Phenolic compounds from the leaves of Breynia officinalis and their tyrosinase and melanogenesis inhibitory activities

Phenolic compounds from the leaves of Breynia officinalis and their tyrosinase and melanogenesis inhibitory activities
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DOI:
10.1007/s11418-017-1148-8
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发表时间:
2018-03-01
影响因子:
3.3
通讯作者:
Shinzato, Takakazu
Shinzato, Takakazu
中科院分区:
医学3区
文献类型:
--
作者:
Sasaki, Ayano;Yamano, Yoshi;Shinzato, Takakazu

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从 Breynia officinalis 叶子的 MeOH 提取物的 EtOAc 溶解部分中,分离出 5 种新化合物 (1-5) 以及 11 种已知化合物 (6-16)。通过光谱方法阐明了新化合物的结构,发现化合物1-3为酰化对苯二酚吡喃呋喃葡萄糖苷,化合物4为酰化对苯二酚吡喃葡萄糖苷。化合物 5 被证明是对香豆酸丁酯,这似乎是其首次从天然来源中分离出来。测定了所有分离的化合物的酪氨酸酶抑制活性,并且对香豆酸衍生物的活性显着。最活跃的化合物,即化合物 3,也在斑马鱼体内整体动物模型中抑制黑色素生成。
From the EtOAc-soluble fraction of a MeOH extract of the leaves of Breynia officinalis, five new compounds (1-5) along with 11 known compounds (6-16) were isolated. The structures of the new compounds were elucidated by spectroscopic methods and compounds 1-3 were found to be acylated hydroquinone apiofuranosylglucopyranosides, while compound 4 was an acylated hydroquinone glucopyranoside. Compound 5 was shown to be butyl p-coumarate and this seems to be its first isolation from a natural source. The tyrosinase inhibitory activity of all of the isolated compounds was assayed, and the activity was significant in p-coumarate derivatives. The most active compound, compound 3, also inhibited melanogenesis in an in vivo whole animal model, zebrafish.