title: Various Bioactivity and Relationship of Structure-Activity of Matrine Analogues.
abstract: For the first time, the botanic source natural product matrine was reported to have more potent inhibitory activity against tobacco mosaic virus (TMV) than the commercial virucide ribavirin. On the basis of the structural diversity modification strategy, a series of matrine derivatives was synthesized and systematically evaluated for their antiviral activity against TMV, fungicidal activity, and insecticidal activity. As a result, compounds 3 (inhibitory rate 67.3%, 69.5%, 63.7%, 63.0% at 500 μg/mL for in vitro activity, inactivation, curative, and protection activities in vivo, respectively), 16 (66.7%, 60.7%, 63.8%, 68.9% at 500 μg/mL), and 32 (74.6%, 76.9%, 72.3%, 75.7% at 500 μg/mL) were found to have much higher anti-TMV activity than ribavirin (40.8%, 37.5%, 38.2%, 37.7% at 500 μg/mL), even exhibiting as well as NK-007 (70.3%, 66.1%, 68.4%, 67.5% at 500 μg/mL), which was an efficient compound created by our group previously. At the same time, it was found that matrine and its derivatives had a broad spectrum fungicidal activity (14 fungi), especially the inhibition of compound 32 against Phytophthora capsici Leonian reached 96.4% at a concentration of 50 μg/mL. What's more, all compounds exhibited very good insecticidal activity to five kinds of insects (including Mythimna Separate, Helicoverpa Armigera, Ostrinia Nubilalis, Plutella xylostella, and Culex Pipiens Pallens); especially, the inhibition rate of C. Pipiens Pallens of compound 22 could still reach 70% at 1 μg/mL.
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, People's Republic of China.
authors.forename: Wanjun
authors.initials: W
authors.lastname: Ni
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, People's Republic of China.
authors.forename: Chaojie
authors.initials: C
authors.lastname: Li
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, People's Republic of China.
authors.forename: Yuxiu
authors.initials: Y
authors.lastname: Liu
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, People's Republic of China.
authors.forename: Hongjian
authors.initials: H
authors.lastname: Song
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, People's Republic of China.
authors.forename: Lizhong
authors.initials: L
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, People's Republic of China.
authors.forename: Haibin
authors.initials: H
authors.lastname: Song
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, People's Republic of China.|Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300071, People's Republic of China.
authors.forename: Qingmin
authors.identifier: http://orcid.org/0000-0002-6062-3766
authors.initials: Q
authors.lastname: Wang
mesh_terms: D000470:Alkaloids / Q000737:chemistry* / Q000494:pharmacology*; D000818:Animals; D000998:Antiviral Agents / Q000737:chemistry* / Q000494:pharmacology*; D015195:Drug Design; D005658:Fungi / Q000187:drug effects; D005659:Fungicides, Industrial / Q000737:chemistry* / Q000494:pharmacology*; D007313:Insecta / Q000187:drug effects; D007306:Insecticides / Q000737:chemistry* / Q000494:pharmacology*; D015394:Molecular Structure; D011807:Quinolizines / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014027:Tobacco Mosaic Virus / Q000187:drug effects; D000093842:Matrines
chemical_list: D000470:Alkaloids; D000998:Antiviral Agents; D005659:Fungicides, Industrial; D007306:Insecticides; D011807:Quinolizines; D000093842:Matrines
keywords: anti-TMV activity; fungicidal activity; insecticidal activity; matrine; natural product of plant sources; structure−activity relationship