CAS: 5610-40-2; (6S,11Ar,11Bs)-9,10,11,11A-Tetrahydro-8H-6,11B-Methanofuro[2,3-C]Pyrido[1,2-A]Azepin-2(6H)-One

该化合物是一种自然产生的藻类,产自属于Euphorbiaceae家族的Securenega suffruticosa植物,其特点是复杂的双环结构,其特点是有和管状环;该化合物展示了一系列生物活动,包括...

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上下游产品

RS)-1-formyl-2-((7aSR)-6ξ-bromo-2-oxo-6,7-dihydro-2H-benzofuran-7ar-yl)-piperidine(RS)-1-formyl-2-((7aSR)-6ξ-bromo-2-oxo-6,7-dihydro-2H-benzofuran-7ar-yl)-piperidine 1(S)-[1'-tert-butoxycarbonyl-2'(R)-piperidinyl]-3-bromo-9-oxa-8-oxobicyclo[4.3.0]nona-4,6-diene tert-butyl (2R)-2-[(7aS)-2(6H)-oxo-7,7a-dihydro-7a-benzofuranyl]piperidine-1-carboxylate tert-butyl (2R)-2-[(2S)-2-[(Z)-4-iodo-3-butenyl]-5(2H)-oxo-2-furyl]piperidine-1-carboxylate(2β,15α)-14,15-dihydro-15-(4-phenylpiperazin-1-yl)securinan-11-one (2β,15α)-14,15-dihydro-15-[4-(4-methoxyphenyl)piperazin-1-yl]securinan-11-one

合成工艺路线路线简述

    1(S)-[1'-Tert-Butoxycarbonyl-2'(R)-Piperidinyl]-3-Bromo-9-Oxa-8-Oxobicyclo[4.3.0]Nona-4,6-Diene置于三氟乙酸,Potassium Carbonate体系中,用 四氢呋喃 作为反应溶剂,化学反应 12.25H,以87%的收率获得产物一叶秋碱
    参考文献:First Diastereoselective Chiral Synthesis Of (−)-Securinine
    标题:First Diastereoselective Chiral Synthesis Of (−)-Securinine
    摘要:A Diastereoselective Total Synthesis Of Securinine In Optically Pure Form Was Achieved By Employing Ring-Closing Metathesis Of The Corresponding Dienyne Compound As A Key Step.
    DOI:10.1021/ol0361251

    海关参考信息

    专利信息


    专利号:US-7829124-B2
    优先权日:2001-04-26
    标题:Use of Phyllanthus constituents for treating or preventing infections caused by hepatitis B-viruses
    发明人:OTT MICHAEL; MANNS MICHAEL P
    权利人:OTT MICHAEL; MANNS MICHAEL P
    摘要:The disclosure relates to a method of inhibiting synthesis of viral DNA in a mammal infected with a hepatitis B virus. This method includes administering at least one Phyllanthus component or substance to a mammal infected with the hepatitis B virus. It also includes inhibiting hepatitis B viral DNA synthesis in the mammal using the Phyllanthus component or substance. The disclosure also relates to a method of inhibiting viral gene expression in a mammal infected with a hepatitis B virus. This method includes administering at least one Phyllanthus component or substance to a mammal infected with the hepatitis B virus. It also includes inhibiting expression of at least one hepatitis B viral gene in the mammal using the Phyllanthus component or substance. These methods may form part of a method of preventing or treating hepatitis B infection.
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    主要参考文献

    1. Beutler, J.A., Karbon, E.W., Brubaker, A.N., et al. Securinine alkaloids: A new class of GABA receptor antagonist. Brain Res. 330(1), 135-140 (1985). 2. Xia, Y.-H., Chang, C.-R., Yao, S.-Y., et al. L-securinine induced the human colon cancer SW480 cell autophagy and its molecular mechanism. Fitoterapia 82(8), 1258-1264 (2011). 3. Han, S., Zhang, G., Li, M., et al. L-securinine induces apoptosis in the human promyelocytic leukemia cell line HL-60 and influences the expression of genes involved in the PI3K/AKT/mTOR signaling pathway. Oncol. Rep. 31(5), 2245-2251 (2014). 4. Tao, S.-C., Peng, J.-Z., and Lu, M.-W. Central convulsive action of l-securinine. Zhongguo Yao Li Xue Bao. 7(1), 9-12 (1986).

    合成参考文献


    摘要:Diver, S. T., Science of Synthesis, (2009) 46, 114.
    摘要:Lee, D.; O'Connor, M., Science of Synthesis: Applications of Domino Transformations in Organic Synthesis, (2015) 1, 99.
    摘要:Lee, D.; Reddy Sabbasani, V., Science of Synthesis: Metal-Catalyzed Cyclization Reactions, (2016) 2, 635.
    摘要:Diesendruck, C. E., Science of Synthesis: N-Heterocyclic Carbenes in Catalytic Organic Synthesis, (2016) 2, 88.
    摘要:Yakugaku Zasshi. Journal of Pharmacy., 83(800), 1963 []
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