Research of Bioactive Alkaloids with Polycyclic Skeletons

多环骨架生物活性生物碱的研究

• 批准号: 17510172
• 负责人: MORITA Hiroshi
• 金额: $ 2.05万
• 依托单位: Hoshi University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 2005
• 资助国家: 日本
• 起止时间: 2005 至 2006
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-17510172/
• 关键词: alkaloid; plant; acetylcholinesterase; neurotrophic factor; チューブリン

The Lycopodium and Daphniphyllum alkaloids represent a large family of plant constituents obtained from the club moss belonging to Lycopodiaceae and trees of the genus Daphniphyllum (Daphniphyllaceae), respectively. These structurally diverse alkaloids often possess unusual skeletons, and many of them continue to be of interest from biogenetic and biological points of view as well as providing challenging targets for total synthesis.Investigation on extracts of Lycopodium complanatum and L. obscurum (Lycopodiaceae) resulted in the isolation of new alkaloids, complanadine B, lycopladine A, and obscurumines. Lannotinidines isolated from L. annotinum and L. annotinum var. acrifolium showed elevated activity of NGF biosynthesis. Lycopodatines and lycovatine A were isolated from L. inundatum and L. clavatum var. Robustum, respectively. Lycoperine A which showed inhibition of acetylcholinesterase and nankakurine B were isolated from L. hamiltonii and structure of nankakurine A was revised. S … More ome of these new alkaloids showed some effects on neurotrophic factor biosynthesis.Daphniphyllum alkaloids are a family of fused-heterocyclic natural products elaborated by trees of the genus Daphniphyllum (Daphniphyllaceae). These ring systems have attracted great interest as challenging targets for total synthesis^3 as well as biosynthetic studies. In our search for structurally unique and biogenetically interesting Daphniphyllum alkaloids, two novel fused-pentacyclic alkaloids, daphmanidins C and D, consisting of an 1-azabicyclo[5.2.2]undecane, a hexahydronaphthalen-l-one, and a cyclopentane rings, and daphtenidines A-D were isolated from the leaves of Daphniphyllum teijismanni. Daphmanidins C and D induced secretion of neurotrophic factors from human astrocytoma cells.Two new taxoids, taxezopidines M and N, have been isolated from seeds of the Japanese yew Taxus cuspidata Sieb. et Zucc. and the structures were elucidated on the basis of spectroscopic data. Taxezopidine M reduced the depolymerization process at higher concentration. Less

石蒜生物碱和瑞香碱分别是从石松科球藓和瑞香属植物中提取的一大类植物成分。这些结构不同的生物碱通常具有不寻常的骨架，其中许多从生物发生和生物学角度继续具有兴趣，并为全合成提供了具有挑战性的靶标。对石蒜属植物石松和石蒜属植物的提取物进行了研究，分离出新的生物碱，车前素B，石蒜素A和暗色草素类化合物。兰诺替丁类化合物的分离与鉴定阿克利叶表现出较高的NGF生物合成活性。番茄红素和番茄红素A是从灌木和棒叶番茄中分离得到的。ROBGROSTUM)。从哈密尔顿链霉菌中分离得到对乙酰胆碱酯酶有抑制作用的番茄红素A，并对其结构进行了修正。S…其中更多的新生物碱对神经营养因子的生物合成有一定的影响。瑞香生物碱是瑞香科瑞香属植物的一类融合杂环天然产物。这些环系统作为具有挑战性的目标在全合成和生物合成研究中引起了极大的兴趣。在寻找具有独特结构和生物活性的瑞香碱的过程中，从瑞香叶中分离得到两个新的稠合五环生物碱，分别为瑞香素C和D，分别由1-氮杂双环[5.2.2]十一烷、六氢萘-L-酮和环戊烷环组成，并从瑞香叶中分离得到瑞香素A-D。瑞香素C和D可诱导人星形细胞瘤细胞分泌神经营养因子。从东北红豆杉种子中分离得到两个新的紫杉类化合物：紫杉碱M和紫杉醇N。Et Zucc.并根据波谱数据对其结构进行了鉴定。泰索匹定M在较高浓度时降低了解聚过程。较少

项目成果

Complanadine B, obscurumines A and B, new alkaloids from two species of Lycopodium

• DOI: 10.1016/j.tet.2005.01.011
• 发表时间: 2005-02-21
• 期刊: TETRAHEDRON
• 影响因子: 2.1
• 作者: Morita, H;Ishiuchi, K;Kobayashi, J
• 通讯作者: Kobayashi, J

Daphmanidins C and D, novel pentacyclic alkaloids from Daphniphyllum teijsmanii

• DOI: 10.1021/ol047641
• 发表时间: 2005-02-03
• 期刊: ORGANIC LETTERS
• 影响因子: 5.2
• 作者: Morita, H;Ishioka, N;Kobayashi, J
• 通讯作者: Kobayashi, J

Lycoperine A, A Novel C27N3-Type Pentacyclic Alkaloid from Lycopodium hamiltonii, Inhibiting AcetyIcholinesterase

番茄碱 A，一种来自石松的新型 C27N3 型五环生物碱，具有抑制乙酰胆碱酯酶的作用

• 发表时间: 2006
• 期刊: Org. Lett. 8
• 作者: Koichi Sakurada;Yusuke Hirasawa
• 通讯作者: Yusuke Hirasawa

Lannotinidines A-G, new alkaloids from two species of Lycopodium

• DOI: 10.1016/j.tet.2005.02.016
• 发表时间: 2005-04-11
• 期刊: TETRAHEDRON
• 影响因子: 2.1
• 作者: Koyama, K;Morita, H;Kobayashi, J
• 通讯作者: Kobayashi, J

Nankakurine B, A new alkaloid from Lycopodium hamiltonii and revised stereostructure of nankakurine A

• DOI: 10.3987/com-06-10868
• 发表时间: 2006-11
• 期刊: Heterocycles
• 影响因子: 0.6
• 作者: H. Morita;Y. Hirasawa;J. Kobayashi;Y. Obara;N. Nakahata;N. Kawahara;Y. Goda