title: Synthesis and Herbicidal Activity of New Hydrazide and Hydrazonoyl Derivatives.
abstract: Three new hydrazide and five new hydrazonoyl derivatives were synthesized. The chemical structures of these compounds were confirmed by 1H-NMR, IR spectroscopy and elemental analysis. The prepared compounds were tested for their activity to inhibit photosynthetic electron transport in spinach chloroplasts and growth of the green algae Chlorella vulgaris. IC50 values of these compounds varied in wide range, from a strong to no inhibitory effect. EPR spectroscopy showed that the active compounds interfered with intermediates Z•/D•, which are localized on the donor side of photosystem II. Fluorescence spectroscopy suggested that the mechanism of inhibitory action of the prepared compounds possibly involves interactions with aromatic amino acids present in photosynthetic proteins.
authors.affiliation: Institute of Chemistry, Faculty of Natural Sciences, Comenius University in Bratislava, Mlynská dolina, Bratislava 842 15, Slovakia. sersen@fns.uniba.sk.
authors.forename: František
authors.initials: F
authors.lastname: Šeršeň
authors.affiliation: Department of Chemistry, Faculty of Natural Sciences, Matej Bell University, Tajovského 40, Banská Bystrica 974 01, Slovakia. Fridrich.Gregan@umb.sk.
authors.forename: Fridrich
authors.initials: F
authors.lastname: Gregáň
authors.affiliation: Department of Environmental Ecology, Faculty of Natural Sciences, Comenius University in Bratislava, Mlynská dolina, Bratislava 842 15, Slovakia. pesko@fns.uniba.sk.
authors.forename: Matúš
authors.initials: M
authors.lastname: Peško
authors.affiliation: Institute of Physical Chemistry and Chemical Physics, Faculty Chemical and Food Technology, Slovak University of Technology in Bratislava, Radlinského 9, Bratislava 812 37, Slovakia. dana.dvoranova@stuba.sk.
authors.forename: Dana
authors.initials: D
authors.lastname: Dvoranová
authors.affiliation: Institute of Chemistry, Faculty of Natural Sciences, Comenius University in Bratislava, Mlynská dolina, Bratislava 842 15, Slovakia. kralova@fns.uniba.sk.
authors.forename: Katarína
authors.initials: K
authors.lastname: Kráľová
authors.affiliation: Institute of Chemistry, Faculty of Natural Sciences, Comenius University in Bratislava, Mlynská dolina, Bratislava 842 15, Slovakia. matkovicova@fns.uniba.sk.
authors.forename: Zuzana
authors.initials: Z
authors.lastname: Matkovičová
authors.affiliation: Department of Genetics, Faculty of Natural Sciences, Comenius University in Bratislava, Mlynská dolina, Bratislava 842 15, Slovakia. juraj.gregan@univie.ac.at.|Department of Chromosome Biology, MFPL, University of Vienna, Dr. Bohr-Gasse 7, Vienna 1030, Austria. juraj.gregan@univie.ac.at.
authors.forename: Juraj
authors.initials: J
authors.lastname: Gregáň
authors.affiliation: Institute of Chemistry, Faculty of Natural Sciences, Comenius University in Bratislava, Mlynská dolina, Bratislava 842 15, Slovakia. donovalova@fns.uniba.sk.
authors.forename: Jana
authors.initials: J
authors.lastname: Donovalová
mesh_terms: D002708:Chlorella / Q000187:drug effects / Q000254:growth & development; D002736:Chloroplasts / Q000187:drug effects / Q000378:metabolism; D004578:Electron Spin Resonance Spectroscopy; D004579:Electron Transport / Q000187:drug effects; D006540:Herbicides / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D006834:Hydrazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D006835:Hydrazones / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D020128:Inhibitory Concentration 50; D010788:Photosynthesis / Q000187:drug effects; D013050:Spectrometry, Fluorescence; D018724:Spinacia oleracea / Q000187:drug effects / Q000378:metabolism
chemical_list: D006540:Herbicides; D006834:Hydrazines; D006835:Hydrazones
keywords: N′-[2,6-dinitro-4-(trifluoromethyl)phenyl]hydrazides; N′-[2,6-dinitro-4-[trifluoromethyl)phenyl]hydrazonoyl derivatives; green algae; photosynthesis inhibition; spinach chloroplasts