No abstract

No abstract

No abstract

Two 2-aminofluorene-derived hydroxamic acids that differ only in the nature of the N-acyl group were examined for their relative abilities to undergo covalent binding to nucleic acids. Studies of the bioactivation of N-hydroxy-N-acetyl-2-aminofluorene (N-OH-AAF) and N-hydroxy-N-glycolyl-2-aminofluorene (N-OH-GAF) were conducted with hepatocyte suspensions and subcellular fractions prepared from male Sprague-Dawley rats. Both hydroxamic acid substrates displayed equal binding to both DNA and RNA after incubations with hepatocyte suspensions. The extent of binding of each substrate was approximately the same for DNA and RNA. Investigations with subcellular fractions revealed some major differences between the probable mechanisms by which the two substrates were covalently bound to exogenous DNA. In agreement with the prior literature reports, N-OH-AAF was extensively bound to DNA through the action of cytosol enzymes, including both N,O-acyltransferase and sulfotransferase. The microsomal enzyme fraction also catalyzed binding to DNA, and this process was completely inhibited by paraoxon. The covalent binding of N-OH-GAF to DNA was catalyzed by cytosol enzymes to a significant extent only in the presence of 3'-phosphoadenosine-5'-phosphosulfate, which suggests the action of sulfotransferase. Covalent binding of N-OH-GAF to DNA was minimal through the action of cytosolic N,O-acyltransferase, which confirms our earlier observation that N-OH-GAF is a potent suicide inhibitor of this enzyme. The microsomal fraction catalyzed the binding of N-OH-GAF to DNA at a rate that was about twice that observed for N-OH-AAF.(ABSTRACT TRUNCATED AT 250 WORDS)

Duckweed (Spirodela oligorrhiza, Kurz) is a sensitive indicator of 1,1'-alkyl-4,4'-bipyridylium salt (viologen) herbicidal potency. A homologous series of viologens were tested to determine relative herbicidal potency which was related to alkyl inductive and steric effects of N-alkyl side chains. Chlorosis was assessed after 48 hr of continuous illumination to establish herbicidal potency. Herbicidally effective concentrations were 2.7, 12, 236, 71, 31, 51, 13 and 43 microM for methyl (paraquat), propyl, isopropyl, butyl, methyl-pentyl, hexyl, octyl and benzyl viologen, respectively. A biphasic relationship of herbicidal potency versus steric effect was established in which compounds with the least bulky side chains were most phytotoxic. Comparison of rat lethality (acute, subcutaneous) and herbicidal potency of these compounds indicates that none of the viologens tested are less toxic to mammals than plants compared to the commercial herbicide methyl biologen (paraquat).