6533b855fe1ef96bd12b0ac2

RESEARCH PRODUCT

Methomyl analogues with increased biological activity towards F7T maize mitochondria

Philippe DurlinGérard ArandaChristian Gauvrit

subject

StereochemistryStimulationMethomylPlant ScienceHorticultureBiologyMitochondrionmedicine.disease_causeBiochemistry03 medical and health scienceschemistry.chemical_compoundmedicineHelminthosporium maydisMolecular Biology[SDV.BV.PEP] Life Sciences [q-bio]/Vegetal Biology/Phytopathology and phytopharmacyAlkylComputingMilieux_MISCELLANEOUS030304 developmental biologychemistry.chemical_classification0303 health sciencesToxinBiological activity04 agricultural and veterinary sciencesGeneral MedicineFungi imperfectibiology.organism_classification[SDV.BV.PEP]Life Sciences [q-bio]/Vegetal Biology/Phytopathology and phytopharmacyGRAMINEchemistryBiochemistry040103 agronomy & agriculture0401 agriculture forestry and fisheries

description

Abstract Methomyl analogues were synthesized by substituting alkyl moieties (C 2 -C 21 ) in the place of the carbamic methyl. They were assayed on mitochondria isolated from male sterile (F 7 T) and male fertile (F 7 N) maize. They had no action on F 7 N mitochondria. The heptadecyl (C 17 ) and heneicosanyl (C 21 ) derivatives had no conspicuous effect on F 7 T mitochondria. By contrast, the ethyl, propyl, butyl, nonyl, tridecyl (C 13 ) and pentadecyl (C 15 ) derivatives had the same type of activity as Methomyl on F 7 T mitochondria, namely stimulation of NADH oxidation and inhibition of malate oxidation. Moreover, the concentration at which they were maximally effective decreased from 10 mM (Methomyl) to 3 μM (tridecyl derivative); hence, the latter compound has a biological activity which is nearly the same as that of Helminthosporium maydis toxin.

https://hal.inrae.fr/hal-02724208