請用此 Handle URI 來引用此文件:
http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/77678
完整後設資料紀錄
DC 欄位 | 值 | 語言 |
---|---|---|
dc.contributor.advisor | 蘇南維(Nan-Wei Su) | |
dc.contributor.author | Shang-Ta Wang | en |
dc.contributor.author | 王上達 | zh_TW |
dc.date.accessioned | 2021-07-10T22:15:23Z | - |
dc.date.available | 2021-07-10T22:15:23Z | - |
dc.date.copyright | 2017-09-04 | |
dc.date.issued | 2017 | |
dc.date.submitted | 2017-08-17 | |
dc.identifier.citation | 參考資料
方廷方. '利用 Caco-2 細胞體外試驗評估 genistein 磷酸酯衍生物之吸收.' 臺灣大學農業化學研究所學位論文 (2014): 1-109. 中華穀類食品工業技術研究所. '2014 年國內保健食品產值暨產業概況分析。' (2014). 徐葭蓁. '大豆中異黃酮水解酵素之研究: 一, 含醣基大豆異黃酮之 β-糖苷鍵水解酶之基因選殖及特性分析 二, 含丙二醯葡萄糖苷異黃酮之酯解酶之分離與純化.' 臺灣大學農業化學研究所學位論文 (2013): 1-99. Abbott, N. J., Patabendige, A. A., Dolman, D. E., Yusof, S. R., & Begley, D. J. (2010). Structure and function of the blood–brain barrier. Neurobiology of Disease, 37(1), 13-25. Adlercreutz, H., Höckerstedt, K., Bannwart, C., Bloigu, S., Hämäläinen, E., Fotsis, T., & Ollus, A. (1987). Effect of dietary components, including lignans and phytoestrogens, on enterohepatic circulation and liver metabolism of estrogens and on sex hormone binding globulin (SHBG). Journal of Steroid Biochemistry, 27(4-6), 1135-1144. Akter, N., Radiman, S., Mohamed, F., & Reza, M. I. (2013). Self-assembled potential bio nanocarriers for drug delivery. Mini Reviews in Medicinal Chemistry, 13(9), 1327-1339. Ambrosi, M., Cameron, N. R., & Davis, B. G. (2005). Lectins: tools for the molecular understanding of the glycocode. Organic & Biomolecular Chemistry, 3(9), 1593-1608. Anupongsanugool, E., Teekachunhatean, S., Rojanasthien, N., Pongsatha, S., & Sangdee, C. (2005). Pharmacokinetics of isoflavones, daidzein and genistein, after ingestion of soy beverage compared with soy extract capsules in postmenopausal Thai women. BMC Clinical Pharmacology, 5(1), 2. Armstrong, G. A., & Hearst, J. E. (1996). Carotenoids 2: Genetics and molecular biology of carotenoid pigment biosynthesis. The FASEB Journal, 10(2), 228-237. Assunta Ginanneschi. (2016) Rare diseases and clinical trials: discovering suitable drugs for adults and children. European Patients Academy on Therapeutic Innovation. Baboota, R. K., Bishnoi, M., Ambalam, P., Kondepudi, K. K., Sarma, S. M., Boparai, R. K., & Podili, K. (2013). Functional food ingredients for the management of obesity and associated co-morbidities–A review. Journal of Functional Foods, 5(3), 997-1012. Bala, I., Bhardwaj, V., Hariharan, S., & Kumar, M. R. (2006). Analytical methods for assay of ellagic acid and its solubility studies. Journal of Pharmaceutical and Biomedical Analysis, 40(1), 206-210. Banerjee, S., Li, Y., Wang, Z., & Sarkar, F. H. (2008). Multi-targeted therapy of cancer by genistein. Cancer Letters, 269(2), 226-242. Bauer, L. (2005). Clinical Pharmacokinetics Handbook. McGraw-Hill Medical. Bell, C., & Hawthorne, S. (2008). Ellagic acid, pomegranate and prostate cancer—a mini review. Journal of Pharmacy and Pharmacology, 60(2), 139-144. Beyer, K. H. (1950). Functional characteristics of renal transport mechanisms. Pharmacological Reviews, 2(2), 227-280. Bitto, A., Altavilla, D., Bonaiuto, A., Polito, F., Minutoli, L., Di Stefano, V., ... & Squadrito, F. (2009). Effects of aglycone genistein in a rat experimental model of postmenopausal metabolic syndrome. Journal of Endocrinology, 200(3), 367-376. Boffetta, P., Couto, E., Wichmann, J., Ferrari, P., Trichopoulos, D., Bueno-de-Mesquita, H. B., ... & Nöthlings, U. (2010). Fruit and vegetable intake and overall cancer risk in the European Prospective Investigation into Cancer and Nutrition (EPIC). Journal of the National Cancer Institute, 102(8), 529-537. Borek, V., Elberson, L. R., McCaffrey, J. P., & Morra, M. J. (1998). Toxicity of isothiocyanates produced by glucosinolates in Brassicaceae species to black vine weevil eggs. Journal of Agricultural and Food Chemistry, 46(12), 5318-5323. Cao, Y., Marra, M., & Anderson, B. D. (2004). Predictive relationships for the effects of triglyceride ester concentration and water uptake on solubility and partitioning of small molecules into lipid vehicles. Journal of Pharmaceutical Sciences, 93(11), 2768-2779. Cerdá, B., Llorach, R., Cerón, J. J., Espín, J. C., & Tomás-Barberán, F. A. (2003). Evaluation of the bioavailability and metabolism in the rat of punicalagin, an antioxidant polyphenol from pomegranate juice. European Journal of Nutrition, 42(1), 18-28. Cerdá, B., Periago, P., Espín, J. C., & Tomás-Barberán, F. A. (2005). Identification of urolithin A as a metabolite produced by human colon microflora from ellagic acid and related compounds. Journal of Agricultural and Food Chemistry, 53(14), 5571-5576. Champ, M., Langkilde, A. M., Brouns, F., Kettlitz, B., & Collet, Y. L. B. (2003). Advances in dietary fibre characterisation. 1. Definition of dietary fibre, physiological relevance, health benefits and analytical aspects. Nutrition Research Reviews, 16(1), 71-82. Chen, X., & Anderson, J. J. B. (2002). Isoflavones and bone: animal and human evidence of efficacy. Journal of Musculoskeletal and Neuronal Interactions, 2(4), 352-359. Chen, J., Lin, H., & Hu, M. (2003). Metabolism of flavonoids via enteric recycling: role of intestinal disposition. Journal of Pharmacology and Experimental Therapeutics, 304(3), 1228-1235. Chen, Z. Y., Ma, K. Y., Liang, Y., Peng, C., & Zuo, Y. (2011). Role and classification of cholesterol-lowering functional foods. Journal of Functional Foods, 3(2), 61-69. Chen, C. H., Yang, J. C., Uang, Y. S., & Lin, C. J. (2013). Improved dissolution rate and oral bioavailability of lovastatin in red yeast rice products. International Journal of Pharmaceutics, 444(1), 18-24. Choi, J. H., Kim, K. J., & Kim, S. (2016). Comparative Effect of Quercetin and Quercetin‐3‐O‐β‐d‐Glucoside on Fibrin Polymers, Blood Clots, and in Rodent Models. Journal of Biochemical and Molecular Toxicology, 30(11), 548-558. Chow, H. S., Salazar, D., & Hakim, I. A. (2002). Pharmacokinetics of perillic acid in humans after a single dose administration of a citrus preparation rich in d-limonene content. Cancer Epidemiology and Prevention Biomarkers, 11(11), 1472-1476. Crowell, P. L., Elson, C. E., Bailey, H. H., Elegbede, A., Haag, J. D., & Gould, M. N. (1994). Human metabolism of the experimental cancer therapeutic agentd-limonene. Cancer Chemotherapy and Pharmacology, 35(1), 31-37. Czepa, A., & Hofmann, T. (2004). Quantitative studies and sensory analyses on the influence of cultivar, spatial tissue distribution, and industrial processing on the bitter off-taste of carrots (Daucus carota L.) and carrot products. Journal of Agricultural and Food Chemistry, 52(14), 4508-4514. Daniel, E. M., Krupnick, A. S., Heur, Y. H., Blinzler, J. A., Nims, R. W., & Stoner, G. D. (1989). Extraction, stability, and quantitation of ellagic acid in various fruits and nuts. Journal of Food Composition and Analysis, 2(4), 338-349. Daniel, E. M., Ratnayake, S., Kinstle, T., & Stoner, G. D. (1991). The effects of pH and rat intestinal contents on the liberation of ellagic acid from purified and crude ellagitannins. Journal of Natural Products, 54(4), 946-952. Das, S., Tyagi, A. K., & Kaur, H. (2000). Cancer modulation by glucosinolates: a review. Current Science, 1665-1671. Date, A. A., & Nagarsenker, M. S. (2007). Design and evaluation of self-nanoemulsifying drug delivery systems (SNEDDS) for cefpodoxime proxetil. International Journal of Pharmaceutics, 329(1), 166-172. Dauchet, L., Amouyel, P., Hercberg, S., & Dallongeville, J. (2006). Fruit and vegetable consumption and risk of coronary heart disease: a meta-analysis of cohort studies. The Journal of Nutrition, 136(10), 2588-2593. Day, A. J., Gee, J. M., DuPont, M. S., Johnson, I. T., & Williamson, G. (2003). Absorption of quercetin-3-glucoside and quercetin-4′-glucoside in the rat small intestine: the role of lactase phlorizin hydrolase and the sodium-dependent glucose transporter. Biochemical Pharmacology, 65(7), 1199-1206. D'emanuele, A., Jevprasesphant, R., Penny, J., & Attwood, D. (2004). The use of a dendrimer-propranolol prodrug to bypass efflux transporters and enhance oral bioavailability. Journal of Controlled Release, 95(3), 447-453. Diplock, A. T., Charuleux, J. L., Crozier-Willi, G., Kok, F. J., Rice-Evans, C., Roberfroid, M., ... & Vina-Ribes, J. (1998). Functional food science and defence against reactive oxidative species. British Journal of Nutrition, 80(S1), S77-S112. FAEM (1991). Association D-Limonene Monograph. Flavor and Extract Manufacturers’ Association,. Washington DC. Faulks, R. M., & Southon, S. (2005). Challenges to understanding and measuring carotenoid bioavailability. Biochimica et Biophysica Acta (BBA)-Molecular Basis of Disease, 1740(2), 95-100. Felgines, C., Talavéra, S., Gonthier, M. P., Texier, O., Scalbert, A., Lamaison, J. L., & Rémésy, C. (2003). Strawberry anthocyanins are recovered in urine as glucuro-and sulfoconjugates in humans. The Journal of Nutrition, 133(5), 1296-1301. Funatogawa, K., Hayashi, S., Shimomura, H., Yoshida, T., Hatano, T., Ito, H., & Hirai, Y. (2004). Antibacterial activity of hydrolyzable tannins derived from medicinal plants against Helicobacter pylori. Microbiology and Immunology, 48(4), 251-261. Gauliard, B., Grieve, D., Wilson, R., Crozier, A., Jenkins, C., Mullen, W. D., & Lean, M. (2008). The effects of dietary phenolic compounds on cytokine and antioxidant production by A549 cells. Journal of Medicinal Food, 11(2), 382-384. González-Barrio, R., Truchado, P., Ito, H., Espín, J. C., & Tomás-Barberán, F. A. (2011). UV and MS identification of urolithins and nasutins, the bioavailable metabolites of ellagitannins and ellagic acid in different mammals. Journal of Agricultural and Food Chemistry, 59(4), 1152-1162. Grand View Research. (2016). Functional Foods Market Analysis By Product (Carotenoids, Dietary Fibers, Fatty Acids, Minerals, Prebiotics & Probiotics, Vitamins), By Application, By End-Use (Sports Nutrition, Weight Management, Immunity, Digestive Health) And Segment Forecasts, 2014 To 2024, ID: GVR-1-68038-195-5 Gursoy, R. N., & Benita, S. (2004). Self-emulsifying drug delivery systems (SEDDS) for improved oral delivery of lipophilic drugs. Biomedicine & Pharmacotherapy, 58(3), 173-182. Hamad, A. W. R., Al-Momani, W. M., Janakat, S., & Oran, S. A. (2009). Bioavailability of ellagic acid after single dose administration using HPLC. Pakistan Journal of Nutrition, 8(10), 1661-1664. Hauss, D. J. (2007). Oral lipid-based formulations. Advanced Drug Delivery Reviews, 59(7), 667-676. Heimbach, T., Fleisher, D., & Kaddoumi, A. (2007). Overcoming poor aqueous solubility of drugs for oral delivery. In Prodrugs (pp. 157-215). Springer New York. Hikino, H., Kiso, Y., Wagner, H., & Fiebig, M. (1984). Antihepatotoxic actions of flavonolignans from Silybum marianum fruits. Planta Medica, 50(03), 248-250. Hollman, P. C., de Vries, J. H., van Leeuwen, S. D., Mengelers, M. J., & Katan, M. B. (1995). Absorption of dietary quercetin glycosides and quercetin in healthy ileostomy volunteers. The American Journal of Clinical Nutrition, 62(6), 1276-1282. Holst, B., & Williamson, G. (2008). Nutrients and phytochemicals: from bioavailability to bioefficacy beyond antioxidants. Current Opinion in Biotechnology, 19(2), 73-82. Hsu, C., Ho, H. W., Chang, C. F., Wang, S. T., Fang, T. F., Lee, M. H., & Su, N. W. (2013). Soy isoflavone-phosphate conjugates derived by cultivating Bacillus subtilis var. natto BCRC 80517 with isoflavone. Food Research International, 53(1), 487-495. IARC (2003). Fruit and Vegetables. IARC Press. Lyon. Kenmogne-Domguia, H. B., Meynier, A., Boulanger, C., & Genot, C. (2012). Lipid oxidation in food emulsions under gastrointestinal-simulated conditions: The key role of endogenous tocopherols and initiator. Food Digestion: Research and Current Opinion, 1(3), 46-52. Kunsági-Máté, S., Stampel, E., Kollár, L., & Nikfardjam, M. P. (2008). The effect of the oxidation state of iron ions on the competitive complexation of malvidin by caffeic or ellagic acid. Food Research International, 41(7), 693-696. Kurz, H., Trunk, H., & Weitz, B. (1977). Evaluation of methods to determine protein-binding of drugs. Equilibrium dialysis, ultrafiltration, ultracentrifugation, gel filtration. Arzneimittel-Forschung, 27(7), 1373-1380. Landete, J. M. (2012). Plant and mammalian lignans: a review of source, intake, metabolism, intestinal bacteria and health. Food Research International, 46(1), 410-424. Larrosa, M., Tomás-Barberán, F. A., & Espín, J. C. (2006a). The dietary hydrolysable tannin punicalagin releases ellagic acid that induces apoptosis in human colon adenocarcinoma Caco-2 cells by using the mitochondrial pathway. The Journal of Nutritional Biochemistry, 17(9), 611-625. Larrosa, M., González-Sarrías, A., García-Conesa, M. T., Tomás-Barberán, F. A., & Espín, J. C. (2006b). Urolithins, ellagic acid-derived metabolites produced by human colonic microflora, exhibit estrogenic and antiestrogenic activities. Journal of Agricultural and Food Chemistry, 54(5), 1611-1620. Lennernas, H. (2007). Modeling gastrointestinal drug absorption requires more in vivo biopharmaceutical data: experience from in vivo dissolution and permeability studies in humans. Current Drug Metabolism, 8(7), 645-657. London, S. J., Yuan, J. M., Chung, F. L., Gao, Y. T., Coetzee, G. A., Ross, R. K., & Mimi, C. Y. (2000). Isothiocyanates, glutathione S-transferase M1 and T1 polymorphisms, and lung-cancer risk: a prospective study of men in Shanghai, China. The Lancet, 356(9231), 724-729. Losso, J. N., Bansode, R. R., Trappey, A., Bawadi, H. A., & Truax, R. (2004). In vitro anti-proliferative activities of ellagic acid. The Journal of Nutritional Biochemistry, 15(11), 672-678. Li, H., Wang, Z., & Liu, Y. (2003). Review in the studies on tannins activity of cancer prevention and anticancer. Zhong yao cai= Zhongyaocai= Journal of Chinese Medicinal Materials, 26(6), 444-448. Li, X. (2011). Oral bioavailability: basic principles, advanced concepts, and applications (Vol. 16). John Wiley & Sons. Linderoth, A., Prykhod’ko, O., Pierzynowski, S. G., & Weström, B. R. (2006). Enterally but not parenterally administered Phaseolus vulgaris lectin induces growth and precocious maturation of the gut in suckling rats. Neonatology, 89(1), 60-68. Lipinski, C. A., Lombardo, F., Dominy, B. W., & Feeney, P. J. (1997). Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Advanced Drug Delivery Reviews, 23(1-3), 3-25. Madrigal-Carballo, S., Lim, S., Rodriguez, G., Vila, A. O., Krueger, C. G., Gunasekaran, S., & Reed, J. D. (2010). Biopolymer coating of soybean lecithin liposomes via layer-by-layer self-assembly as novel delivery system for ellagic acid. Journal of Functional Foods, 2(2), 99-106. Makioka, A., Kumagai, M., Kobayashi, S., & Takeuchi, T. (2006). Effect of artificial gastrointestinal fluids on the excystation and metacystic development of Entamoeba invadens. Parasitology Research, 98(5), 443-446. Mallhi, T. H., Sarriff, A., Adnan, A. S., Khan, Y. H., Qadir, M. I., Hamzah, A. A., & Khan, A. H. (2015). Effect of fruit/vegetable-drug interactions on CYP450, OATP and p-glycoprotein: A systematic review. Tropical Journal of Pharmaceutical Research, 14(10), 1927-1935. Manach, C., Williamson, G., Morand, C., Scalbert, A., & Rémésy, C. (2005). Bioavailability and bioefficacy of polyphenols in humans. I. Review of 97 bioavailability studies. The American Journal of Clinical Nutrition, 81(1), 230S-242S. Marieb, E. N., & Hoehn, K. N. (2006). Urinary system. Human Anatomy and Physiology. Matori, H., Umar, S., Nadadur, R. D., Sharma, S., Partow-Navid, R., Afkhami, M., ... & Eghbali, M. (2012). Genistein, a soy phytoestrogen, reverses severe pulmonary hypertension and prevents right heart failure in rats. Hypertension, HypertensionAHA-112. McClain, R. M., Wolz, E., Davidovich, A., Pfannkuch, F., Edwards, J. A., & Bausch, J. (2006). Acute, subchronic and chronic safety studies with genistein in rats. Food and Chemical Toxicology, 44(1), 56-80. McClements, D. J., & Rao, J. (2011). Food-grade nanoemulsions: formulation, fabrication, properties, performance, biological fate, and potential toxicity. Critical Reviews in Food Science and Nutrition, 51(4), 285-330. Mertens-Talcott, S. U., Jilma-Stohlawetz, P., Rios, J., Hingorani, L., & Derendorf, H. (2006). Absorption, metabolism, and antioxidant effects of pomegranate (Punica granatum L.) polyphenols after ingestion of a standardized extract in healthy human volunteers. Journal of Agricultural and Food Chemistry, 54(23), 8956-8961. Messina, M., & Barnes, S. (1991). The role of soy products in reducing risk of cancer. J Natl Cancer Inst, 83(8), 541-6. Mithen, R. F., Dekker, M., Verkerk, R., Rabot, S., & Johnson, I. T. (2000). The nutritional significance, biosynthesis and bioavailability of glucosinolates in human foods. Journal of the Science of Food and Agriculture, 80(7), 967-984. Mithen, R., Faulkner, K., Magrath, R., Rose, P., Williamson, G., & Marquez, J. (2003). Development of isothiocyanate-enriched broccoli, and its enhanced ability to induce phase 2 detoxification enzymes in mammalian cells. TAG Theoretical and Applied Genetics, 106(4), 727-734. Moazzami, A. A., Haese, S. L., & Kamal‐Eldin, A. (2007). Lignan contents in sesame seeds and products. European Journal of Lipid Science and Technology, 109(10), 1022-1027 Morabito, N., Crisafulli, A., Vergara, C., Gaudio, A., Lasco, A., Frisina, N., ... & Altavilla, D. (2002). Effects of genistein and hormone‐replacement therapy on bone loss in early postmenopausal women: a randomized double‐blind placebo‐controlled study. Journal of Bone and Mineral Research, 17(10), 1904-1912. Motlekar, N., Khan, M. A., & Youan, B. B. C. (2006). Preparation and characterization of genistein containing poly (ethylene glycol) microparticles. Journal of Applied Polymer Science, 101(3), 2070-2078. Moulari, B., Pellequer, Y., Lboutounne, H., Girard, C., Chaumont, J. P., Millet, J., & Muyard, F. (2006). Isolation and in vitro antibacterial activity of astilbin, the bioactive flavanone from the leaves of Harungana madagascariensis Lam. ex Poir.(Hypericaceae). Journal of Ethnopharmacology, 106(2), 272-278. Murugan, V., Mukherjee, K., Maiti, K., & Mukherjee, P. K. (2009). Enhanced oral bioavailability and antioxidant profile of ellagic acid by phospholipids. Journal of Agricultural and Food Chemistry, 57(11), 4559-4565. National Toxicology Program. (2008). Toxicology and carcinogenesis studies of genistein (Cas No. 446-72-0) in Sprague-Dawley rats (feed study). National Toxicology Program Technical Report Series, (545), 1. Oberle, R. L., & Amidon, G. L. (1987). The influence of variable gastric emptying and intestinal transit rates on the plasma level curve of cimetidine; an explanation for the double peak phenomenon. Journal of Pharmacokinetics and Pharmacodynamics, 15(5), 529-544. O’Driscoll, C. M. (2002). Lipid-based formulations for intestinal lymphatic delivery. European Journal of Pharmaceutical Sciences, 15(5), 405-415. Olson, J. A. (1989). Provitamin A function of carotenoids: the conversion of beta-carotene into vitamin A. The Journal of Nutrition, 119(1), 105-108. Oravcova, J., Bo, B., & Lindner, W. (1996). Drug-protein binding studies new trends in analytical and experimental methodology. Journal of Chromatography B: Biomedical Sciences and Applications, 677(1), 1-28. Oser, B. L., Melnick, D., & Hochberg, M. (1945). Physiological Availability of Vitamins. Study of Methods for Determining Availability of Vitamins in Pharmaceutical Products. Industrial & Engineering Chemistry Analytical Edition, 17(7), 405-411. Päivärinta, E., Pajari, A. M., Törrönen, R., & Mutanen, M. (2006). Ellagic acid and natural sources of ellagitannins as possible chemopreventive agents against intestinal tumorigenesis in the Min mouse. Nutrition and Cancer, 54(1), 79-83. Papoutsi, Z., Kassi, E., Tsiapara, A., Fokialakis, N., Chrousos, G. P., & Moutsatsou, P. (2005). Evaluation of estrogenic/antiestrogenic activity of ellagic acid via the estrogen receptor subtypes ERα and ERβ. Journal of Agricultural and Food Chemistry, 53(20), 7715-7720. Park, J. H., Jeong, H. J., & Lumen, B. O. D. (2007). In vitro digestibility of the cancer-preventive soy peptides lunasin and BBI. Journal of Agricultural and Food Chemistry, 55(26), 10703-10706. Park, S. H., Kim, J. L., Lee, E. S., Han, S. Y., Gong, J. H., Kang, M. K., & Kang, Y. H. (2011). Dietary ellagic acid attenuates oxidized LDL uptake and stimulates cholesterol efflux in murine macrophages. The Journal of Nutrition, 141(11), 1931-1937. Petri, N., Tannergren, C., Holst, B., Mellon, F. A., Bao, Y., Plumb, G. W., ... & Forsell, P. (2003). Absorption/metabolism of sulforaphane and quercetin, and regulation of phase II enzymes, in human jejunum in vivo. Drug Metabolism and Disposition, 31(6), 805-813. Porter, C. J., Trevaskis, N. L., & Charman, W. N. (2007). Lipids and lipid-based formulations: optimizing the oral delivery of lipophilic drugs. Nature Reviews Drug Discovery, 6(3), 231-248. Priyadarsini, K. I., Khopde, S. M., Kumar, S. S., & Mohan, H. (2002). Free radical studies of ellagic acid, a natural phenolic antioxidant. Journal of Agricultural and Food Chemistry, 50(7), 2200-2206. Rautio, J., Kumpulainen, H., Heimbach, T., Oliyai, R., Oh, D., Järvinen, T., & Savolainen, J. (2008). Prodrugs: design and clinical applications. Nature Reviews Drug Discovery, 7(3), 255-270. Rein, M. J., Renouf, M., Cruz‐Hernandez, C., Actis‐Goretta, L., Thakkar, S. K., & da Silva Pinto, M. (2013). Bioavailability of bioactive food compounds: a challenging journey to bioefficacy. British Journal of Clinical Pharmacology, 75(3), 588-60 Rimando, A. M., Cuendet, M., Desmarchelier, C., Mehta, R. G., Pezzuto, J. M., & Duke, S. O. (2002). Cancer chemopreventive and antioxidant activities of pterostilbene, a naturally occurring analogue of resveratrol. Journal of Agricultural and Food Chemistry, 50(12), 3453-3457. Riviere, C., Richard, T., Quentin, L., Krisa, S., Mérillon, J. M., & Monti, J. P. (2007). Inhibitory activity of stilbenes on Alzheimer’s β-amyloid fibrils in vitro. Bioorganic & Medicinal Chemistry, 15(2), 1160-1167. Roberts, M. F. (Ed.). (2013). Alkaloids: biochemistry, ecology, and medicinal applications. Springer Science & Business Media. Romo-Vaquero, M., García-Villalba, R., González-Sarrías, A., Beltrán, D., Tomás-Barberán, F. A., Espín, J. C., & Selma, M. V. (2015). Interindividual variability in the human metabolism of ellagic acid: contribution of Gordonibacter to urolithin production. Journal of Functional Foods, 17, 785-791. Rowland, I. (1999). Optimal nutrition: fibre and phytochemicals. Proceedings of the Nutrition Society, 58(2), 415-419. Ryder, S. D., Jacyna, M. R., Levi, A. J., Rizzi, P. M., & Rhodes, J. M. (1998). Peanut ingestion increases rectal proliferation in individuals with mucosal expression of peanut lectin receptor. Gastroenterology, 114(1), 44-49. Sala, R., Mena, P., Savi, M., Brighenti, F., Crozier, A., Miragoli, M., ... & Del Rio, D. (2015). Urolithins at physiological concentrations affect the levels of pro-inflammatory cytokines and growth factor in cultured cardiac cells in hyperglucidic conditions. Journal of Functional Foods, 15, 97-105. Schalch, W. (1991). Carotenoids in the retina--a review of their possible role in preventing or limiting damage caused by light and oxygen. Exs, 62, 280-298. Seeram, N. P., Henning, S. M., Zhang, Y., Suchard, M., Li, Z., & Heber, D. (2006). Pomegranate juice ellagitannin metabolites are present in human plasma and some persist in urine for up to 48 hours. The Journal of Nutrition, 136(10), 2481-2485. Setchell, K. D., Zimmer-Nechemias, L., Cai, J., & Heubi, J. E. (1998). Isoflavone content of infant formulas and the metabolic fate of these phytoestrogens in early life. The American journal of Clinical Nutrition, 68(6), 1453S-1461S. Setchell, K. D., & Cassidy, A. (1999). Dietary isoflavones: biological effects and relevance to human health. The Journal of Nutrition, 129(3), 758S-767S. Setchell, K. D. (2001). Soy isoflavones—benefits and risks from nature’s selective estrogen receptor modulators (SERMs). Journal of the American College of Nutrition, 20(sup5), 354S-362S. Setthacheewakul, S., Mahattanadul, S., Phadoongsombut, N., Pichayakorn, W., & Wiwattanapatapee, R. (2010). Development and evaluation of self-microemulsifying liquid and pellet formulations of curcumin, and absorption studies in rats. European Journal of Pharmaceutics and Biopharmaceutics, 76(3), 475-485. Shen, Q., Li, X., Yuan, D., & Jia, W. (2010). Enhanced oral bioavailability of daidzein by self-microemulsifying drug delivery system. Chemical and Pharmaceutical Bulletin, 58(5), 639-643. Smart, R. C., Huang, M. T., Chang, R. L., Sayer, J. M., Jerina, D. M., & Conney, A. H. (1986). Disposition of the naturally occurring antimutagenic plant phenol, ellagic acid, and its synthetic derivatives, 3-O-decylellagic acid and 3, 3'-di-O-methylellagic acid in mice. Carcinogenesis, 7(10), 1663-1667. Sonaje, K., Italia, J. L., Sharma, G., Bhardwaj, V., Tikoo, K., & Kumar, M. N. R. (2007). Development of biodegradable nanoparticles for oral delivery of ellagic acid and evaluation of their antioxidant efficacy against cyclosporine A-induced nephrotoxicity in rats. Pharmaceutical Research, 24(5), 899-908. Stoll, A., & Seebeck, E. (1947). Über alliin, die genuine muttersubstanz des knoblauchöls. Cellular and Molecular Life Sciences, 3(3), 114-115. Strack, D., Vogt, T., & Schliemann, W. (2003). Recent advances in betalain research. Phytochemistry, 62(3), 247-269. Strickley, R. G. (2007). Currently marketed oral lipid-based dosage forms: Drug products and excipients. Drugs and The Pharmaceutical Sciences, 170, 1. Sujak, A., Gabrielska, J., Grudziński, W., Borc, R., Mazurek, P., & Gruszecki, W. I. (1999). Lutein and zeaxanthin as protectors of lipid membranes against oxidative damage: the structural aspects. Archives of Biochemistry and Biophysics, 371(2), 301-307. Surh, Y. J. (1999). Molecular mechanisms of chemopreventive effects of selected dietary and medicinal phenolic substances. Mutation Research/Fundamental and Molecular Mechanisms of Mutagenesis, 428(1), 305-327. Tang, J., Xu, N., Ji, H., Liu, H., Wang, Z., & Wu, L. (2011). Eudragit nanoparticles containing genistein: formulation, development, and bioavailability assessment. International Journal of Nanomedicine, 6, 2429. Tasaki, M., Umemura, T., Maeda, M., Ishii, Y., Okamura, T., Inoue, T. & Nishikawa, A. (2008). Safety assessment of ellagic acid, a food additive, in a subchronic toxicity study using F344 rats. Food and Chemical Toxicology, 46(3), 1119-1124. Thilakarathna, S. H., & Rupasinghe, H. P. (2013). Flavonoid bioavailability and attempts for bioavailability enhancement. Nutrients, 5(9), 3367-3387. Tiwari, B. K., Brunton, N. P., & Brennan, C. (Eds.). (2013). Handbook of plant food phytochemicals: sources, stability and extraction. John Wiley & Sons. Unlu, N. Z., Bohn, T., Clinton, S. K., & Schwartz, S. J. (2005). Carotenoid absorption from salad and salsa by humans is enhanced by the addition of avocado or avocado oil. The Journal of Nutrition, 135(3), 431-436. Van De Waterbeemd, H., & Gifford, E. (2003). ADMET in silico modelling: towards prediction paradise?. Nature reviews Drug Discovery, 2(3), 192-204. Wagne, J. G. (1970). Biopharmaceutics and relevant pharmacokinetics. Drug Information Bulletin, 4(2), 226-226. Waldmann, S., Almukainzi, M., Bou-Chacra, N. A., Amidon, G. L., Lee, B. J., Feng, J., ... & Löbenberg, R. (2012). Provisional biopharmaceutical classification of some common herbs used in Western medicine. Molecular Pharmaceutics, 9(4), 815-822. Whitley, A. C., Stoner, G. D., Darby, M. V., & Walle, T. (2003). Intestinal epithelial cell accumulation of the cancer preventive polyphenol ellagic acid—extensive binding to protein and DNA. Biochemical Pharmacology, 66(6), 907-915. Wilkinson, G. R., & Shand, D. G. (1975). A physiological approach to hepatic drug clearance. Clinical Pharmacology & Therapeutics, 18(4), 377-390. Wink, M., & Van Wyk, B. E. (2008). Mind-altering and poisonous plants of the world (p. 464). Portland: Timber Press. Winter, J., Bevan, S., & Campbell, E. A. (1995). Capsaicin and pain mechanisms. British Journal of Anaesthesia, 75(2), 157-168. Xu, C., Li, C. Y. T., & Kong, A. N. T. (2005). Induction of phase I, II and III drug metabolism/transport by xenobiotics. Archives of Pharmacal Research, 28(3), 249-268. Yanagisawa, Y., & Sumi, H. (2005). Natto bacillus contains a larg amount of water-soluble vitamin K (menaquinone-7). Journal of Food Biochemistry, 29(3), 267-277. Yang, Z., Kulkarni, K., Zhu, W., & Hu, M. (2012). Bioavailability and pharmacokinetics of genistein: mechanistic studies on its ADME. Anti-Cancer Agents in Medicinal Chemistry (Formerly Current Medicinal Chemistry-Anti-Cancer Agents), 12(10), 1264-1280. Yee, S. (1997). In vitro permeability across Caco-2 cells (colonic) can predict in vivo (small intestinal) absorption in man—fact or myth. Pharmaceutical Research, 14(6), 763-766. Yuan, H., Li, N., & Lai, Y. (2009). Evaluation of in vitro models for screening alkaline phosphatase-mediated bioconversion of phosphate ester prodrugs. Drug Metabolism and Disposition, 37(7), 1443-1447. Zakeri-Milani, P., Valizadeh, H., Tajerzadeh, H., Azarmi, Y., Islambolchilar, Z., Barzegar, S., & Barzegar-Jalali, M. (2007). Predicting human intestinal permeability using single-pass intestinal perfusion in rat. J Pharm Pharm Sci, 10(3), 368-379. | |
dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/77678 | - |
dc.description.abstract | 植物性化學物質 (phytochemicals) 近年來被應用於營養醫療製劑 (nutraceuticals) 上,已有深入的研究以及廣大的市場價值。然而此類化學物質屬於植物二次代謝物 (secondary metabolism),多數水溶性不佳且生物可利用率 (bioavailability) 極低,限制了其應用性。本研究旨在針對其中兩種具有良好生理活性之化合物-金雀異黃酮 (genistein) 及鞣花酸 (ellagic acid),利用生物轉換以及劑型設計之手段,改善其生物可利用率,進而提升應用價值。研究利用本實驗室先前已發展之微生物轉換技術,將 genistein 轉化生成 genistein 7-O-phosphate (G7P)。磷酸酯化的 genistein 衍生物於先前之研究可成功提升 genistein 的溶解度達10萬倍,並且可被人體之鹼性磷酸酶 (alkaline phosphatase, ALP) 水解其磷酸酯鍵,形成 aglycone 的形式,有潛力形成 genistein 的磷酸酯前驅藥物形式。接著,我們將 G7P 自發酵液中萃取並純化,再進行一連串之藥物動力學試驗,評估其提升生物可利用率之潛力。首先,我們以不同酵素及緩衝溶液配製模擬腸液以及模擬胃液,測試 G7P 在其中之穩定性。結果顯示 G7P 於兩種模擬消化液中4 h的期間,皆無顯著降解的情形發生,顯示其可以磷酸酯衍生物的形式通過上消化道進入小腸中並保持穩定。而後我們將 G7P 進行 USP 中 paddle method 的溶離試驗,發現不論在任何溶離液中,G7P 的溶離速率皆遠高於原態的 genistein,顯示其於消化液中可良好分散,增加被腸黏膜上皮細胞吸收之機會。另外,我們探討人類 ALP 對 G7P 之水解效率,發現 G7P 比 fosphenytoin,一種被認為易被 ALP 水解的藥物,具有更高之水解速率。G7P之清除半衰期約為 fosphenytoin 的60%,顯示其具有作為磷酸酯前驅藥物之潛力。大鼠活體腸灌流試驗則證實,G7P 對小腸黏膜的有效穿透可以比 aglycone 形式的 genistein 高出一倍,預估之人體吸收比率則提升至原本的10倍。最後我們進行大鼠活體口服之藥物動力學試驗,結果顯示,G7P 於口服後30 min可達到最高血液濃度,aglycone genistein 則須經過210 min後才達到;G7P 之生物可利用率為 aglycone 形式的3.7倍,最高血液濃度則為7.2倍,顯示 G7P 作為 aglycone genistein 的磷酸酯衍生物,可加速生物體之吸收,並大幅提高生物可利用率,極具潛力作為其替代之產品。另一方面,研究針對 ellagic acid 進行食品級自體奈米乳化系統 (self-nanoemulsifying delivery system, EA-SNEDS) 之開發。經由溶解度試驗的評估後,我們找出對 ellagic acid 溶解度最高之食品級界面活性劑、輔助界面活性劑以及油脂,分別為 polysorbate 20/ polysorbate 80;PEG200/PEG400;oleic acid/(caprylic/capric) triacylglycerol。利用模擬乳化試驗建立擬三相圖 (pseudo-ternary phase diagrams),找出最佳的各乳化相組成為 polysorbate 80/PEG400/(caprylic/capric) triacylglycerol:45/45/10。以光散射儀 (light scatter) 測定其平均乳化粒徑約在120 nm左右,最高 ellagic acid 承載量為2.5 mg/mL。配製完最佳比例之乳化相後,以穿透式電子顯微鏡 (transmission electron microscope, TEM) 進行形態學探討,發現其乳化液滴顆粒之粒徑與光散射儀所測得之數值相符,顆粒呈圓球狀,大致上平均分散,有部分的輕微聚集顆粒大小約介於200-500 nm之間。溶離試驗可得知,此一乳化系統可快速溶解於一般溶離液及模擬腸液中,並且其溶離效率較未乳化之 ellagic acid 高出4-7倍,可成功提升 ellagic acid 之溶離情形。最後,經由大鼠口服藥物動力學試驗,證實此一乳化劑型可使 ellagic acid 的生物可利用率有6倍的提升,並可提升最高血液濃度達約10倍,具有發展為新型態之膳食補充劑之潛力。 | zh_TW |
dc.description.abstract | Phytochemicals are low-molecular-weight organic compounds produced by plants. The growing market of phytochemicals in food, medicine and agriculture industry has led to numerous studies on its biological activities of these substances in recent years. However, many plant food phytochemicals that are poorly absorbed by humans usually undergo metabolism and rapid excretion. It is clear from in vitro and animal data that the actions of some phytochemicals are likely to be achieved only at doses much higher than those present in plasma level after ingestion. The aim of this study is to improve the oral bioavailability of two highly bioactive phytochemicals namely, genistein and ellagic acid, by using biotransformation and formulation techniques. Genistein, one of the primary bioactive agents in soybeans, has been previous revealed to convert to a water-soluble phosphate conjugate, genistein 7-O-phosphate (G7P), generated by biotransformation of Bacillus subtilis var. natto BCRC80517. We investigated the dissolution profile, intestinal permeability and oral bioavailability of genistein and G7P. G7P have firstly been stable in simulated gastric fluid (SGF) and simulated intestinal fluid (SIF) within 4 h incubation. Moreover, G7P dramatically improved the dissolution rate of genistein in various dissolution media. It also enhanced the intestinal permeability in situ, and greatly increased plasma exposure to genistein after oral administration in rats. The aqueous solubility of genistein is the absorption barrier to its oral bioavailability. G7P may be a promising and efficient alternative to genistein. On the other hand, ellagic acid is known of a predominant bioactive component in pomegranate that possesses broad health benefits. We developed a food-grade self-nanoemulsifying system to improve the dissolution and absorption of ellagic acid. Solubility assay and pseudo-ternary phase diagrams revealed suitable components for the formulation. The optimal formulation was composed of polyethylene glycol, polysorbate, caprylic/capric triacylglycerol at the ratio of 45/45/10 wt. %. With this optimal formulation and gentle stirring, a fine nanoemulsion was achieved and had mean droplet size of around 120 nm. The dissolution of ellagic acid was significantly elevated with the formulation. Rat pharmacokinetics studies showed that ellagic acid was 6.6- and 3.2-fold more bioavailable with the formulation than with aqueous suspensions and pomegranate extract, respectively. The proposed self-nanoemulsifying system to deliver ellagic acid can be a novel strategy for developing products for dietary supplements and functional foods of ellagic acid. Taking all above-mentioned results, the approaches for enhancing the bioavailability of phytochemicals provide advantages in the oral delivery strategy and improve the utilization of these bioactive substances. | en |
dc.description.provenance | Made available in DSpace on 2021-07-10T22:15:23Z (GMT). No. of bitstreams: 1 ntu-106-D00623003-1.pdf: 3801844 bytes, checksum: 5a70790b10e02dac059ad7cc2ab3cf0f (MD5) Previous issue date: 2017 | en |
dc.description.tableofcontents | 摘要 I
Abstract III 縮寫表 V 圖目錄 XI 第一章、研究動機 1 第二章、文獻回顧與探討 5 第2-1節、植化素 (phytochemicals) 5 2-1-1 植化素之定義與分類 5 1. 多酚類 (polyphenols) 5 2. 類胡蘿蔔素 (carotenoids) 5 3. 生物鹼類 (alkaloids) 6 4. 硫代葡萄糖苷(glucosinolates) 6 5. 凝集素類 (lectins) 7 6. 萜類 (terpenes) 7 7. 膳食纖維類 (dietary fibers) 7 8. 聚乙炔類 (polyacetylenes) 7 9. 香辛含硫類化合物 (allium compounds) 8 10. 辣椒素類化合物 (capsaicinoids) 8 11. 甜菜素類 (betalains) 8 2-1-2 植化素之生理活性及其應用 8 1. 類黃酮 (flavonoids) 9 2. 二苯乙烯 (stilbenes) 9 3. 木酚素 (lignans) 10 4. 單寧類 (tannins) 10 5. 酚酸 (phenolic acids) 10 2-1-3 植化素之生物可利用率及其應用上之問題 11 1. 多酚類 (polyphenols) 11 2. 萜類 (terpenes) 13 3. 類胡蘿蔔素 (carotenoids) 13 4. 硫代葡萄糖苷 (glucosinolate) 14 5. 凝集素 (lectins) 15 第2-2節、生物可利用率 22 2-2-1 生物可利用率及藥物動力學試驗 22 2-2-2生物體中之吸收 24 2-2-3生物體中之分佈 25 2-2-4生物體中之代謝 26 2-2-5生物體中之排除 27 第2-3節、磷酸酯前驅藥物 (phosphate pro-drug) 32 2-3-1 前驅藥物之原理 32 2-3-2 磷酸酯前驅藥物之應用 32 第2-4節、脂質基底劑型 (lipid-based formulation) 37 2-4-1 脂質基底劑型之原理 37 2-4-2 脂質基底劑型之市場應用 37 2-4-3 自體奈米乳化系統 (self-nanoemulsifying delivery system) 38 第2-5節、金雀異黃酮 (genistein) 及 genistein 7-O-phosphate 41 2-5-1 大豆異黃酮 (isoflavones) 41 2-5-2 金雀異黃酮之生理活性 41 2-5-3 金雀異黃酮之生物可利用率及應用 42 2-5-4微生物轉換金雀異黃酮之磷酸化修飾 42 第2-6節、鞣花酸(ellagic acid) 44 2-6-1 鞣花酸之結構及其自然分布 44 2-6-2 鞣花酸之生理活性 44 2-6-3 鞣花酸之生物可利用率及應用 46 第三章、Genistein及其磷酸酯衍生物genistein 7-O-phosphate 生物可利用率之探討 51 第3-1節、前言 51 第3-2節、材料與方法 53 3-2-1 試驗材料與試劑 53 3-2-2 G7P之製備 53 3-2-3 實驗細胞株與細胞培養條件 53 3-2-4 儀器設備 54 3-2-5 層析條件 54 1. G7P 與 genistein 54 2. Metoprolol 54 3. Fosphenytoin 55 4. 檢量線製備與定量作業 55 3-2-6各種試驗溶液配製方法 55 1. 細胞培養液 55 2. 模擬腸液 (Simulated intestinal fluid, SIF) 55 3. 模擬胃液 (Simulated gastric fluid, SGF) 55 4. 鹼性磷酸酶 (Alkaline phosphatase, ALP) 酵素萃取液製備液 55 5. 灌流液 (perfusate) 56 6. Diphenylamine reagent 56 7. Bile salts solution 56 3-2-7 安定性試驗 56 3-2-8 溶離試驗 57 3-2-9 ALP酵素親和力試驗 57 3-2-10 實驗動物 58 3-2-11 以大鼠腸灌流模式測定G7P之腸道穿透率 58 3-2-12藥物動力學試驗 59 3-2-13 統計分析 60 第3-3節 實驗結果 61 3-3-1 G7P 之化學特性 61 3-3-2 G7P 於模擬腸液及胃液中安定性之探討 61 3-3-3 溶離試驗 62 3-3-4 ALP 酵素親和力試驗 62 3-3-5 單向活體原位腸灌流試驗 63 3-3-6 口服藥物動力學試驗 63 第3-4節 綜合討論 64 第四章、開發鞣花酸自體奈米乳化系統 73 第4-1節、前言 73 第4-2節、材料與方法 76 4-2-1 試驗材料與試劑 76 4-2-2 儀器設備 76 4-2-3 HPLC 分析鞣花酸的方法 76 4-2-4 測試鞣花酸於各種不同食品級組成之溶解度 77 1. 油相 77 2. 界面活性劑 77 3. 輔溶劑/輔界面活性劑 77 4. HPLC 溶解度定量 77 4-2-5 以擬三相圖 (pseudo-ternary phase diagram study) 判定鞣花酸-SNEDS 最適化比例 77 4-2-6鞣花酸最大承載量之測定 78 4-2-7穿透式電子顯微鏡觀察 78 4-2-8 溶離試驗 79 4-2-9 實驗動物 80 4-2-10大鼠口服藥物動力學實驗 80 4-2-11 統計分析 81 第4-3節 實驗結果 82 4-3-1 溶解度測試 82 4-3-2 擬三相圖試驗 82 4-3-3 儲存試驗 82 4-3-4 乳化粒徑測量與最大鞣花酸承載量探討 83 4-3-5 穿透式電子顯微鏡對乳化顆粒之型態學觀察 83 4-3-6 溶離試驗 83 4-3-7口服藥物動力學試驗 84 第4-4節 綜合討論 84 第五章 結論 95 參考資料 96 | |
dc.language.iso | zh-TW | |
dc.title | 金雀異黃酮與鞣花酸生物可利用率之研究 | zh_TW |
dc.title | Studies on the bioavailabilities of genistein and ellagic acid | en |
dc.type | Thesis | |
dc.date.schoolyear | 105-2 | |
dc.description.degree | 博士 | |
dc.contributor.oralexamcommittee | 李敏雄(Min-Hsiung Lee),潘敏雄(Min-Hsiung Pan),王苑春(Yuan-Chuen Wang),陳錦樹(Chin-Shuh Chen),賴進此(Jinn-Tsyy Lai) | |
dc.subject.keyword | 金雀異黃酮,鞣花酸,生物可利用率,生物轉化,自體微乳化系統,膳食補充劑, | zh_TW |
dc.subject.keyword | genistein,ellagic acid,bioavailability,biotransformation,self-nanoemulsifying delivery system,dietary supplement, | en |
dc.relation.page | 111 | |
dc.identifier.doi | 10.6342/NTU201703889 | |
dc.rights.note | 未授權 | |
dc.date.accepted | 2017-08-19 | |
dc.contributor.author-college | 生物資源暨農學院 | zh_TW |
dc.contributor.author-dept | 農業化學研究所 | zh_TW |
顯示於系所單位: | 農業化學系 |
文件中的檔案:
檔案 | 大小 | 格式 | |
---|---|---|---|
ntu-106-D00623003-1.pdf 目前未授權公開取用 | 3.71 MB | Adobe PDF |
系統中的文件,除了特別指名其著作權條款之外,均受到著作權保護,並且保留所有的權利。