Toward Use of the Leaves of Perilla frutescens (L.) Britton var. Acuta Kudo (red perilla) with Japanese Dietary Pickled Plum (Umeboshi)

Toward Use of the Leaves of Perilla frutescens (L.) Britton var. Acuta Kudo (red perilla) with Japanese Dietary Pickled Plum (Umeboshi)
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紫苏叶的使用 (L.) Britton var.

DOI:
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发表时间:
2006
期刊:
影响因子:
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通讯作者:
S. Komemushi
S. Komemushi
中科院分区:
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文献类型:
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作者:
A. Sawabe;T. Satake;R. Aizawa;Keisuke Sakatani;Kouta Nishimoto;C. Ozeki;Y. Hamada;S. Komemushi

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从紫苏(Perilla frutescens布里顿var. acuta(红紫苏)与日本饮食腌制李子(梅)。根据UV、MS、1H-NMR和13 C-NMR光谱数据鉴定了这些化合物为β-谷甾醇[1]、紫草素[2]、山奈酚3-O-芸香糖苷[3]、迷迭香酸[4]、迷迭香酸甲酯[5]、4-吡喃葡萄糖基肉桂酸[6]和咖啡酸甲酯[7]。在生物活性测定中,Amberlite XAD-2的正丁醇提取物、20%甲醇-水提取物、50%甲醇-水提取物和甲醇-水提取物具有显著的超氧阴离子清除活性。另外,迷迭香酸和迷迭香酸甲酯具有明显的超氧阴离子清除活性。此外,我们合成了咖啡酸衍生物,这是柑橘素C和迷迭香酸的代谢产物,和药理作用,如超氧化物清除活性使用的代谢产物(香草酸,4-羟基肉桂酸,阿魏酸和异阿魏酸)的绿原酸作为起始原料,并合成糖苷。我们检测了它们的超氧化物清除活性和酪氨酸酶抑制活性(步骤1为L-酪氨酸底物;步骤2为L-DOPA底物),并研究了它们合成的化合物的化妆品用途。结果,对于酪氨酸酶抑制活性,异阿魏酸(3,4-CA)和它们的甲酯(3,4-CAM),注意到步骤1的67.5%和93.9%以及步骤2的65.1%和53.8%的良好抑制。这些化合物比熊果苷更能抑制酪氨酸酶活性(步骤1的63.0%和步骤2的7.7%)。超氧阴离子自由基清除活性中,阿魏酸(4,3-CA)及其甲酯(4,3-CAM)和4-羟基肉桂酸(4-CA)的清除活性较好,分别为43.6,57.9,55.2%。通过使用培养的B16黑色素瘤细胞检测黑色素抑制和细胞毒性。在3-β-吡喃葡萄糖基异阿魏酸甲酯(3,4-CAGlc)和4-羟基肉桂酸甲酯(4-CAM)中观察到超过40%的抑制。
Six phenolic compounds and one steroid were isolated from the leaves of Perilla frutescens Britton var. acuta (red perilla) with Japanese dietary pickled plum (Ume). These compounds were identified based on UV, MS, 1H-NMR and 13C-NMR spectroscopic data as β-sitosterol [1], shisonin [2], kaempferol 3-O-rutinoside [3], rosmarinic acid [4], rosmarinic acid methyl ester [5], 4-glucopyranosylcinnamic acid [6], and caffeic acid methyl ester [7]. In the bioassay, remarkable superoxide scavenging activity was found in the 1-butanol extract, and 20% methanol-water eluate, 50% methanol-water eluate and methanol eluate of an Amberlite XAD-2. In addition, remarkable superoxide scavenging activity was found in rosmarinic acid and rosmarinic acid methyl ester which are those isolation compounds. Moreover, we synthesized caffeic acid derivatives which were metabolic product of citrusin C and rosmarinic acid, and pharmacological effects such as superoxide scavenging activity used metabolite (vanillic acid, 4-hydroxy cinnamic acid, ferulic acid and isoferulic acid) of the chlorogenic acid as a starting material, and synthesized glycoside. And we examined their superoxide scavenging activity and tyrosinase inhibitory activity (Step1 as L-Tyrosine substrate; Step 2 as L-DOPA substrate), and their synthesized compounds investigated for cosmetic use. As a result, for tyrosinase inhibitory activity, isoferulic acid (3,4-CA) and their methyl ester (3,4-CAM), good inhibition of 67.5 and 93.9% of Step 1 and 65.1 and 53.8% of Step 2 were noted. These compounds inhibited tyrosinase activity more than arbutin (63.0% of Step 1 and 7.7% of Step 2). For superoxide scavenging activity, ferulic acid (4,3-CA) and their methyl ester (4,3-CAM), and 4-hydroxy cinnamic acid (4-CA) were good activity of 43.6, 57.9 and 55.2%, respectively. Melanin inhibition and cytotoxicity were examined by using cultured B16 melanoma cells. More than 40% suppression was observed in 3-β-glucopyranosyl isoferulic acid methyl ester (3,4-CAGlc) and 4-hydroxy cinnamic acid methyl ester (4-CAM).
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