Research for utilization of unused natural resources

未利用自然资源的利用研究

• 批准号: 11793014
• 负责人: KOBAYASHI Jun'ichi
• 金额: $ 8.64万
• 依托单位: HOKKAIDO UNIVERSITY
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for University and Society Collaboration
• 财政年份: 1999
• 资助国家: 日本
• 起止时间: 1999 至 2001
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-11793014/
• 关键词: symbiotic dinoflagellate; drug discovery; supplement; plants of northern districts; marine organism; marine microorganism; 共渦鞭毛藻; Amphidinium; マクロリド; 絶対立体配置; 殺細胞活性; 生合成; エゾユズリハ; 日本産イチイ; 健康補助食品; 生活習慣病; 北海道; ハイイヌガヤ; アルカロイド

1) A new anthracycline-derived pentacyclic metabolite, seragakinone A, and new peptides, dictyonamides A and B, were isolated from a marine-derived fungus Cocodinium sp., and the structures were determined on the basis of combination of NMR analyses, X-ray analysis, and degradation experiments. Seragakinone A showed antimicrobial activity, while dictyonamide A exhibited inhibitory activity against CDK-4.2) Three new lycopodium alkaloids, seratezomines A 〜 C, with seco-seratinine-type, a seratenine-type, and a lycodoline-type skeletons, respectively, were isolated from the club moss Lycopodium serratum var. serratum. On the other hand, three new alkaloids, complanadine A, lyconadine A, 11-hydroxy lycodine, were isolated from lycopodium complanatum.3) Fifteen new Daphniphyllum alkaloids, daphnezomines A 〜 G and daphnicyclidins A 〜 H were isolated from Daphniphyllum humile and D. teijsmanni. Daphnezomines A and B are novel alkaloids with aza-adamantane core, while daphnezomines F and G have a 1-azaobicyclo[5.2.2]undecene ring system. Daphnicyclidins A 〜 H possess unque fused hexa- or pentacyclic skeletons.4) Three new bicyclic peptides, celogentins A 〜 C, were isolated together with moroidin from the seeds of Celosia argentea. Celogentins A 〜 C and moroidin inhibited the polymerization of tubulin. Structure-activity relationship study using four moroidin derivatives as well as Celogentins A 〜 C and moroidin indicated that the bicyclic ring system including non-peptide connections among β^S-Leu, Trp, and His residues with ring size and conformations suitable for interaction with tubulin would be important for their activity.

1)从海洋真菌Cocodinium sp.中分离得到新的蒽环类五环代谢物seragakinone A和新的多肽dictyonamides A和B，并结合NMR分析、x射线分析和降解实验对其结构进行了鉴定。结果表明，Seragakinone A具有抗菌活性，dictyonamide A对cdk具有抑制活性。4.2)从棒状苔藓lycopodium serratum vars serratum中分离到三种新的番茄属生物碱，分别具有次塞拉汀型、塞拉汀型和蛇碱型骨架。另一方面，从石南中分离得到了3个新的生物碱：顺铂那定A、lyconadine A、11-羟基lycodine。3)从黄水蚤和特氏水蚤中分离到15个新的水蚤生物碱、水蚤zomines A ~ G和水蚤环素A ~ H。dapnezomines A和B是具有偶氮-金刚烷核心的新型生物碱，而dapnezomines F和G具有1-偶氮双环[5.2.2]十一烯环体系。水环素A ~ H具有独特的融合六环或五环骨架。4)从银芹籽中分离到3个新的双环肽，分别为celogentina ~ C和moroidin。红素A ~ C和摩罗素抑制微管蛋白的聚合。利用四种罗汉素衍生物以及Celogentins A ~ C和罗汉素进行的构效关系研究表明，含有β^S-Leu、Trp和His残基之间非肽连接的双环体系，其环大小和构象适合与微管蛋白相互作用，对其活性有重要影响。

项目成果

H. Morita, et al.: "Serratezomines A〜C, New Alkaloids from Lycopodium serratum var. serratum"J. Org. Chem.. 65. 6241-6245 (2000)

H. Morita 等：“Serratezomines A~C，来自石松 var. serratum 的新生物碱” J. Org. 65. 6241-6245 (2000)

H.Morita: "Daphnezomines A and B, novel alkaloids with an aza-adamantane core from Daphniphyllum humile"J. Org. Chem.. 64. 7208-7212 (1999)

H.Morita：“Daphnezomines A 和 B，来自 Daphniphyllum humile 的具有氮杂金刚烷核心的新型生物碱”J.

H. Morita, et al.: "Senepodine A, a novel C_<22>N_2 alkaloid from Lycopodium chinens"Tetrahedron Lett.. 42. 4199-4201 (2001)

H. Morita等人：“Senepodine A，一种来自石松的新型C_ 22 N_2生物碱”Tetrahedron Lett.. 42. 4199-4201 (2001)

M. Sekiguchi, et al.: "Pacovatinins A〜C, new labdane diterpenoids from the seeds of Renealmia exaltata"J. Nat. Ptod.. 64. 1102-1106 (2001)

M. Sekiguchi 等人：“Pacovatinins A~C，来自 Renealmia exaltata 种子的新 Labdane 二萜” J. Nat. 64. 1102-1106 (2001)

H.Morita: "Daphnezomines H,I,J,and K,new daphnilactone-type alkaloids from Daphniphyllum humile"Tetrahedron. 56. 2641-2646 (2000)

H.Morita：“Daphnezomines H、I、J 和 K，来自 Daphniphyllum humile 的新瑞香内酯型生物碱”四面体。