title: Hydroxyapatite catalyzed aldol condensation: synthesis, spectral linearity, antimicrobial and insect antifeedant activities of some 2,5-dimethyl-3-furyl chalcones.
abstract: A series of 2,5-dimethyl-3-furyl chalcones [2E-1-(2,5-dimethyl-3-furyl)-3-(substituted phenyl)-2-propen-1-ones] have been synthesized by Hydrotalcite catalyzed aldol condensation between 3-acetyl-2,5-dimethylfuron and substituted benzaldehydes. Yields of chalcones are more than 80%. These chalcones were characterized by their physical constants and spectral data. The group frequencies of infrared ν(cm(-1)) of CO s-cis and s-trans, CH in-plane and out of plane, CH=CH out of plane, C=C out of plane modes, NMR chemical shifts δ(ppm) of Hα, Hβ, CO, Cα and Cβ of these chalcones were correlated with Hammett substituent constants, F and R parameters using single and multi-regression analyses. From the results of statistical analyses, the effects of substituents on the group frequencies are explained. Antibacterial, antifungal and insect antifeedant activities of these chalcones have been studied.
authors.affiliation: PG & Research Department of Chemistry, Government Arts College, C-Mutlur, Chidambaram 608 102, India. drmsgacplcmcdm@gmail.com
authors.forename: M
authors.initials: M
authors.lastname: Subramanian
authors.forename: G
authors.initials: G
authors.lastname: Vanangamudi
authors.forename: G
authors.initials: G
authors.lastname: Thirunarayanan
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000818:Animals; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D001424:Bacterial Infections / Q000188:drug therapy; D002384:Catalysis; D047188:Chalcones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D017886:Durapatite / Q000737:chemistry*; D005247:Feeding Behavior / Q000187:drug effects*; D005658:Fungi / Q000187:drug effects; D006801:Humans; D007313:Insecta / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D009181:Mycoses / Q000188:drug therapy; D013055:Spectrophotometry, Infrared
chemical_list: D000447:Aldehydes; D000890:Anti-Infective Agents; D047188:Chalcones; C116609:3-hydroxybutanal; D017886:Durapatite