2018
DOI: 10.1021/acs.orglett.8b02637
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Sophalines E–I, Five Quinolizidine-Based Alkaloids with Antiviral Activities against the Hepatitis B Virus from the Seeds of Sophora alopecuroides

Abstract: Five novel quinolizidine-based alkaloids (1-5) were obtained from the seeds of Sophora alopecuroides L. Compounds 1 and 2 are the first examples of sparteine-indolizine and matrine-indolizine alkaloids, respectively, whereas 3 and 4 are epimeric normatrine-julolidine alkaloids with unusual skeletons. The structures of these compounds were determined by spectroscopic methods, single-crystal X-ray diffraction, and electronic circular dichroism analyses. Hypothetical biosynthetic pathways of 1-5 were proposed. Co… Show more

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Cited by 43 publications
(32 citation statements)
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“…Quinolizidine alkaloids are a group of alkaloids possessing a quinolizidine ring or a piperidine ring with diversified pharmacological properties, including cytotoxic, oxytocic, antipyretic, antibacterial, antiviral, and hypoglycemic activities (Bunsupa et al, 2012). Sophocarpine ( 1 ) and sophoridine ( 2 ) are two active quinolizidine alkaloids isolated from Sophora alopecuroides , which distributes in western and central Asia and been used as traditional Chinese medicine for the treatment of bacterial infections, fever, rheumatism, and cardiovascular diseases (Zhang Y.-B. et al, 2018).…”
Section: Plant-based Alkaloids Against Ibdmentioning
confidence: 99%
“…Quinolizidine alkaloids are a group of alkaloids possessing a quinolizidine ring or a piperidine ring with diversified pharmacological properties, including cytotoxic, oxytocic, antipyretic, antibacterial, antiviral, and hypoglycemic activities (Bunsupa et al, 2012). Sophocarpine ( 1 ) and sophoridine ( 2 ) are two active quinolizidine alkaloids isolated from Sophora alopecuroides , which distributes in western and central Asia and been used as traditional Chinese medicine for the treatment of bacterial infections, fever, rheumatism, and cardiovascular diseases (Zhang Y.-B. et al, 2018).…”
Section: Plant-based Alkaloids Against Ibdmentioning
confidence: 99%
“…Besides, P2X 7 receptors may be related to the comorbidity of DNP and depression [62]. Palmatine treatment ameliorated the comorbidity of DNP and depression via reducing the expression of TNF-α, IL-1β mRNA, and phosphorylation of extracellular regulates protein kinases 1/2(ERK1/2) protein in the hippocampus of [156] Kudouzi Sophora alopecuroides [156][157][158] Kushen Sophora flavescens [156,159] Shandougen Sophora subprostrata [156] Oxymatrine 16837-52-8 C 15 H 24 N 2 O 2 Baicihua Sophora davidii [156] Kudouzi Sophora alopecuroides [157,158] Kushen Sophora flavescens [159] Shashenhuai Sophora moorcroftiana [156] Shandougen Sophora subprostrata [156] Isoquinoline DPN rats [43]. ATP-induced activation of P2X 3 receptors might collaborate with the phosphorylation of P38 mitogen-activated protein kinase (P38MAPK) in DRG, causing mechanical and heat hyperalgesia [63].…”
Section: Regulation Of Alkaloids On Oxidative Stress and Neuroinflammmentioning
confidence: 99%
“…53 Sophocarpine and sophoridine, isolated from Sophora alopecuroides, have been used as traditional Chinese medicine for treating rheumatism. 54,55 Studies on DSS-induced murine colitis showed that sophocarpine (15, 30, or 60 mg/kg body weight) decreased levels of IL-1b, IL-6, and colonic MPO activity, and improved the symptom of DSSinduced colitis. 56 Berberine, a well-known representative isoquinoline alkaloid that is isolated from Coptis chinensis and Phellodendron chinense, reportedly can protect against colitis by controlling the gut microbiota, the innate and adaptive immune responses, and the function of the intestinal barrier.…”
Section: Phytochemicalsmentioning
confidence: 99%