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完整後設資料紀錄
DC 欄位 | 值 | 語言 |
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dc.contributor.advisor | 李宗徽(Tzong-Huei Lee) | |
dc.contributor.author | Yu-Kai Wang | en |
dc.contributor.author | 王昱凱 | zh_TW |
dc.date.accessioned | 2021-07-11T14:43:21Z | - |
dc.date.available | 2021-10-14 | |
dc.date.copyright | 2016-10-14 | |
dc.date.issued | 2016 | |
dc.date.submitted | 2016-08-11 | |
dc.identifier.citation | [1] Bhadury, P.; Mohammad, B.T.; Wright, P.C. The current status of natural products from marine fungi and their potential as anti-infective agents. J. Ind. Microbiol. Biotechnol. 2006, 33, 325–337.
[2] Faulkner, D.J. Marine natural products. Nat. Prod. Rep. 2001, 18, 1R–49R. [3] Hawksworth D. L.. The fungal dimension of biodiversity: magnitude, significance, and conservation. Mycol. Res 1990, 95, 641-655. [4] Roemer, T.; Davies, J.; Giaever, G.; Nislow, C., Bugs, drugs and chemical genomics. Nature chemical biology 2012, 8, (1), 46-56. [5] Chung, E. J.; Lim, H. K.; Kim, J. C.; Choi, G. J.; Park, E. J.; Lee, M. H.; Chung, Y. R.; Lee, S. W., Forest soil metagenome gene cluster involved in antifungal activity expression in Escherichia coli. Applied and environmental microbiology 2008, 74, (3), 723-730. [6] 郭懷民等人,海洋微生物天然物,科學發展,2012,479。 [7] Kerwin, J. F., Jr.; Lancaster, J. R., Jr.; Feldman, P. L., Nitric oxide: a new paradigm for second messengers. J Med Chem 1995, 38, (22), 4343-4362. [8] Wink, D. A.; Mitchell, J. B., Chemical biology of nitric oxide: insights into regulatory, cytotoxic, and cytoprotective mechanisms of nitric oxide. Free Radical Biology and Medicine 1998, 25, (4-5), 434-456. [9] Swarts, H. J.; Verhagen, F. J. M.; Field, J. A., Wijnberg, J. B. P. A.. Novelchlorometabolites produced by Bjerkandera species. Phytochemistry 1996, 42, (6), 1699-1701. [10] Kokubun, T.; Rozwadowski, Z.; Duddeck, H.. Benzaldehyde Derivatives from Sarcodontia crocea. J. Nat. Prod. 2007, 70, 1539–1541. [11] Kopecky, J.; Saman, D.; Vanek, T.; Novotny, L.. Components of the wood-rotting fungus Sarcodontia setosa. Collection Czechoslovak Chern. Commun., 1984, 49, 1622-1626. [12] Marumoto, R.; Klostermeyer, D.; Steglich, W.; Wunder, A.; Anke, T.. Phlebiachrysoic acids, new inhibitors of leukotriene biosynthesis from Phlebia chrysocrea (Basidiomycetes). Liebigs Ann., Recuei, l997, 313-316. [13] Jin, W., Zjawiony, J. K. 5-Alkylresorcinols from Merulius incarnatus. J. Nat. Prod. 2006, 69, 704-706. [14] Li, H.J.; Chen, T.; Xie, Y.L.; Chen, W.D.; Zhu, X.F.; Lan, W.J. Isolation and structural elucidation of chondrosterins F–H from the marine fungus Chondrostereum sp. Mar. Drugs 2013, 11, 551-558. [15] Jonassohn, M., Anke, H., Sterner, O., Svensson, C. New compounds isolated from the culture filtrate of the fungus Merulius tremellosus. Temtrahedron lettes,1993, Vol. 35, (10), 1593-1596. [16] Li, H.J.; Lan, W.J.; Lam, C.K.; Yang, F.; Zhu, X.F. Hirsutane sesquiterpenoids from the marine-derived fungus Chondrostereum sp. Chem. Biodivers, 2011, 8, 317–324. [17] Li, H.J., Xie, Y.L., Xie, Z.L., Chen, Y., Lam, C.K., Lan, W.J. Chondrosterins A–E, triquinane-type sesquiterpenoids from soft coral-associated fungus Chondrostereum sp. Mar. Drugs, 2012, 10, 627–638. [18] Li, H.J, Jiang.. W.H., Liang, W.L., Huang, J.X., Mo, Y.F., Ding, Y.Q., Lam, C.K., Qian, X.J., Zhu, X.F., Lan, W.J. Induced marine fungus Chondrostereum sp. as a means of producing new sesquiterpenoids chondrosterins I and J by using glycerol as the carbon source. Mar. Drugs, 2014, 12, 167-175. [19] Wang, G.Y.S., Abrell, L.M., Avelar, A., Borgeson, B.M., Crews, P. New hirsutane based sesquiterpenes from salt water cultures of a marine sponge-derived fungus and the terrestrial fungus Coriolus consors. Tetrahedron, 54, 1998, 7335-7342 [20] Chen, A.M., Fan, Q.Y., Yin, X., Yang, X.Y., Li, Z.H., Feng, T., Liu, J.K. Three new humulane sesquiterpenes from cultures of the fungus Antrodiella albocinnamomea. Nat. Prod. Bioprospect. , 2014, 4, 207–211 [21] Hsiao, G.; Fong, T. H.; Tzu, N. H.; Lin, K. H.; Chou, D. S.; Sheu, J. R. A potent antioxidant, lycopene, affords neuroprotection against microglia activation and focal cerebral ischemia in rats. In Vivo. 2004, 18, 351–356. [22] Jung, K. K.; Lee. H. S.; Cho, J. Y.; Shin, W. C.; Rhee, M. H.; Kim, T. G.; Kang, J. H.; Kim, S. H.; Kang, S. Y. Inhibitory effect of curcumin on nitric oxide production from lipopolysaccharide-activated primary microglia. Life Sci. 2006, 79, 2022–2031. [23] Hellwig, V., Dasenbrock, J., Schumann, S., Steglich, W., Leonhardt, K., Anke, T. New triquinane-type sesquiterpenoids from Macrocystidia cucumis (Basidiomycetes). Eur. J. Org. Chem., 1998, 73-79 [24] Yun, B.S., Lee, I.K., Cho, Y., Cho, S.M., Yoo, I.D., New tricyclic sesquiterpenes from the fermentation broth of Stereum hirsutum. J. Nat. Prod. 2002, 65, 786-788 | |
dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/78135 | - |
dc.description.abstract | 本研究利用抑制一氧化氮生成的活性分析平台來篩選真菌培養株,藉以篩選出具有抗發炎活性效果的真菌株,發現某些真菌株的醱酵培養液的乙酸乙酯萃取物,對於RAW264.7細胞的一氧化氮產生具有顯著的抑制作用,而後選定 Chondrostereum sp. NTOU4196 進行其成分研究。接著以PDY (peptone dextrose yeast) 為培養基擴大培養後,針對醱酵液所含代謝產物進行分析、分離與純化,計獲得 17 個化合物純質,分別命名為: chondroterpene A (1)、chondroterpene B (2)、chondroterpene C (3)、chondroterpene D (4)、chondroterpene E (5)、chondroterpene F (6)、chondroterpene G (7)、chondroterpene H (8)、(+)-hirsutanol A (9)、hirsutanol C (10)、hirsutanol E (11)、ent-gloeosteretriol (12)、chondrosterin B (13)、arthrosporone (14)、chondrosterin A (15)、(+)-antrodol C (16) 及 trans 2,3 epoxydeca-4,6,8 triyn-1-ol (17),其中倍半萜類化合物 1 9與16 為新化合物,其結構經由光譜資料加以確認。在生物活性測試上,化合物 9 對於BV 2 細胞之一氧化氮生成顯示有強抑制效果,其半抑制濃度 (IC50) 為 5.16 ± 1.15 μM。 | zh_TW |
dc.description.abstract | The ethyl acetate extracts of the fermented broths of Chondrostereum sp. NTOU4196 were found to exhibit significant growth inhibitory activity against NO production in our preliminary screening. Therefore, separation of the active components from broth were carried out which resulted in the isolation of seventeen compounds. Their structures were elucidated to be chondroterpene A (1)、chondroterpene B (2)、chondroterpene C (3)、chondroterpene D (4)、chondroterpene E (5)、chondroterpene F (6)、chondroterpene G (7)、chondroterpene H (8)、(+)-hirsutanol A (9)、hirsutanol C (10)、hirsutanol E (11)、ent-gloeosteretriol (12)、chondrosterin B (13)、arthrosporone (14)、chondrosterin A (15)、(+)-antrodol C (16) and trans-2,3-epoxydeca-4,6,8-triyn-1-ol (17). Their strucrure were elucidated based on spectral analysis. Of these compounds identified, sesquiterpenes 1 9 and 16 were novel chemical entities. Compound 9 exhibited potent inhibitory activity on NO production with a IC50 value of 5.16 ± 1.15 µM. | en |
dc.description.provenance | Made available in DSpace on 2021-07-11T14:43:21Z (GMT). No. of bitstreams: 1 ntu-105-R03b45016-1.pdf: 8118463 bytes, checksum: 63da9f0c6e66ed5479938f917c7edfa9 (MD5) Previous issue date: 2016 | en |
dc.description.tableofcontents | 口試委員會審定書 #
誌謝 I 中文摘要 II 英文摘要 III 總目錄 IV 表目錄 VII 圖目錄 IV 縮寫表 XIV 壹、緒論與研究目的 (Introduction and Purpose)……………………………………1 貳、文獻回顧 (Review) 3 2.1 分類地位 3 2.2 皺皮菌科 (Meruliaceae) 真菌成分之文獻回顧 3 參、實驗結果與討論 (Results and Discussions) 11 3.1 真菌培養液分離流程 11 3.1.1 化合物 1 17 13 3.2 真菌培養液分離成分之結構解析 15 3.2.1 Chondroterpene A (1) 之結構解析 15 3.2.2 Chondroterpene B (2) 之結構解析 23 3.2.3 Chondroterpene C (3) 之結構解析 32 3.2.4 Chondroterpene D (4) 之結構解析 40 3.2.5 Chondroterpene E (5) 之結構解析 49 3.2.6 Chondroterpene F (6) 之結構解析 58 3.2.7 Chondroterpene G (7) 之結構解析 67 3.2.8 Chondroterpene H (8) 之結構解析 76 3.2.9 (+)-Hirsutanol A (9) 之結構解析 85 3.2.10 (+)-Antrodal C (16) 之結構解析 94 3.3 一氧化氮抑制試驗 (NO production inhibitory activity) 104 肆、實驗部分 (Experimantal) 107 4.1 儀器設備與試劑 107 4.1.1 化合物之物性測定儀器 107 4.1.2 高效液相層析系統 107 4.1.3 管柱色層層析膠體 107 4.1.4 試劑耗材與溶劑 108 4.1.5 真菌培養基 108 4.2 真菌材料 108 4.2 真菌培養與成分分離流程 109 4.3.1 培養基配置 109 4.3.1 真菌培養流程 109 4.3.1 真菌醱酵液之萃取 109 4.3.4 真菌NTOU4196之乙酸乙酯層成分分離流程 110 4.4 一氧化氮抑制試驗 (NO production inhibitory activity) 115 4.4.1 細胞培養 115 4.4.2 Griess reagent assay 115 伍、討論 (Discussion) 116 陸、各成分之物理數據 (Physical Data) 118 Chondroterpene A (1) 118 Chondroterpene B (2) 118 Chondroterpene C (3) 118 Chondroterpene D (4) 119 Chondroterpene E (5) 119 Chondroterpene F (6) 120 Chondroterpene G (7) 120 Chondroterpene H (8) 120 (+)-Hirsutanol A (9) 121 Hirsutanol C (10) 121 Hirsutanol E (11) 122 ent-Gloeosteretriol (12) 122 Chondrosterin B (13) 122 Arthrosporone (14) 123 Chondrosterin A (15) 123 (+)-Antrodol C (16) 123 trans-2,3-Epoxydeca-4,6,8-triyn-1-ol (17) 124 柒、參考文獻 (References) 125 | |
dc.language.iso | zh-TW | |
dc.title | 海洋內生真菌 Chondrostereum sp. NTOU4196 之活性物質分析 | zh_TW |
dc.title | Bioactive constituents from a marine endophytic fungus Chondrostereum sp. NTOU4196 | en |
dc.type | Thesis | |
dc.date.schoolyear | 104-2 | |
dc.description.degree | 碩士 | |
dc.contributor.oralexamcommittee | 李慶國,周宏農,盧重光 | |
dc.subject.keyword | 內生真菌,誘導型一氧化氮合成?,Chondrostereum sp.,倍半?,chondroterpene, | zh_TW |
dc.subject.keyword | endophytic fungi,Chondrostereum sp.,iNOS,sesquiterpene,chondroterpene, | en |
dc.relation.page | 128 | |
dc.identifier.doi | 10.6342/NTU201602352 | |
dc.rights.note | 有償授權 | |
dc.date.accepted | 2016-08-11 | |
dc.contributor.author-college | 生命科學院 | zh_TW |
dc.contributor.author-dept | 漁業科學研究所 | zh_TW |
顯示於系所單位: | 漁業科學研究所 |
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