Action of insecticidal N-alkylamides at site 2 of the voltage-sensitive sodium channel

Journal Article · Wed Aug 01 00:00:00 EDT 1990 · Journal of Agricultural and Food Chemistry; (USA)

DOI:https://doi.org/10.1021/jf00098a021· OSTI ID:5941448

Ottea, J A; Payne, G T; Soderlund, D M ^[1]

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1. Cornell Univ., Geneva, NY (USA)

Nine synthetic N-alkylamides were examined as inhibitors of the specific binding of ({sup 3}H)batrachotoxinin A 20{alpha}-benzoate (({sup 3}H)BTX-B) to sodium channels and as activators of sodium uptake in mouse brain synaptoneurosomes. In the presence of scorpion (Leiurus quinquestriatus) venom, the six insecticidal analogues were active as both inhibitors of ({sup 3}H)BTX-B binding and stimulators of sodium uptake. These findings are consistent with an action of these compounds at the alkaloid activator recognition site (site 2) of the voltage-sensitive sodium channel. The three noninsecticidal N-alkylamides also inhibited ({sup 3}H)BTX-B binding but were ineffective as activators of sodium uptake. Concentration-response studies revealed that some of the insecticidal amides also enhanced sodium uptake through a second, high-affinity interaction that does not involve site 2, but this secondary effect does not appear to be correlated with insecticidal activity. The activities of N-alkylamides as sodium channel activators were influenced by the length of the alkenyl chain and the location of unsaturation within the molecule. These results further define the actions of N-alkylamides on sodium channels and illustrate the significance of the multiple binding domains of the sodium channel as target sites for insect control agents.

• OSTI ID: 5941448
• Journal Information: Journal of Agricultural and Food Chemistry; (USA), Journal Name: Journal of Agricultural and Food Chemistry; (USA) Vol. 38:8; ISSN JAFCA; ISSN 0021-8561
• Country of Publication: United States
• Language: English

Related Subjects

551001* -- Physiological Systems-- Tracer Techniques
59 BASIC BIOLOGICAL SCIENCES
ALKALI METALS
ANIMALS
BIOCHEMICAL REACTION KINETICS
BODY
BRAIN
CENTRAL NERVOUS SYSTEM
CHANNELING
ELECTROPHYSIOLOGY
ELEMENTS
HYDROGEN COMPOUNDS
INSECTICIDES
ION CHANNELING
ISOTOPE APPLICATIONS
KINETICS
MAMMALS
METALS
MICE
NERVOUS SYSTEM
ORGANS
PESTICIDES
PHYSIOLOGY
REACTION KINETICS
RODENTS
SODIUM
STRUCTURE-ACTIVITY RELATIONSHIPS
TRACER TECHNIQUES
TRITIUM COMPOUNDS
UPTAKE
VERTEBRATES