Herbicidal potency of 1,1'-alkyl-4,4'-bipyridylium salts as a function of their physicochemical constants in duckweed.
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).
D000818:Animals; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D006540:Herbicides; D007928:Lethal Dose 50; D010084:Oxidation-Reduction; D010944:Plants / Q000187:drug effects*; D011726:Pyridinium Compounds / Q000494:pharmacology*; D051381:Rats; D013329:Structure-Activity Relationship; D014755:Viologens / Q000494:pharmacology*
D006540:Herbicides; D011726:Pyridinium Compounds; D014755:Viologens