title: First Discovery of Polycarpine, Polycarpaurines A and C, and Their Derivatives as Novel Antiviral and Antiphytopathogenic Fungus Agents.
abstract: Marine natural products polycarpine, polycarpaurines A and C, and their derivatives were designed, synthesized, and characterized on the basis of (1)H NMR and mass spectroscopy. The antiviral and antiphytopathogenic fungus activities of these alkaloids were first evaluated. Polycarpine derivative 1g displayed excellent in vivo antiviral activity against TMV (inactivation inhibitory effect, 57%/500 μg mL(-1) and 19%/100 μg mL(-1); curative inhibitory effect, 62%/500 μg mL(-1) and 23%/100 μg mL(-1); and protection inhibitory effect, 56%/500 μg mL(-1) and 29%/100 μg mL(-1)), which is evidently higher than the activity of ribavirin (inactivation inhibitory effect, 37%/500 μg mL(-1) and 9%/100 μg mL(-1); curative inhibitory effect, 36%/500 μg mL(-1) and 13%/100 μg mL(-1); and protection inhibitory effect, 39%/500 μg mL(-1) and 17%/100 μg mL(-1)), thus emerging as a new lead compound for antiviral research against TMV. Fungicidal testing in vitro showed that most of the compounds displayed good fungicidal activity against plant pathogenic fungi. Further in vivo fungicidal testing indicated that compounds 6a, 6f, and 8a-c displayed good fungicidal activity. Current results provide support for the development of polycarpine alkaloids as novel agrochemicals.
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University , Tianjin 300071, China.
authors.forename: Pengbin
authors.initials: P
authors.lastname: Guo
authors.affiliation: Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Key Laboratory of Inorganic-Organic Hybrid Functional Materials Chemistry (Tianjin Normal University), Ministry of Education, College of Chemistry, Tianjin Normal University , Tianjin 300387, China.
authors.forename: Ziwen
authors.initials: Z
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University , Tianjin 300071, China.
authors.forename: Gang
authors.initials: G
authors.lastname: Li
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University , Tianjin 300071, China.
authors.forename: Yuxiu
authors.initials: Y
authors.lastname: Liu
authors.affiliation: Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Key Laboratory of Inorganic-Organic Hybrid Functional Materials Chemistry (Tianjin Normal University), Ministry of Education, College of Chemistry, Tianjin Normal University , Tianjin 300387, China.
authors.forename: Yunfu
authors.initials: Y
authors.lastname: Xie
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University , Tianjin 300071, China.
authors.forename: Qingmin
authors.initials: Q
authors.lastname: Wang
mesh_terms: D000470:Alkaloids / Q000737:chemistry* / Q000494:pharmacology*; D000998:Antiviral Agents / Q000737:chemistry* / Q000494:pharmacology*; D055808:Drug Discovery; D005658:Fungi / Q000187:drug effects; D005659:Fungicides, Industrial / Q000737:chemistry* / Q000494:pharmacology*; D007093:Imidazoles / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014027:Tobacco Mosaic Virus / Q000187:drug effects
chemical_list: D000470:Alkaloids; D000998:Antiviral Agents; D005659:Fungicides, Industrial; D007093:Imidazoles; C475052:polycarpine
keywords: anti-TMV; antifungal activity; marine natural products; polycarpine