根据拼合原理,以对苯二酚(p-HQ)、间苯二酚(m-HQ)及邻苯二酚(o-HQ)为先导化合物,通过一侧酚羟基的苄基保护、引入溴乙酸甲酯、还原、与3种糖元偶联、脱除保护基得到9种目标化合物.同样以3-(4-羟基苯基)-1-丙醇为起始物质,通过苄基保护、与3种糖元偶联、脱除保护基得到3种目标化合物.通过IR、1H NMR、13C NMR、HRMS等波谱分析方法对所合成的12种目标化合物进行了结构表征.对合成的酚类糖苷缀合物进行了美白活性研究.结果表明,化合物p-HQ-6a、m-HQ-7a、p-HQ-6b、m-HQ-6b、o-HQ-6b、p-HQ-6c、m-HQ-7c、L-3a和L-4b对酪氨酸酶有抑制作用,其中o-HQ-6b和p-HQ-6c对酪氨酸酶的抑制作用优于阳性对照物α-熊果苷.
参考文献
| [1] | 陈清西;宋康康.酪氨酸酶的研究进展[J].厦门大学学报（自然科学版）,2006(5):731-737. |
| [2] | Parvez S;Kang MK;Chung HS;Cho CW;Hong MC;Shin MK;Bae H.Survey and mechanism of skin depigmenting and lightening agents[J].Phytotherapy research: PTR,200611(11):921-934. |
| [3] | Hsieh, Pei-Wen;Aljuffali, Ibrahim A.;Fang, Chia-Lang;Chang, Shu-Hao;Fang, Jia-You.Hydroquinone-salicylic acid conjugates as novel anti-melasma actives show superior skin targeting compared to the parent drugs[J].Journal of dermatological science,20142(2):120-131. |
| [4] | Hung, Chi-Feng;Chen, Wei-Yu;Aljuffali, Ibrahim A.;Shih, Hui-Chi;Fang, Jia-You.The risk of hydroquinone and sunscreen over-absorption via photodamaged skin is not greater in senescent skin as compared to young skin: Nude mouse as an animal model[J].International Journal of Pharmaceutics,20141/2(1/2):135-145. |
| [5] | Arbutin in marjoram and oregano[J].Food Chemistry,20101(1):185. |
| [6] | Migas, Piotr;Krauze-Baranowska, Miroslawa.The significance of arbutin and its derivatives in therapy and cosmetics[J].Phytochemistry Letters,2015:35-40. |
| [7] | 孙关中;刘景英.糖类修饰阿司匹林化学结构的研究[J].天津医科大学学报,2003(1):19-20. |
| [8] | 韩广甸;马兆扬.我国利用剑麻皂素合成甾体药物的研究进展[J].中国医药工业杂志,2002(9):459-464. |
| [9] | 张文征;戴立言;王晓钟;陈英奇.4-[（2-四氢吡喃）氧]苯酚的合成[J].高校化学工程学报,2010(1):117-121. |
| [10] | 付晓磊;赵春晖;张翼轩;陈艳华;李常;赵龙铉.对苯二酚的氨基酸缀合物的合成、表征及美白活性[J].应用化学,2015(2):158-165. |
| [11] | Rok Frlan;Stanislav Gobec;Danijel Kikelj.Synthesis of ethyl 3-(hydroxyphenoxy)benzyl butylphosphonates as potential antigen 85C inhibitors[J].Tetrahedron,200743(43):10698-10708. |
| [12] | 李静;董金华;徐莉英.2-苄氧基苯酚的简易合成方法[J].沈阳药科大学学报,2003(2):114-115. |
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