PMID- 18669025 OWN - NLM STAT- MEDLINE DCOM- 20080826 LR - 20240109 IS - 0939-5075 (Print) IS - 0341-0382 (Linking) VI - 63 IP - 5-6 DP - 2008 May-Jun TI - Chemical basis for the phytotoxicity of N-aryl hydroxamic acids and acetanilide analogues. PG - 389-94 AB - Germination inhibition activity of N-aryl hydroxamic acids and acetanilide analogues was measured on lettuce seeds (Lactuca sativa). Lipophilicity of the compounds was determined by HPLC. A correlation between lipophilicity values and percentage of germination inhibition was established. A model mechanism of action for auxin was used for analyzing the effect of the substituent at the alpha carbon atom (Ca) on the polarization of hydroxamic and amide functions in relation to the germination inhibition activity observed. Results suggest that the lipophilic and acidic properties play an important role in the phytotoxicity of the compounds. A test with the microalga Chlorella vulgaris was used to evaluate the potential herbicide activity of the hydroxamic acids and acetanilides. FAU - Bravo, Hector R AU - Bravo HR AD - Departamento de Quimica, Facultad de Ciencias, Universidad de Chile, Casilla 653, Santiago, Chile. FAU - Villarroel, Elisa AU - Villarroel E FAU - Copaja, Sylvia V AU - Copaja SV FAU - Argandona, Victor H AU - Argandona VH LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't PL - Germany TA - Z Naturforsch C J Biosci JT - Zeitschrift fur Naturforschung. C, Journal of biosciences JID - 8912155 RN - 0 (Acetanilides) RN - 0 (Hydroxamic Acids) SB - IM MH - Acetanilides/*chemistry/*pharmacology MH - Chlorella/*drug effects MH - Hydroxamic Acids/*chemistry/*pharmacology MH - Lactuca/drug effects MH - Seeds/drug effects EDAT- 2008/08/02 09:00 MHDA- 2008/08/30 09:00 CRDT- 2008/08/02 09:00 PHST- 2008/08/02 09:00 [pubmed] PHST- 2008/08/30 09:00 [medline] PHST- 2008/08/02 09:00 [entrez] AID - 10.1515/znc-2008-5-613 [doi] PST - ppublish SO - Z Naturforsch C J Biosci. 2008 May-Jun;63(5-6):389-94. doi: 10.1515/znc-2008-5-613.