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  1. NTU Theses and Dissertations Repository
  2. 生命科學院
  3. 漁業科學研究所
Please use this identifier to cite or link to this item: http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/78135
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???org.dspace.app.webui.jsptag.ItemTag.dcfield???ValueLanguage
dc.contributor.advisor李宗徽(Tzong-Huei Lee)
dc.contributor.authorYu-Kai Wangen
dc.contributor.author王昱凱zh_TW
dc.date.accessioned2021-07-11T14:43:21Z-
dc.date.available2021-10-14
dc.date.copyright2016-10-14
dc.date.issued2016
dc.date.submitted2016-08-11
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.
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[6] 郭懷民等人,海洋微生物天然物,科學發展,2012,479。
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[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.urihttp://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.abstractThe 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
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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.isozh-TW
dc.subjectchondroterpenezh_TW
dc.subjectChondrostereum sp.zh_TW
dc.subject倍半?zh_TW
dc.subject誘導型一氧化氮合成?zh_TW
dc.subject內生真菌zh_TW
dc.subjectiNOSen
dc.subjectendophytic fungien
dc.subjectChondrostereum sp.en
dc.subjectsesquiterpeneen
dc.subjectchondroterpeneen
dc.title海洋內生真菌 Chondrostereum sp. NTOU4196 之活性物質分析zh_TW
dc.titleBioactive constituents from a marine endophytic fungus Chondrostereum sp. NTOU4196en
dc.typeThesis
dc.date.schoolyear104-2
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.keywordendophytic fungi,Chondrostereum sp.,iNOS,sesquiterpene,chondroterpene,en
dc.relation.page128
dc.identifier.doi10.6342/NTU201602352
dc.rights.note有償授權
dc.date.accepted2016-08-11
dc.contributor.author-college生命科學院zh_TW
dc.contributor.author-dept漁業科學研究所zh_TW
Appears in Collections:漁業科學研究所

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