Studies on Synthesis of Hydroxy Substituted of N-Cinnamoylserotonin Compounds as Inhibitory Activity of Antioxidant and Tyrosinase.

碩士 === 嘉南藥理科技大學 === 化妝品科技研究所 === 96 === 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~...

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Bibliographic Details
Main Authors: Ting-xun Zhuang, 莊庭珣
Format: Others
Language:zh-TW
Published: 2008
Online Access:http://ndltd.ncl.edu.tw/handle/76315860712577844861
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Summary:碩士 === 嘉南藥理科技大學 === 化妝品科技研究所 === 96 === 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.