The effect of chlorophorin and its derivative on melanin biosynthesis

The effect of chlorophorin and its derivative on melanin biosynthesis
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氯蛋白及其衍生物对黑色素生物合成的影响

DOI:
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发表时间:
2005
期刊:
影响因子:
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通讯作者:
R. Kondo
R. Kondo
中科院分区:
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文献类型:
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作者:
E. Arung;Keisuke Yoshikawa;Kuniyoshi Shimizu;R. Kondo

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摘要通过利用蘑菇酪氨酸酶的生物测定导向分离方法,鉴定了香叶化二苯乙烯类化合物--氯普林是桑科植物绿豆杉(Chlorophora Exelsa)心材中的主要酪氨酸酶抑制剂。抑制蘑菇酪氨酸酶诱导的L酪氨酸和DL-3,4-二羟基苯丙氨酸的氧化及黑素的生物合成。绿豆素是一种略带黄色的化合物,此前曾被报道为在光线下不稳定的化合物。在此基础上,用Pd/C加氢得到无色的氯霍林衍生物[4-(3″,7″-dimethyloctyl)-2′,3,4′,5-tetrahydroxydihydrostilbene;[六氢氯霍林],并对其进行了测试,以开发出一种性能优良的实用材料。六氢氯霍林对酪氨酸酶和黑色素生物合成的抑制活性高于氯霍林,而对B16黑色素瘤细胞的细胞毒性低于氯霍林。
Abstract By means of bioassay-guided fractionation using mushroom tyrosinase, a geranylated stilbene, chlorophorin, was characterized as the principal tyrosinase inhibitor in the heartwood of Chlorophora excelsa (Moraceae). It inhibited the oxidation of L-tyrosine and DL-3,4-dihydroxyphenylalanine (DL-DOPA) due to mushroom tyrosinase and melanin biosynthesis on B16 melanoma cells. Chlorophorin, which is a slight yellowish compound, has previously been reported as an unstable compound in light. On the basis of this finding, a chlorophorin derivative [4-(3″,7″-dimethyloctyl)-2′,3,4′,5-tetrahydroxydihydrostilbene; hexahydrochlorophorin] which is colorless, obtained by the hydrogenation of chlorophorin with Pd/C, was also tested to develop a superior material for practical use. Hexahydrochlorophorin showed more potent inhibitory activity on tyrosinase and melanin biosynthesis, and lower cytotoxicity towards B16 melanoma cells than chlorophorin.
DOI: 10.1006/abio.1999.4090
发表时间: 1999-06-01
影响因子: 2.9
作者:
Virador, VM;Kobayashi, N;Hearing, VJ
通讯作者: Hearing, VJ
DOI: 10.1016/s0006-2952(98)00340-2
发表时间: 1999-03-15
影响因子: 5.8
作者:
Curto, EV;Kwong, C;Dooley, TP
通讯作者: Dooley, TP