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源自……化学成分的酪氨酸酶抑制剂

Tyrosinase Inhibitors Derived from Chemical Constituents of .

作者信息

Chen Yu-Chang, Su Sheng-Han, Huang Jheng-Cian, Chao Che-Yi, Sung Ping-Jyun, Chen Yih-Fung, Ko Horng-Huey, Kuo Yueh-Hsiung

机构信息

School of Pharmacy, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan.

Department of Chemistry, National Taiwan University, Taipei 106, Taiwan.

出版信息

Plants (Basel). 2022 Aug 18;11(16):2142. doi: 10.3390/plants11162142.

DOI:10.3390/plants11162142
PMID:36015447
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9414913/
Abstract

Dianella ensifolia is a perennial herb with thickened rhizome and is widely distributed in tropical and subtropical regions of Asia, Australia, and the Pacific islands. This plant has the potential to be used as a source of herbal medicine. This study investigated further phytochemistry and tyrosinase inhibitory effect of some constituents isolated from D. ensifolia. Four new flavans, (2S)-4’-hydroxy-6,7-dimethoxyflavan (1), (2S)-3’,4’-dihydroxy-7-methoxy-8-methylflavan (2), (2S)-2’-hydroxy-7-methoxyflavan (3), and (2S,1′S)-4-hydroxy-4-(7-methoxy-8-methylchroman-2-yl)-cyclohex-2-enone (4), together with 67 known compounds, including 10 flavans (5−14), 5 flavanones (15−19), 3 flavone (20−22), 5 chalcones (23−27), 3 chromones (28−30), 15 aromatics (31−45), 7 phenylpropanoids (46−52), one lignan (53), 7 steroids (54−60), one monoterpene (61), one diterpene (62), 4 triterpenes (63−66), a carotenoid (67), 2 alkaloids (68 and 69), and 2 fatty acids (70 and 71) were isolated from D. ensifolia. Their structures were elucidated on the basis of physical and spectroscopic data analyses. Moreover, compounds 1−4, 8, 10−15, 20, 21, and 41 were evaluated for their mushroom tyrosinase inhibitory effect. Compounds 11 and 14 strongly inhibited mushroom tyrosinase activity with IC50 values of 8.6 and 14.5 μM, respectively.

摘要

山菅兰是一种具有加粗根茎的多年生草本植物,广泛分布于亚洲、澳大利亚和太平洋岛屿的热带和亚热带地区。这种植物有潜力用作草药来源。本研究进一步调查了从山菅兰中分离出的一些成分的植物化学性质和酪氨酸酶抑制作用。从山菅兰中分离出了四种新的黄烷,即(2S)-4'-羟基-6,7-二甲氧基黄烷(1)、(2S)-3',4'-二羟基-7-甲氧基-8-甲基黄烷(2)、(2S)-2'-羟基-7-甲氧基黄烷(3)和(2S,1′S)-4-羟基-4-(7-甲氧基-8-甲基色满-2-基)-环己-2-烯酮(4),以及67种已知化合物,包括10种黄烷(5−14)、5种黄烷酮(15−19)、3种黄酮(20−22)、5种查耳酮(23−27)、3种色酮(28−30)、15种芳香族化合物(31−45)、7种苯丙素类化合物(46−52)、一种木脂素(53)、7种甾体(54−60)、一种单萜(61)、一种二萜(62)、4种三萜(63−66)、一种类胡萝卜素(67)、2种生物碱(68和69)以及2种脂肪酸(70和71)。根据物理和光谱数据分析阐明了它们的结构。此外,对化合物1−4、8、10−15、20、21和41进行了蘑菇酪氨酸酶抑制作用评估。化合物11和14强烈抑制蘑菇酪氨酸酶活性,IC50值分别为8.6和14.5μM。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b81/9414913/62141db19670/plants-11-02142-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b81/9414913/a413753b3a37/plants-11-02142-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b81/9414913/961665bcbd0d/plants-11-02142-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b81/9414913/18b54835e4f2/plants-11-02142-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b81/9414913/5467fe6515d1/plants-11-02142-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b81/9414913/5ee0c8f13906/plants-11-02142-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b81/9414913/62141db19670/plants-11-02142-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b81/9414913/a413753b3a37/plants-11-02142-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b81/9414913/961665bcbd0d/plants-11-02142-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b81/9414913/18b54835e4f2/plants-11-02142-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b81/9414913/5467fe6515d1/plants-11-02142-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b81/9414913/5ee0c8f13906/plants-11-02142-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b81/9414913/62141db19670/plants-11-02142-g006.jpg

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