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Carboline derivatives based on natural pityriacitrin as potential antifungal agents
Institution:1. National Biopesticide Engineering Research Centre, Hubei Biopesticide Engineering Research Centre, Hubei Academy of Agricultural Sciences, Wuhan 430064, China;2. Key Laboratory of Microbial Pesticides, Ministry of Agriculture and Rural Affairs, Wuhan 430064, China;3. Tobacco Research Institute of Hubei Province, Wuhan 430030, China;1. Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan;2. Medicinal Mycology Research Center, Chiba University, Chiba 260-8763, Japan;3. Western Australian Museum, Locked Bag 49, Welshpool DC, WA 6986, Australia;1. Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu 180001, India;2. Academy of Scientific & Innovative Research (AcSIR), CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu 180001, India;3. National Center for Natural Products Research (NCNPR), School of Pharmacy, University of Mississippi, MS 38677, USA;1. Hubei Key Laboratory of Natural Products Research and Development, Key Laboratory of Functional Yeast (China National Light Industry), College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang, PR China;2. Hubei Hongyu New Packing Materials Co., Ltd., Yichang, PR China;1. School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan 430074, People’s Republic of China;2. Analytical & Measuring Center of School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan 430074, People’s Republic of China;1. School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan 430074, PR China;2. National Demonstration Center for Experimental Ethnopharmacology Education, South-Central Minzu University, Wuhan 430074, PR China;1. London Research and Development Center, Agriculture and Agri-Food Canada, London, ON N5V 4T3, Canada;2. Department of Chemistry, University of Western Ontario, London, ON N6A 5B7, Canada;3. Department of Chemistry, Carleton University, Ottawa, ON, K1S 5B6, Canada;4. Department of Biochemistry, University of Western Ontario, London, ON N6A 5B7, Canada
Abstract:Carboline alkaloids are a class of important heterocyclic natural products, which usually present extensive bioactivities. During the course of our research for active compounds from natural products, the pityriacitrin and pityriacitrin B belonged carboline alkaloids have been isolated from a Chinese Burkholderia sp. NBF227, which indicated potential antifungal activities. So, in order to develop these carboline alkaloids as potential fungicidal agents, a series of pityriacitrin derivatives were investigated for their antifungal activities against Phytophthora capsici, Sclerotinia sclerotiorum, Botrytis cinerea and Rhizoctonia solani, and the results demonstrated that compounds 4, 10 and 19 displayed broad-spectrum antifungal activities. In addition, in vivo bioassay also indicated that compounds 4 and 10 could protect the pepper leaves and grape fruits against infection by P. capsici and B. cinerea, respectively. The possible mechanism of antifungal action for these compounds was also explored.
Keywords:Carboline alkaloids  Carboline derivatives  Antifungal activity  Broad-spectrum
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