title: Synthesis of heterocycle-attached methylidenebenzenesulfonohydrazones as antifungal agents.
abstract: A series of heterocycle-attached methylidenebenzenesulfonohydrazone derivatives were synthesized and evaluated for their antifungal activities against seven phytopathogenic fungi such as Fusarium graminearum, Alternaria solani, Valsa mali, Phytophthora capsici, Fusarium solani, Botrytis cinerea, and Glomerella cingulata. Compounds 7b, 8d, 9a, 9b and 9d exhibited a good and broad-spectrum of antifungal activities against at least five phytopathogenic fungi at the concentration of 100 μg/mL. It demonstrated that addition of one double bond between the phenylsulfonylhydrazone fragment and the furan ring of 6a,b,d could afford more active compounds 9a,b,d; however, introduction of the nitro group on the phenyl ring of 6a-9a gave less potent compounds 6e-9e.
authors.affiliation: Research Institute of Pesticidal Design & Synthesis, College of Sciences/Plant Protection, Northwest A&F University, Yangling 712100, Shaanxi Province, People's Republic of China.
authors.forename: Zhinan
authors.initials: Z
authors.lastname: Gao
authors.affiliation: Research Institute of Pesticidal Design & Synthesis, College of Sciences/Plant Protection, Northwest A&F University, Yangling 712100, Shaanxi Province, People's Republic of China.
authors.forename: Min
authors.initials: M
authors.lastname: Lv
authors.affiliation: Research Institute of Pesticidal Design & Synthesis, College of Sciences/Plant Protection, Northwest A&F University, Yangling 712100, Shaanxi Province, People's Republic of China.
authors.forename: Qin
authors.initials: Q
authors.lastname: Li
authors.affiliation: Research Institute of Pesticidal Design & Synthesis, College of Sciences/Plant Protection, Northwest A&F University, Yangling 712100, Shaanxi Province, People's Republic of China; State Key Laboratory of Crop Stress Biology for Arid Areas, Northwest A&F University, Yangling 712100, Shaanxi Province, People's Republic of China. Electronic address: orgxuhui@nwsuaf.edu.cn.
authors.forename: Hui
authors.initials: H
authors.lastname: Xu
mesh_terms: D000528:Alternaria / Q000187:drug effects; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D020171:Botrytis / Q000187:drug effects; D005670:Fusarium / Q000187:drug effects; D006835:Hydrazones / Q000138:chemical synthesis / Q000494:pharmacology*; D010080:Oxazoles / Q000494:pharmacology; D020081:Phyllachorales / Q000187:drug effects; D010838:Phytophthora / Q000187:drug effects; D013449:Sulfonamides / Q000138:chemical synthesis / Q000494:pharmacology*
chemical_list: D000935:Antifungal Agents; D006835:Hydrazones; D010080:Oxazoles; D013449:Sulfonamides; C531211:hymexazol
keywords: Antifungal activity; Hybrids; Phenylsulfonylhydrazone; Phytopathogenic fungi; Synthesis