臺灣博碩士論文加值系統

　　本研究室比較過來自澳洲公司四十五種精油之抗氧化測定，為了探討精油不同的來源、組成、萃取方式、萃取部位不同之差異，擴大分析德國公司化妝品常用二十五種精油之抗氧化、抗菌能力，並進一步以氣相層析質譜儀（GC-MS）分析主要精油之化學組成。
　　結果顯示總酚含量（TPC）及總抗氧化能力（TEAC）以印度藏茴香精油最為顯著，其主要抗氧化成分為香芹酚（Carvacrol）；清除DPPH自由基能力（DFRS）及還原能力（RP）分別以肉桂皮及洋茴香精油最為顯著，其主要抗氧化成分分別為丁香酚（Eugenol）及茴香腦（Anethole）；硫氰酸鐵法（FTC）及β－胡蘿蔔素脫色測定（BCB）以野馬鬱蘭精油最為顯著，其主要抗氧化成分為百里香酚（Thymol）與Carvacrol；螯合金屬離子能力（MC）以印度乳香精油最為顯著，其主要抗氧化成分為萜品醇（Terpineol）；清除氫氧自由基能力（HR）以月桂精油為最為顯著，其主要組成為萜烯類化合物。
　　抗菌試驗中以肉桂皮精油完全抑制大腸桿菌（Escherichia coli）及金黃色葡萄球菌（Staphyloccocus aureus）最為顯著，紙錠擴散法（DDM）之抑菌圈與最低抑菌濃度（MIC）分別為18.67、13.67 mm與3.13、6.25 mg/mL。而印度藏茴香與野馬鬱蘭精油也具有顯著抗菌能力。
　　實驗證實，TPC與TEAC、DFRS、RP、FTC、BCB成相關性，酚化合物含量與抗氧化、抗菌能力呈正相關係。並將精油入化妝品測試其安定性，精油能安定不易變質，且具有顯著抗氧化力，為化妝品市場帶來美麗新契機。

Previously we studied forty-five kinds of essential oils from an Australian company and compared their antioxidant activities. In order to explore the sources of essential oils for functional foods and their applications in cosmetic products, herein, we have extended our studies by analyzing the antioxidant activities and the major chemical components of an additional twenty-five kinds of essential oils from Germany.
This study was to examine the in vitro antioxidant and antimicrobial activities of twenty-five commonly used essential oils and their major components by gas chromatography-mass spectrometry (GC-MS). In the total phenolic contents (TPC) and trolox equivalent antioxidant capacity (TEAC), ajowan essential oil is the best among these essential oils, the major chemical component was carvacrol. In the DPPH free-radical scavenging assay (DFRS) and reducing power (RP), cinnamon bark extra and anis extra essential oils are the best two among these essential oils, the major chemical components were eugenol and anethole, respectively. In the ferric thiocyanate (FTC) and β-carotene bleaching assays (BCB), oregano essential oil is the best among these essential oils, the major chemical component was thymol. In the metal chelating activity (MC) and hydroxyl radical scavenging assay (HR), frankincense and bay laurel essential oils are the best two among these essential oils, the major chemical components were terpineol and terpene components, respectively.
In the disk-diffusion method (DDM) and minimum inhibitory concentration (MIC), cinnamon bark extra essential oil was the best completely inhibited Escherichia coli and Staphylococcus aureus among these essential oils, the DDM and MIC were 18.67, 13.67 mm and 3.13, 6.25 mg/mL, respectively.
It is clearly that the phenolic compounds in essential oils attributed a positive correlation with TPC, TEAC, DFRS, RP, FTC, BCB and antimicrobial assays. To test the stability, the essential oils were added into the cosmetics and those showed stable, non-perishable and good antioxidant activity. It can bring new opportunities of beauty cosmetics in the market.

中文摘要……………………………………………………………………………Ⅰ
英文摘要……………………………………………………………………………Ⅱ
目錄…………………………………………………………………………………Ⅳ
表目錄………………………………………………………………………………Ⅵ
圖目錄………………………………………………………………………………Ⅷ

第一章 緒論……………………………………………………………………1
第一節 前言……………………………………………………………………1
第二節 研究動機與目的………………………………………………………2
第三節 實驗架構………………………………………………………………3

第二章 文獻回顧………………………………………………………………4
第一節 自由基定義及來源……………………………………………………4
第二節 自由基之種類…………………………………………………………7
第三節 自由基與抗氧化物之關係…………………………………………10
第四節 自由基對生物體之影響……………………………………………17
第五節 植物精油介紹………………………………………………………18
第六節 精油抗菌活性與化妝品之關係……………………………………25

第三章 材料與方法…………………………………………………………28
第一節 實驗材料及儀器設備………………………………………………28
第二節 實驗方法……………………………………………………………32
第三節 精油在化妝品乳霜調製之實際應用………………………………43

第四章 結果與討論…………………………………………………………46
第一節 總酚含量測定之結果………………………………………………46
第二節 抗氧化能力測定之結果……………………………………………49
第三節 抗菌能力測定之結果………………………………………………66
第四節 精油主要化學成分分析鑑定………………………………………69
第五節 精油在乳霜之安定性與抗氧化力測試結果………………………71
第六節 綜合比較……………………………………………………………72

第五章 結論…………………………………………………………………75

第六章 參考文獻……………………………………………………………76

第七章 附錄…………………………………………………………………85
附錄一 市售產品資生堂、雅詩蘭黛、契爾氏與植村秀乳霜成分表……85
附錄二 二十五種精油主要化學成分分析鑑定……………………………88
附錄三 SOCIETY OF COSMETIC CHEMISTS接受函……………………100
附錄四 弘光學報第六十一期：分析市售複方五種花精與精油成分比較之研究…………………………………………………………………………………101
附錄五 2010國際化粧品科技研討會暨技術交流展示會：二十五種精油之六種抗氧化及抗菌能力分析研究海報…………………………………………102

1.Daise, L. L., Alviano, D. S., Alviano, C. S. and Kolodziejczyk, P. P. (2008). Screening of chemical composition, antimicrobial and antioxidant activities of Artemisia essential oils. Phytochemistry. 69, 1732-1738.
2.Loizzo, M. R., Menichini, F., Conforti, F., Tundis, R., Bonesi, M., Saab, A. M., Statti, G. A., Cindio, B., Houghton, P. J., Menichini, F. and Frega, N. G. (2009). Chemical analysis, antioxidant, antiinflammatory and anticholinesterase activities of Origanum ehrenbergii Boiss and Origanum syriacum L. essential oils. Food Chem. 117, 174-180.
3.Tognolini, M., Ballabeni, V., Bertoni, S., Bruni, R., Impicciatore, M. and Barocelli, E. (2007). Protective effect of Foeniculum vulgare essential oil and anethole in an experimental model of thrombosis. Pharmacol. Res. 56, 254-260.
4.Shaw, D., Annett, J. M., Doherty, B. and Leslie, J. C. (2007). Anxiolytic effects of lavender oil inhalation on open-field behaviour in rats. Phytomedicine. 14, 613-620.
5.Komori, T., Matsumoto, T., Motomura, E. and Shiroyama, T. (2006). The sleep-enhancing effect of valerian inhalation and sleep-shortening effect of lemon inhalation. Chem. Senses. 31, 731-737.
6.Tanida, M., Niijima, A., Shen, J., Nakamura, T. and Nagai, K. (2005). Olfactory stimulation with scent of essential oil of grapefruit affects autonomic neurotransmission and blood pressure. Brain Res. 1058, 44-55.
7.Proestos, C., Boziaris, I. S., Nychas, G. J. E. and Komaitis, M. (2006). Analysis of flavonoids and phenolic acids in Greek aromatic plants: Investigation of their antioxidant capacity and antimicrobial activity. Food Chem. 95, 664-671.
8.Barja, G. (2004). Free radicals and aging. Trends Neurosci. 27, 595-600.
9.Pinnell, S. R. (2003). Cutaneous photodamage, oxidative stress, and topical antioxidant protection. J. Am. Acad. Dermatol. 48, 1-19.
10.Williams, G. M., Iatropoulos, M. J. and Whysner, J. (1999). Safety assessment of butylated hydroxyanisole and butylated hydroxytoluene as antioxidant food additives. Food Chem. Toxicol. 37, 1027-1038.
11.Ishiwatari, S., Suzuki, T., Hitomi, T., Yoshino, T., Matsukuma, S. and Tsuji, T. (2007). Effects of methyl paraben on skin keratinocytes. J Appl Toxicol. 27, 1-9.
12.Singh, H. P., Kaur, S., Mittal, S., Batish, D. R. and Kohli, R. K. (2010). In vitro screening of essential oil from young and mature leaves of Artemisia scoparia compared to its major constituents for free radical scavenging activity. Food Chem. Toxicol. 48, 1040-1044.
13.Gholivand, M. B., Mehdi, R. N., Batooli, H. and Ebrahimabadi, A. H. (2010). Chemical composition and antioxidant activities of the essential oil and methanol extracts of Psammogeton canescens. Food Chem. Toxicol. 48, 24-28.
14.Hussain, A. I., Anwar, F., Sherazi, S. T. H. and Przybylski, R. (2008). Chemical composition, antioxidant and antimicrobial activities of basil (Ocimum basilicum) essential oils depends on seasonal variations. Food Chem. 108, 986-995.
15.Erkan, N., Ayranci, G. and Ayranci, E. (2008). Antioxidant activities of rosemary (Rosmarinus Officinalis L.) extract, blackseed (Nigella sativa L.) essential oil, carnosic acid, rosmarinic acid and sesamol. Food Chem. 110, 76-82.
16.Lin, C. W., Yu, C. W., Wu, S. C. and Yih, K. H. (2009). DPPH free-radical scavenging activity, total phenolic contents and chemical composition analysis of forty-two kinds of essential oils. J. Food Drug Anal. 17, 386-395.
17.Wang, H. F., Yih, K. H. and Huang, K. F. (2010). Comparative study of the antioxidant activity of forty-five commonly used essential oils and their potential active components. J. Food Drug Anal. 18, 24-33.
18.Halliwell, B., Gutteridge, J. M. C. and Cross, C. E. (1992). Free radicals, antioxidants, and human disease: where are we now? J. Lab. Clin. Med. 119, 598-620.
19.Halliwell, B. (1994). Free radicals and antioxidants: a personal view. Nutr. Rev. 52, 253-265.
20.Fatehi-Hassanabad, Z., Chan, C. B. and Furman, B. L. (2010). Reactive oxygen species and endothelial function in diabetes. Eur. J. Pharmacol. 636, 8-17.
21.Fialkow, L., Wang, Y. and Downey, G. P. (2007). Reactive oxygen and nitrogen species as signaling molecules regulating neutrophil function. Free Radic. Biol. Med. 42, 153-164.
22.Halliwell, B. (2006). Oxidative stress and neurodegeneration: where are we now? J. Neurochem. 97, 1634-1658.
23.Buonocore, G., Perrone, S. and Tataranno, M. L. (2010). Oxygen toxicity: chemistry and biology of reactive oxygen species. Semin Fetal Neonatal Med. 15, 186-190.
24.Karihtala, P. and Soin, Y. (2007). Reactive oxygen species and antioxidant mechanisms in human tissues and their relation to malignancies. APMIS. 115, 81-103.
25.Nordberg, J. and Arner, E. S. J. (2001). Reactive oxygen species, antioxidants, and the mammalian thioredoxin system. Free Radic. Biol. Med. 31, 1287-1312.
26.Dawson, T. M. and Snyder, S. H. (1994). Gases as biological messengers: nitric oxide and carbon monoxide in the brain. J. Neurosci. 14, 5147-5159.
27.Afonso, V., Champy, R., Mitrovic, D., Collin, P. and Lomri, A. (2007). Reactive oxygen species and superoxide dismutases: Role in joint diseases. Joint Bone Spine. 74, 324-329.
28.Valko, M., Rhodes, C. J., Moncola, J., Izakovic, M. and Mazura, M. (2006). Free radicals, metals and antioxidants in oxidative stress-induced cancer. Chem. Biol. Interact. 160, 1-40.
29.Marian, V., Leibfritz, D., Moncol, J., Cronin, M. T. D., Mazura, M. and Telser, J. (2007). Free radicals and antioxidants in normal physiological functions and human disease. Int. J. Biochem. Cell Biol. 39, 44-84.
30.Cemek, M., Dede, S., Bayiroglu, F., Caksen, H., Cemek, F. and Mert, N. (2007). Oxidant and non-enzymatic antioxidant status in measles. J Trop Pediatr. 53, 83-86.
31.Franco, R., Schoneveld, O., Georgakilas, A. G. and Panayiotidis, M. I. (2008). Oxidative stress, DNA methylation and carcinogenesis. Cancer Lett. 266, 6-11.
32.Zhou, C., Huang, Y. and Przedborskia, S. (2008). Oxidative stress in Parkinson’s disease. Ann. N. Y. Acad. Sci. 1147, 93-104.
33.Fearon, I. M. and Faux, S. P. (2009). Oxidative stress and cardiovascular disease: novel tools give (free) radical insight. J. Mol. Cell. Cardiol. 47, 372-381.
34.Reuter, S., Gupta, S. C., Chaturvedi, M. M. and Aggarwal, B. B. (2010). Oxidative stress, inflammation and cancer: how are they linked? Free Radic. Biol. Med. 49, 1603-1616.
35.Masaki, H. (2010). Role of antioxidants in the skin: anti-aging effects. J. Dermatol. Sci. 58, 85-90.
36.卓芷聿（2006）。精油大全。台北縣：大樹林出版社。
37.Morita, T., Jinno, K., Kawagishi, H., Arimoto, Y., Suganuma, H., Inakuma, T. and Sugiyama, K. (2003). Hepatoprotective effect of myristicin from nutmeg (Myristica fragrans) on lipopolysaccharide/d-galactosamine-induced liver injury. J. Agric. Food Chem. 51, 1560-1565.
38.Cavalieri, E., Mariotto, S., Fabrizi, C., Prati, A. C., Gottardo, R., Leone, S., Berra, L. V., Lauro, G. M., Ciampa, A. R. and Suzuki, H. (2004). α-Bisabolol, a nontoxic natural compound, strongly induces apoptosis in glioma cells. Biochem. Biophys. Res. Commun. 315, 589-594.
39.Naderi, G. A., Asgary, S., Ani, M., Sarraf-Zadegan, N. and Safari, M. R. (2004). Effect of some volatile oils on the affinity of intact and oxidized low-density lipoproteins for adrenal cell surface receptors. Mol. Cell. Biochem. 267, 59-66.
40.Edris, A. E. (2007). Pharmaceutical and therapeutic potentials of essential oils and their individual volatile constituents: a review. Phytother Res. 21, 308-323.
41.Elzaawely, A. A., Xuan, T. D., Koyama, H. and Tawata, S. (2007). Antioxidant activity and contents of essential oil and phenolic compounds in flowers and seeds of Alpinia zerumbet (Pers.) B.L. Burtt. & R.M. Sm. Food Chem. 104, 1648-1653.
42.王曉芬（2007）。市售四十五種精油之抗氧化能力、主要化學成分分析及其在化妝品之應用。弘光科技大學生物產業研究所，1-97。
43.Li, X. M., Tian, S. L., Pang, Z. C., Shi, J. Y., Feng, Z. S. and Zhang, Y. M. (2009). Extraction of Cuminum cyminum essential oil by combination technology of organic solvent with low boiling point and steam distillation. Food Chem. 115, 1114-1119.
44.易光輝、王曉芬、李依倩（2008）。精油之化學基礎與實務應用。台北市：華杏出版股份有限公司。
45.陳吉村（2002）。文旦精油之萃取與利用。花蓮區農業專訊，22-25。
46.Zhai, Y., Sun, S., Wang, Z., Cheng, J., Sun, Y., Wang, L., Zhang, Y., Zhang, H. and Yu, A. (2009). Microwave extraction of essential oils from dried fruits of Illicium verum Hook. f. and Cuminum cyminum L. using ionic liquid as the microwave absorption medium. J Sep Sci. 32, 3544-3549.
47.Peana, A. T., Aquila, P. S. D., Panin, F., Serra, G., Pippia, P. and Moretti, M. D. L. (2002). Anti-inflammatory activity of linalool and linalyl acetate constituents of essential oils. Phytomedicine. 9, 721-726.
48.Noraberg, J. and Arlien-Søborg, P. (2000). Neurotoxic interactions of industrially used ketones. Neurotoxicology. 21, 409-418.
49.張上鎮、陳品方（2000）。精油之抗菌與抗真菌活性。林產工業，275-284。
50.歐明秋、游銅錫、林麗雲（2009）。精油化學。台北市：華杏出版股份有限公司。
51.光井武夫（1999）。新化妝品學。台北市：合記圖書出版社。
52.Matasyoh, J. C., Maiyo, Z. C., Ngure, R. M. and Chepkorir, R. (2009). Chemical composition and antimicrobial activity of the essential oil of Coriandrum sativum. Food Chem. 113, 526-529.
53.Burdock, G. A. and Carabin, I. G. (2009). Safety assessment of coriander (Coriandrum sativum L.) essential oil as a food ingredient. Food Chem. Toxicol. 47, 22-34.
54.何振隆、蘇裕昌（2008）。精油之抗菌活性。森林學系林業研究專訊，31-37。
55.Kujala, T. S., Loponen, J. M., Klika, K. D. and Pihlaja, K. (2000). Phenolics and betacyanins in red beetroot (Beta vulgaris) root: distribution and effect of cold storage on the content of total phenolics and three individual compounds. J. Agric. Food Chem. 48, 5338-5342.
56.Lien, E. J., Ren, S., Bui, HH. B. and Wang, R. (1999). Quantitative structure-activity relationship analysis of phenolic antioxidants. Free Radic. Biol. Med. 26, 285-294.
57.Brand-Williams, W., Cuvelier, M. E. and Berset, C. (1995). Use of a free radical method to evaluate antioxidant activity. Lebensm. Wiss. Technol. 28, 25-30.
58.Karagozler, A. A., Erdag, B., Emek, Y. C. and Uygun, D. A. (2008). Antioxidant activity and proline content of leaf extracts from Dorystoechas hastate. Food Chem. 111, 400-407.
59.Sfahlan, A. J., Mahmoodzadeh, A., Hasanzadeh, A., Heidari, R. and Jamei, R. (2009). Antioxidants and antiradicals in almond hull and shell (Amygdalus communis L.) as a function of genotype. Food Chem. 115, 529-533.
60.Osawa, T. and Namiki, M. (1981). A novel type of antioxidant isolated from leaf wax of Eucalyptus leaves. Agric. Biol. Chem. 45, 735-739.
61.Zainol, M. K., Abd-Hamid, A., Yusof, S. and Muse, R. (2003). Antioxidative activity and total phenolic compounds of leaf, root and petiole of four accessions of Centella asiatica (L.) Urban. Food Chem. 81, 575-581.
62.Silvia, T. M., Miller, E. E. and Pratt, D. E. (1984). Chia seeds as a source of natural lipid antioxidants. J Am Oil Chem Soc. 61, 928-931.
63.Dinis, T. C. P., Madeira, V. M. C. and Almeida, L. M. (1994). Action of phenolic derivates (acetoaminophen, salicylate and 5-aminosalycilate) as inhibitors of membrane lipid peroxidation and as peroxyl radical scavengers. Arch. Biochem. Biophys. 15, 161-169.
64.Sahoo, A. K., Narayanan, N., Sahana, S., Rajan, S. S. and Mukherjee, P. K. (2008). In vitro antioxidant potential of Semecarpus Anacardium L. Pharmacologyonline. 3, 327-335.
65.林佳雯（2009，7月）。八十六種精油之抗氧化能力、化學組成分析與應用於化妝品之研究。弘光科技大學化妝品科技研究所，1-118。
66.余佳紋（2010，7月）。八十八種精油之抗氧化能力及其主要化學成分分析。弘光科技大學化妝品科技研究所，1-82。
67.巫松泉（2010，7月）。二十六種精油抗氧化能力及主要成分分析之研究。弘光科技大學化妝品科技研究所，1-114。
68.Shanmugasundaram, P. and Venkataraman, S. (2006). Hepatoprotective and antioxidant effects of Hygrophila auriculata (K. Schum) Heine Acanthaceae root extract. J Ethnopharmacol. 104, 124-128.
69.Javad, S. G., Ebrahimabadi, A. H., Zahra, D. B. and Batooli, H. (2009). GC/MS analysis and in vitro antioxidant activity of essential oil and methanol extracts of Thymus caramanicus Jalas and its main constituent carvacrol. Food Chem. 115, 1524-1528.
70.Bounatirou, S., Smiti, S., Miguel, M. G., Faleiro, L., Rejeb, M. N., Neffati, M., Costa, M. M., Figueiredo, A. C., Barroso, J. G. and Pedro, L. G. (2007). Chemical composition, antioxidant and antibacterial activities of the essential oils isolated from Tunisian Thymus capitatus Hoff. et Link. Food Chem. 105, 146-155.
71.Oke, F., Aslim, B., Ozturk, S. and Altundag, S. (2009). Essential oil composition, antimicrobial and antioxidant activities of Satureja cuneifolia Ten. Food Chem. 112, 874-879.
72.Singh, H. P., Mittal, S., Kaur, S., Batish, D. R. and Kohli, R. K. (2009). Chemical composition and antioxidant activity of essential oil from residues of Artemisia scoparia. Food Chem. 114, 642-645.
73.Chang, S. T., Chen, P. F. and Chang, S. C. (2001). Antibacterial activity of leaf essential oils and their constituents from Cinnamomum osmophloeum. J Ethnopharmacol. 77, 123-127.
74.Wang, S. Y., Chen, P. F. and Chang, S. T. (2005). Antifungal activities of essential oils and their constituents from indigenous cinnamon (Cinnamomum osmophloeum) leaves against wood decay fungi. Bioresour. Technol. 96, 813-818.
75.Tung, Y. T., Chua, M. T., Wang, S. Y. and Chang, S. T. (2008). Anti-inflammation activities of essential oil and its constituents. Bioresour. Technol. 99, 3908-3913.
76.Cheng, S. S., Liu, J. Y., Huang, C. G., Hsui, Y. R., Chen, W. J. and Chang, S. T. (2009). Insecticidal activities of leaf essential oils from Cinnamomum osmophloeum against three mosquito species. Bioresour. Technol. 100, 457-464.
77.Shahverdi, A. R., Monsef-Esfahani, H. R., Tavasoli, F., Zaheri, A. and Mirjani, R. (2007). Trans-cinnamaldehyde from Cinnamomum zeylanicum bark essential oil reduces the clindamycin resistance of Clostridium difficile in vitro. J. Food Sci. 72, 55-58.
78.Dool, H. V. D. and Kratz, P. D. (1963). A generalization of the retention index system including linear temperature programmed gas-liquid partition chromatography. J. Chromatogr. 11, 463-471.
79.Adams, R. P. (1995). Identification of essential oil components by gas chromatography/mass spectroscopy. pp. 57-332. Allured Publishing Corporation. IL, U.S.A.