Synthesis and structure--activity relationships of substituted cinnamic acids and amide analogues: a new class of herbicides.
In the present investigation, substituted cinnamic acids (3-hydroxy, 4-hydroxy, 2-nitro, 3-nitro, 4-nitro, 3-chloro, and 4-methoxy) and their amide analogues with four different types of substituted anilines have been synthesized. The synthesized compounds have been screened for their germination inhibition activity on radish (Raphanus sativus L. var. Japanese White) seeds at 50, 100, and 200 ppm concentrations, and the activity was compared with standard herbicide, metribuzin formulation (sencor). Significant activity was exhibited by all of the compounds. It was observed that with the increase in concentration of the test solution, the activity also increased. All of the compounds showed more than 70% inhibition at 100 ppm concentration except 4-hydroxy cinnamanilide. The compound, 2-chloro (4'-hydroxy) cinnamanilide was the best among the tested compounds, and it was found to be at par with the standard, metribuzin at all concentrations. Thus, it can be concluded that substituted cinnamic acids and their amide analogues may be developed as potential herbicides.
Department of Chemistry, GBPUA & T, Pantanagar-263 145, Uttarakhand, India. vishnoi_shipra@rediffmail.com
Shipra
S
Vishnoi
Vikash
V
Agrawal
Virendra K
VK
Kasana
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000814:Aniline Compounds / Q000737:chemistry; D002934:Cinnamates / Q000737:chemistry* / Q000494:pharmacology*; D018525:Germination / Q000187:drug effects; D006540:Herbicides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D031224:Raphanus / Q000187:drug effects / Q000196:embryology; D012639:Seeds / Q000187:drug effects
D000577:Amides; D000814:Aniline Compounds; D002934:Cinnamates; D006540:Herbicides; C029010:cinnamic acid; C023650:aniline