, respectively.


CONCLUSIONS
The above indicates that brodifacoum may play a more important role in the toxicity of 4-hydroxycoumarin derivatives.
RexGene Biotech. Co., Ltd. Research and Development of Life Science, Ochang, South Korea.
Jae-chul
JC
Jung
Hyung-in
HI
Moon
D015110:4-Hydroxycoumarins / Q000138:chemical synthesis / Q000494:pharmacology*; D000330:Aedes; D000818:Animals; D007306:Insecticides / Q000138:chemical synthesis / Q000494:pharmacology*; D007814:Larva; D007928:Lethal Dose 50; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry
D015110:4-Hydroxycoumarins; D007306:Insecticides; C048069:flocoumafen; C013418:bromfenacoum