Synthesis and antifungal activity of imidazo[1,2-b]pyridazine derivatives against phytopathogenic fungi |
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| Institution: | 1. State Key Laboratory of Functions and Applications of Medicinal Plants, College of Pharmacy, Guizhou Provincial Engineering Technology Research Center for Chemical Drug R&D, Guizhou Medical University, Guiyang 550004, PR China;2. Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, PR China;1. Department of Chemistry, Bhaskaracharya College of Applied Sciences (University of Delhi), Sector-2, Dwarka, New Delhi, 110075, India;2. Present Address: Institut de La Matie''re Condense et des Nanosciences (IMCN), Universite’ Catholique de Louvain (UCL), Place Louis Pasteur 1, 1348, Louvain-la-Neuve, Belgium;3. Rudraksh Proudhyogiki Sangathan, Delhi, India;1. Instituto de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Circuito Exterior, Coyoacán, C.P 04510 México, D.F., Mexico;2. Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Circuito Interior, Coyoacán, C.P 04510 México, D.F., Mexico;1. Faculty of Chemistry and Chemical Technology, University of Ljubljana, A?ker?eva 5, SI – 1000 Ljubljana, Slovenia;2. Medicinal Chemistry, Boehringer-Ingelheim Pharma GmbH&Co. KG, 88397 Biberach, Germany |
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| Abstract: | A series of 3,6-disubstituted imidazo1,2-b]pyridazine derivatives have been synthesized and characterized with spectroscopic analyses. The antifungal activities of these compounds against nine phytopathogenic fungi were evaluated by the mycelium growth rate method. The in vitro antifungal bioassays indicated that most of compounds displayed excellent and broad-spectrum antifungal activities. Especially, compounds 4a, 4c, 4d, 4l and 4r exhibited 1.9–25.5 fold more potent than the commercially available fungicide hymexazol against Corn Curvalaria Leaf Spot (CL), Alternaria alternate (AA), Pyricularia oryzae (PO) and Alternaria brassicae (AB) strains. Structure-activity relationship analysis showed that the enhanced antifungal activity is significantly affected by the substituents on the benzene ring and pyridazine ring. |
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| Keywords: | Imidazo[1 2-b]pyridazine Pathogenic fungi Synthesis Antifungal activity |
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