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  • 學位論文

兩種真菌醱酵液之生物活性成分研究

Chemical investigation of the fermented broths of Theissenia rogersii and Stilbohypoxylon elaeicola

指導教授 : 李宗徽

摘要


利用抑制一氧化氮合成酶的活性分析平台來篩選真菌培養株,藉以篩檢出具有抗發炎活性的真菌株,發現某些真菌株的醱酵培養液或菌絲體萃取物,對於RAW264.7細胞的產生一氧化氮具有顯著的抑制作用。遂選定:Theissenia rogersii(#92031201)及Stilbohypoxylon elaeicola(#173)兩株進行其活性成分研究。在選擇以麥芽抽取物(malt extract)為培養基加以擴大培養後,針對醱酵液所含代謝產物進行分析與分離,計獲得12個化合物,分別為: 2,5-dihydroxymethylfuran(1)、pycnidione(2)、maltol(3)、tyrosol(4)、hymatoxin K(5)、hymatoxin L(6)、elaeicolactone(7)、5-hydroxymethylfurfural(8)、elaeicolasdie A(9)elaeicolaside B(10)、elaeicolaside C(11)和 elaeicolaside D(12),其中屬於倍半萜之化合物7,及屬於二萜糖苷的化合物9、10及12,皆為新化合物。在100 μM的濃度下,10對於RAW264.7細胞的產生一氧化氮具有顯著的抑制活性且不具細胞毒性。此外,2及10對於A549肺腺癌細胞具有強的毒殺作用,其GI50分別為5.25 nM及9.79 μM。

並列摘要


The ethyl acetate extracts of the fermented broths of Theissenia rogersii (#92031201) and Stilbohypoxylon elaeicola (#173) were found to exhibit significant activity against inducible nitric oxide synthase (iNOS) in our preliminary screening. Therefore, bioassay-guided fraction and separation of the active component from these two broths were carried out which resulted in the isolation of twelve compounds. Their structures were elucidated to be 2,5-dihydroxymethylfuran (1), pycnidione (2), maltol (3), tyrosol (4), hymatoxin K (5), hymatoxin L (6), elaeicolactone (7), 5-hydroxymethylfurfural (8), elaeicolasdie A (9), elaeicolaside B (10), elaeicolaside C (11) and elaeicolaside D (12). Of these compounds identified, 7, 9, 10 and 12, classified as respective a sesquiterpene and three diterpene glycosides, were novel chemical entities. Compound 10 exhibited significant inhibitory activity on NO production of RAW264.7 cells without any cytotoxicity. In addition, 2 and 10 exerted potent cytotoxicity against an A549 lung cancer cell line with GI50 values of 5.25 nM and 9.79 μM, respectively.

參考文獻


1 Nathan, C. Nitric oxide as a secretory product of mammalian cells. The FASEB Journal : official publication of the Federation of American Societies for Experimental Biology 6, 3051-3064 (1992).
2 Wink, D. A. & Mitchell, J. B. Chemical biology of nitric oxide: Insights into regulatory, cytotoxic, and cytoprotective mechanisms of nitric oxide. Free Radical Biology & Medicine 25, 434-456 (1998).
3 Chen, Y. C., Lin S., S. Y. & Lin, J. K. Involvement of reactive oxygen species and caspase 3 activation in arsenite-induced apoptosis. Journal of Cellular Physiology 177, 324-333 (1998).
5 Knowles, R. G. & Moncada, S. Nitric oxide synthases in mammals. The Biochemical Journal 298, 249-258 (1994).
6 Sautebin, L. Prostaglandins and nitric oxide as molecular targets for anti-inflammatory therapy. Fitoterapia 71, S48-S57 (2000).

被引用紀錄


蕭惠勻(2012)。臺灣株真菌Nalanthamala psidii YMJ400、Trichobotrys effusa YMJ1179 及Alveophoma caballeroi YMJ309 醱酵液成分之研究〔碩士論文,臺北醫學大學〕。華藝線上圖書館。https://doi.org/10.6831/TMU.2012.00037

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