title: Natural products as sources of new fungicides (I): synthesis and antifungal activity of acetophenone derivatives against phytopathogenic fungi.
abstract: Several series of 45 acetophenone derivatives bearing various alkyl or benzyl substituents were conveniently synthesized and their structures characterized by (1)H and (13)C NMR spectroscopy, HRMS and single-crystal X-ray analysis. Their in vitro antifungal activities against a panel of phytopathogenic fungi were evaluated by mycelial growth rate assay. Of them, 12 derivatives (e.g., 3a-c, 4c and 4e) exhibited more potent antifungal effects on some phytopathogens than a commercial fungicide hymexazol as positive control. In particular, compound 3b with IC50 values of 10-19 μg/mL was found to be the most active in this series and might be a potential lead structure for further optimization. The preliminary structure-activity relationship (SAR) studies of a series of acetophenones are also discussed.
authors.forename: Ya-Tuan
authors.initials: YT
authors.lastname: Ma
authors.forename: Hua-Fang
authors.initials: HF
authors.lastname: Fan
authors.forename: Yu-Qi
authors.initials: YQ
authors.lastname: Gao
authors.forename: He
authors.initials: H
authors.lastname: Li
authors.forename: An-Ling
authors.initials: AL
authors.lastname: Zhang
authors.forename: Jin-Ming
authors.initials: JM
authors.lastname: Gao
mesh_terms: D000098:Acetophenones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001688:Biological Products / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D005658:Fungi / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D010080:Oxazoles / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000098:Acetophenones; D000935:Antifungal Agents; D001688:Biological Products; D010080:Oxazoles; C531211:hymexazol; C038699:acetophenone