合成羥基取代之N-色洛冬寧桂皮醯胺化合物探討其抗氧化及抑制酪胺酸酶活性之研究

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Title:	合成羥基取代之N-色洛冬寧桂皮醯胺化合物探討其抗氧化及抑制酪胺酸酶活性之研究 Studies on Synthesis of Hydroxy Substituted of N-Cinnamoylserotonin Compounds as Inhibitory Activity of Antioxidant and Tyrosinase.
Authors:	莊庭珣 Ting-xun Zhuang
Contributors:	楊朝成嘉南藥理科技大學：化妝品科技研究所
Keywords:	N-色洛冬寧桂皮醯胺化合物抗氧化能力自由基醯胺化反應美白抗老化 whitening Benzamides reaction free radical Antioxidant Hydroxy Subsituted of N-Cinnamoylserotonin compo Anit-aging
Date:	2008
Issue Date:	2008-12-29 15:22:02 (UTC+8)
Abstract:	本研究主要利用有機合成的方法，將羥基取代桂皮衍生物與色洛冬寧進行醯胺化反應，得到一系列羥基取代N-色洛冬寧桂皮醯胺化合物(化合物1~8)，探討其抗氧化能力與抑制酪胺酸酶的活性效能，及吸收紫外線能力，並以維生素C、維生素E、麴酸、Parsol MCX當對照組，進一步探討其在化粧品上的應用價值。在捕捉DPPH自由基結果顯示，所有化合物皆具有相當不錯的抗氧化能力，其IC50值介於11.17~17.87μg/ml之間，其中又以化合物 7效能最強其IC50值為11.17μg/ml，抗自由基能力強於對照組trolox之IC50 = 11.76μg/ml。在TEAC總抗氧化能力結果顯示，化合物 1~8之總抗氧化能力皆相當優越，其IC50值介於3.00~4.42μg/ml之間，效果皆強於對照組Trolox之IC50 = 5.33μg/ml。在抑制酪胺酸酶活性結果顯示，除了componds 1、4、6之IC50值>348μg/ml，效果較不顯著之外，其餘皆有相當好的抑制酪胺酸酶酵素能力， IC50值介於82.12~180.82μg/ml之間，其中又以compond 5之IC50值為82.12μg/ml效能更超越過麴酸的86.95μg/ml，compond 3之IC50值為95.82±13.30μg/ml效能強過維生素C，compond 2之IC50值為114.08±21.57μg/ml與對照組維生素C之效果接近。在紫外線吸收測試結果顯示，所有化合物皆有紫外線吸收能力，最大吸收波長介於260~300nm，吸光值介於0.116~0.486之間，雖不如對照組Parsol MCX吸光值=0.620，但仍具有一定的紫外線吸收能力。 This research utilized the method of organic synthesis to put Hydroxy Substituted of N-Cinnamoyl Derivatives and Serotonin together, undergoing Benzamides reaction, so as to acquire a series of Hydroxy-substituted of N-Cinnamoylserotonin compounds (compound 1~8). Accordingly, this research would discuss the compounds’ ability of antioxidant, their ability of inhibiting tyrosinase, and their ability of absorbing UV, compared with controlled groups, such as Vitamin C, Vitamin E, kojic acid, and PMCX. Through the following tests, this research studies those compounds’ applied value of cosmetics. The result of the experiment to scavenge DPPH free radical shows that all derivatives has the ability in antioxidant, the IC50 of which ranges from 1.17μg/ml to 17.87μg/ml. More specifically, compound 7 has the most outstanding effect in antioxidant (IC50 = 11.17μg/ml), compared with controlled group, trolox (IC50 = 11.76μg/ml). The results in the experiments of testing the ability of total antioxidant—the activity of TEAC—shows that compound 1~8 are significant in the ability of total antioxidant, the IC50 of which ranges from3.00μg/ml to 4.42μg/ml, compared to controlled group, trolox (IC50 = 5.33μg/ml). The result of inhibiting tyrosinase shows that all the derivatives have the ability to inhibit tyrosinase—IC50 of which ranges from 82.12μg/ml to 180.82μg/ml—except compounds 1, 4, and 6, which the IC50 are greater than 348μg/ml. Remarkably, the ability to inhibit tyrosinase of compound 5(IC50 = 86.95μg/ml) is better than kojic acid(IC50 = 86.95μg/ml); compound 3(IC50 = 95.82±13.30μg/ml) is better than Vitamin C; and compound 2 (IC50 = 114.08±21.57μg/ml) has nearly the same ability to inhibit tyrosinase with controlled group, vitamin C. The result of absorbing UV shows that all derivatives have the ability of absorbing ultraviolet. The λmax absorbed is between 260 and 400nm, and Abs is between 0.116 and 0.486. Although some of the derivatives of this study do not perform, as expected, better than controlled group Parsol MCX (Abs=0.620), we must admit that those derivatives of this study have the ability, to some extend, of absorbing UV.
Relation:	校內外均一年後公開
Appears in Collections:	[Dept. of Cosmetic Science and institute of cosmetic science] Dissertations and Theses

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