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http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/97562完整後設資料紀錄
| DC 欄位 | 值 | 語言 |
|---|---|---|
| dc.contributor.advisor | 李宗徽 | zh_TW |
| dc.contributor.advisor | Tzong-Huei Lee | en |
| dc.contributor.author | 奚曉陽 | zh_TW |
| dc.contributor.author | Hsiao-Yang Hsi | en |
| dc.date.accessioned | 2025-07-02T16:28:34Z | - |
| dc.date.available | 2025-07-03 | - |
| dc.date.copyright | 2025-07-02 | - |
| dc.date.issued | 2025 | - |
| dc.date.submitted | 2025-06-16 | - |
| dc.identifier.citation | (1) Newman, D. J., Cragg, G. M. Natural products as sources of new drugs over the nearly four decades from 01/1981 to 09/2019. Journal of Natural Products 2020, 83 (3), 770-803.
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| dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/97562 | - |
| dc.description.abstract | 本研究自海洋褐藻重緣葉馬尾藻 (Sargassum cristaefolium C. Agardh) 中分離出真菌株Penicillium sumatraense SC29、Xylaria acuta SC1019、Scytalidium lignicola SC228和Hypomontagnella monticulosa SC1047，經液態及固態發酵後以有機溶劑進行分配萃取發酵產物，再將粗萃物以開放式管柱和高效液相層析儀 (HPLC) 進行分析、分離與純化，所得純質以核磁共振光譜 (NMR) 鑑定分子結構，再透過質譜、紅外光譜、紫外光譜、圓二色光譜、旋光度及Mosher’s酯化反應等數據佐證結構的正確性。計得到23個未曾報導的聚酮類化合物，包含 penisterine A (PS-1)、penisterines C-E (PS-3~PS-5)、xylarilactone A (XA-1)、xylarilactone B (XA-2)、xylarilactone C (XA-3)、ent-gedebic acid 8-O-α-D-glucopyranoside (XA-4)、5R-hydroxylmethylmellein 11-O-α-D- glucopyranoside (XA-5)、ent-hymatoxin E 16-O-α-D-mannopyranoside (XA-6)、19,20-epoxycytochalasin S (XA-7)、19,20-epoxycytochalasin T (XA-8)、(2R)-butylitaconic acid (XA-9)、scytabenzofurans A-C (SL-1~SL-3)、(3S,4S)-5-chloro-3,4-dihydro-4,6,8-trihydroxy-3-methyl-1H-2-benzopyran-1-one (SL-4)、hypoketides A-F (HM-1~HM-6)，一個天然物首次分離化合物penisterine B (PS-2)，及21個已知化合物。在生物活性方面，penisterine D (PS-4)、19,20-epoxycytochalasin S (XA-7)、19,20-epoxycytochalasin T (XA-8)、cytochalasin C (XA-21)、(-)-mycorrhizin A (SL-5)、(-)-dechloromycorrhizin A (SL-6)、(-)-trans-3,4-dihydro-2,4,8-trihydroxynaphthalen-1(2H)-one (SL-7)、hypoketide A (HM-1)、hypoketide B (HM-2) 和sporothriolide (HM-7) 表現出對EPC生長的抑製作用，IC50值分別為28.5 ± 2.2、0.4 ± 0.1、0.5 ± 0.1、0.5 ± 0.1、30.6 ± 0.8、0.5 ± 0.1、42.7 ± 0.9、47.7 ± 5.5、21.6 ± 0.6和63.8 ± 1.8 µM。Xylarilactone A (XA-1)、5R-hydroxylmethylmellein 11-O-α-D-glucopyranoside (XA-5)、19,20-epoxycytochalasin S (XA-7)、PC-2 (XA-10)、5,6-dihydro-4-methoxy-6-(pentanoyloxy)-2H-pyran-2-one (XA-17)、scytabenzofurans A-C (SL-1~SL-3)、(3S,4S)-5-chloro-3,4-dihydro- 4,6,8-trihydroxy-3-methyl-1H-2-benzopyran-1-one (SL-4)、(-)-trans-3,4-dihydro- 2,4,8-trihydroxynaphthalen-1(2H)-one (SL-7)、(R)-6-hydroxymellein (SL-8)、hypoketide B (HM-2) 和sporothriolide (HM-7) 表現出對BV-2細胞產生的NO具有抑制作用，IC50值分別為19.6 ± 0.4、16.1 ± 0.6、11.4 ± 0.3、15.2 ± 0.9、11.8 ± 0.5、49.0 ± 1.2、23.4 ± 0.4、34.2 ± 0.5、22.7 ± 1.5、44.8 ± 2.6、19.6 ± 0.1、4.9 ± 0.3和8.9 ± 0.1 µM。 | zh_TW |
| dc.description.abstract | In this study, fungal strains Penicillium sumatraense SC29, Xylaria acuta SC1019, Scytalidium lignicola SC228, and Hypomontagnella monticulosa SC1047 were isolated and identified from a marine brown algae Sargassum cristaefolium. Sephadex LH-20 open column separation followed by HPLC purification of liquid- and solid-state fermented products of the fungal strains were carried out, the structures were elucidated by spectroscopic analysis including NMR, MS, IR, UV, CD, optical rotational and Mosher’s method. This analysis led to identification of 23 new poketides, including penisterine A (PS-1), penisterines C-E (PS-3~PS-5), xylarilactones A-C (XA-1~XA-3), ent-gedebic acid 8-O-α-D-glucopyranoside (XA-4), 5R-hydroxylmethylmellein 11-O-α-D-glucopyranoside (XA-5), ent-hymatoxin E 16-O-α-D-mannopyranoside (XA-6), 19,20-epoxycytochalasin S (XA-7), 19,20-epoxycytochalasin T (XA-8), (2R)-butylitaconic acid (XA-9), scytabenzofurans A-C (SL-1~SL-3), (3S,4S)-5-chloro-3,4-dihydro-4,6,8-trihydroxy-3-methyl-1H-2-benzopyran-1-one (SL-4), and hypoketides A-F (HM-1~HM-6), along with one compound firstly isolated from nature, and 21 known compounds. Of these, penisterine D (PS-4), 19,20-epoxycytochalasin S (XA-7), 19,20-epoxycytochalasin T (XA-8), cytochalasin C (XA-21), (-)-mycorrhizin A (SL-5), (-)-dechloromycorrhizin A (SL-6), (-)-trans-3,4-dihydro-2,4,8-trihydroxynaphthalen-1(2H)-one (SL-7), hypoketide A (HM-1), hypoketide B (HM-2), and sporothriolide (HM-7) displayed anti-angiogenic activities by suppressing the growth of human endothelial progenitor cells with IC50 values of 28.5 ± 2.2, 0.4 ± 0.1, 0.5 ± 0.1, 0.5 ± 0.1, 30.6 ± 0.8, 0.5 ± 0.1, 42.7 ± 0.9, 47.7 ± 5.5, 21.6 ± 0.6, and 63.8 ± 1.8 µM, respectively. Xylarilactone A (XA-1), 5R-hydroxylmethylmellein 11-O-α-D-glucopyranoside (XA-5), 19,20-epoxycytochalasin S (XA-7), PC-2 (XA-10), 5,6-dihydro-4-methoxy-6-(pentanoyloxy)-2H-pyran-2-one (XA-17), scytabenzofurans A-C (SL-1~SL-3), (3S,4S)-5-chloro-3,4-dihydro-4,6,8-trihydroxy- 3-methyl-1H-2-benzopyran-1-one (SL-4), (-)-trans-3,4-dihydro-2,4,8-trihydroxynaphthalen- 1(2H)-one (SL-7), (R)-6-hydroxymellein (SL-8), hypoketide B (HM-2), and sporothriolide (HM-7) showed nitric oxide production inhibitory activities in lipopolysaccharide-activated BV-2 microglial cells with IC50 values of 19.6 ± 0.4, 16.1 ± 0.6, 11.4 ± 0.3, 15.2 ± 0.9, 11.8 ± 0.5, 49.0 ± 1.2, 23.4 ± 0.4, 34.2 ± 0.5, 22.7 ± 1.5, 44.8 ± 2.6, 19.6 ± 0.1, 4.9 ± 0.3, and 8.9 ± 0.1 µM. | en |
| dc.description.provenance | Submitted by admin ntu (admin@lib.ntu.edu.tw) on 2025-07-02T16:28:34Z No. of bitstreams: 0 | en |
| dc.description.provenance | Made available in DSpace on 2025-07-02T16:28:34Z (GMT). No. of bitstreams: 0 | en |
| dc.description.tableofcontents | 謝辭 I
中文摘要 II Abstract IV 目次 VIII 圖次 XII 表次 XIX 縮寫表 XXI 第一章 緒論與研究目的 1 第二章 重緣葉馬尾藻 (Sargassum cristaefolium) 之內生菌Penicillium sumatraense 6 2.1 重緣葉馬尾藻 (S. cristaefolium) 與內生菌P. sumatraense之介紹 6 2.2 青黴菌屬 (Penicillium spp.) 真菌成分之文獻回顧 8 2.3 PDB液態發酵萃取分離流程 70 2.4 化合物結構解析 73 2.4.1 Penisterine A (PS-1) 與Penisterine B (PS-2) 之結構解析 73 2.4.2 Penisterine C (PS-3) 之結構解析 85 2.4.3 Penisterine D (PS-4) 之結構解析 95 2.4.4 Penisterine E (PS-5) 之結構解析 103 2.5 生物活性 111 2.5.1 抗血管新生活性 111 2.5.2 體內抗血管新生活性 113 2.6 結果與討論 115 第三章 重緣葉馬尾藻之內生菌Xylaria acuta 116 3.1 內生菌X. acuta之介紹 116 3.2 炭角菌屬 (Xylaria spp.) 真菌成分之文獻回顧 118 3.3 萃取、分離及分離之化合物結構 170 3.3.1 PDB液態發酵萃取分離流程 170 3.3.2 ME液態發酵萃取分離流程 175 3.3.3 固態發酵萃取分離流程 177 3.4 化合物結構解析 179 3.4.1 Xylarilactone A (XA-1) 之結構解析 179 3.4.2 Xylarilactone B (XA-2) 與Xylarilactone C (XA-3) 之結構解析 189 3.4.3 ent-Gedebic acid 8-O-α-D-glucopyranoside (XA-4) 之結構解析 204 3.4.4 5R-Hydroxylmethylmellein 11-O-α-D-glucopyranoside (XA-5) 之結構解析 212 3.4.5 ent-Hymatoxin E 16-O-α-D-mannopyranoside (XA-6) 之結構解析 220 3.4.6 19,20-Epoxycytochalasin S (XA-7) 之結構解析 233 3.4.7 19,20-Epoxycytochalasin T (XA-8) 之結構解析 244 3.4.8 (2R)-Butylitaconic acid (XA-9) 之結構解析 255 3.5 生物活性 262 3.5.1 抗血管新生活性 262 3.5.2 抗發炎活性 263 3.6 結果與討論 266 第四章 重緣葉馬尾藻之內生菌Scytalidium lignicola 268 4.1 內生菌S. lignicola之介紹 268 4.2 柱頂孢霉屬 (Scytalidium spp.) 真菌成分之文獻回顧 269 4.3 PDB液態發酵萃取分離流程 275 4.4 化合物結構解析 278 4.4.1 Scytabenzofuran A (SL-1) 之結構解析 278 4.4.2 Scytabenzofuran B (SL-2) 與Scytabenzofuran C (SL-3) 之結構解析 289 4.4.3 (3S,4S)-5-chloro-3,4-dihydro-4,6,8-trihydroxy-3-methyl-1H-2- benzopyran-1-one (SL-4) 之結構解析 308 4.5 生物活性 318 4.5.1 抗血管新生活性 318 4.5.2 抗發炎活性 319 4.6 結果與討論 322 第五章 重緣葉馬尾藻之內生菌Hypomontagnella monticulosa 323 5.1 內生菌H. monticulosa之介紹 323 5.2蒙氏團菌屬 (Hypomontagnella spp.) 真菌成分之文獻回顧 324 5.3 萃取、分離及分離之化合物結構 330 5.3.1 PDB錐形瓶液態發酵萃取分離流程 330 5.3.2 PDB血清瓶液態發酵萃取分離流程 333 5.4 化合物結構解析 335 5.4.1 Hypoketide A (HM-1) 之結構解析 335 5.4.2 Hypoketide B (HM-2) 之結構解析 346 5.4.3 Hypoketide C (HM-3) 之結構解析 356 5.4.4 Hypoketide D (HM-4) 與Hypoketide E (HM-5) 之結構解析 367 5.4.5 Hypoketide F (HM-6) 之結構解析 384 5.5 生物活性 392 5.5.1 抗血管新生活性 392 5.5.1 抗發炎活性 393 5.6 結果與討論 396 第六章 總結 397 第七章 實驗部分 404 7.1 儀器設備與試劑 404 7.1.1 化合物之物理性質測定儀器 404 7.1.2 高效能液相層析系統 404 7.1.3 管柱層析膠體 405 7.1.4 試劑耗材與溶劑 405 7.1.5 真菌培養基 406 7.2 實驗材料 407 7.2.1 真菌菌株分離與篩選 407 7.2.2 菌種分子鑑定 407 7.3 真菌培養與成分分離 410 7.3.1 培養基配置 410 7.3.2 P. sumatraense SC29液態發酵之萃取、分離與純化 411 7.3.3 X. acuta SC1019 PDB液態發酵之萃取、分離與純化 411 7.3.4 X. acuta SC1019 ME液態發酵之萃取、分離與純化 412 7.3.5 X. acuta SC1019固態發酵之萃取、分離與純化 412 7.3.6 S. lignicola SC228液態發酵之萃取、分離與純化 413 7.3.7 H. monticulosa SC1047 PDB錐形瓶液態發酵之萃取、分離與純化 413 7.3.8 H. monticulosa SC1047 PDB血清瓶液態發酵之萃取、分離與純化 414 7.4 各成分之物理數據 414 7.5 抗血管新生活性評估 425 7.5.1 Cell growth assay 425 7.5.2 Capillary tube formation assay 425 7.5.3 Cytotoxicity assay 425 7.6 體內抗血管新生活性評估 425 7.6.1 Transgenic zebrafish lines 425 7.6.2 Embryos collection 426 7.6.3 Angiogenesis inhibition drug screening platform 426 7.6.4 Survival test 426 7.7 抗發炎活性評估 426 7.7.1 Cell culture 426 7.7.2 MTT assay 427 7.7.3 Measurement of nitric oxide production 427 7.8 鹼水解反應 427 7.9 Mosher酯化反應 427 7.10 酸水解反應和單糖組態分析 428 第八章 研究論文發表 429 Reference 432 | - |
| dc.language.iso | zh_TW | - |
| dc.subject | 抗血管新生 | zh_TW |
| dc.subject | Sargassum cristaefolium | zh_TW |
| dc.subject | Penicillium sumatraense | zh_TW |
| dc.subject | Xylaria acuta | zh_TW |
| dc.subject | Scytalidium lignicola | zh_TW |
| dc.subject | Hypomontagnella monticulosa | zh_TW |
| dc.subject | 抗發炎 | zh_TW |
| dc.subject | Hypomontagnella monticulosa | en |
| dc.subject | anti-angiogenesis | en |
| dc.subject | anti-inflammation | en |
| dc.subject | Sargassum cristaefolium | en |
| dc.subject | Penicillium sumatraense | en |
| dc.subject | Xylaria acuta | en |
| dc.subject | Scytalidium lignicola | en |
| dc.title | 重緣葉馬尾藻衍生真菌株之化學活性成分研究 | zh_TW |
| dc.title | Bioactive Chemical Constituents from Sargassum cristaefolium-derived Fungal Strains | en |
| dc.type | Thesis | - |
| dc.date.schoolyear | 113-2 | - |
| dc.description.degree | 博士 | - |
| dc.contributor.oralexamcommittee | 李慶國;蕭哲志;王士維;陳日榮;宋秉鈞;呂誌翼 | zh_TW |
| dc.contributor.oralexamcommittee | Ching-Kuo Lee;George Hsiao;Shih-Wei Wang;Jih-Jung Chen;Ping-Jyun Sung;Jyh-Yih Leu | en |
| dc.subject.keyword | 抗發炎,抗血管新生,Sargassum cristaefolium,Penicillium sumatraense,Xylaria acuta,Scytalidium lignicola,Hypomontagnella monticulosa, | zh_TW |
| dc.subject.keyword | anti-angiogenesis,anti-inflammation,Sargassum cristaefolium,Penicillium sumatraense,Xylaria acuta,Scytalidium lignicola,Hypomontagnella monticulosa, | en |
| dc.relation.page | 461 | - |
| dc.identifier.doi | 10.6342/NTU202501140 | - |
| dc.rights.note | 同意授權(全球公開) | - |
| dc.date.accepted | 2025-06-16 | - |
| dc.contributor.author-college | 生命科學院 | - |
| dc.contributor.author-dept | 漁業科學研究所 | - |
| dc.date.embargo-lift | 2030-06-14 | - |
| 顯示於系所單位： | 漁業科學研究所 | |
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