title: Synthesis, spectral studies, antimicrobial, antioxidant and insect antifeedant activities of some 9H-fluorene-2-yl keto-oxiranes.
abstract: Thirteen ee (αS, βR) 9H-fluorene-2-yl keto-oxiranes (2-(9H)-fluorene-4-yl[3-(substituted phenyl)oxiran-2-yl]methanones) have been synthesized by phase transfer catalysed epoxidation of 9H-fluorene-2-yl chalcones. The yields of oxiranes are more than 95%. The synthesized oxiranes have been characterized by IR, (1)H, (13)C and GC-MS spectral data. The spectral data are correlated with Hammett substituent constants and Swain-Lupton parameters. From the regression analysis, the effect of substituents on the group frequencies has been predicted. The antimicrobial, antioxidant and insect antifeedant activities of all the synthesized oxiranes have been studied.
authors.affiliation: Department of Chemistry, Annamalai University, Annamalainagar 608002, India. drgtnarayanan@gmail.com
authors.forename: G
authors.initials: G
authors.lastname: Thirunarayanan
authors.forename: G
authors.initials: G
authors.lastname: Vanangamudi
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D004353:Drug Evaluation, Preclinical; D005027:Ethylene Oxide / Q000031:analogs & derivatives* / Q000737:chemistry; D005247:Feeding Behavior / Q000187:drug effects; D005449:Fluorenes / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology*; D007313:Insecta / Q000187:drug effects* / Q000502:physiology; D007306:Insecticides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D008954:Models, Biological; D013057:Spectrum Analysis; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D005449:Fluorenes; D007306:Insecticides; C041509:fluorene; D005027:Ethylene Oxide