Melanogenesis-Inhibitory and Cytotoxic Activities of Chemical Constituents from the Leaves of Sauropus androgynus L. Merr. (Euphorbiaceae)
Melanogenesis-Inhibitory and Cytotoxic Activities of Chemical Constituents from the Leaves of Sauropus androgynus L. Merr. (Euphorbiaceae)
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Sauropus androgynus L. Merr 叶子化学成分的黑色素生成抑制和细胞毒性活性。
DOI：
10.1002/cbdv.201700486
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发表时间：
2018
影响因子：
2.9
通讯作者：
Feng Feng
中科院分区：
文献类型：
--
作者：
Zhang Jie;Zhu Wan Fang;Zhu Wei Yuan;Yang Pan Pan;Xu Jian;Manosroi Jiradej;Kikuchi Takashi;Abe Masahiko;Akihisa Toshihiro;Feng Feng
从守宫木（Sauropus androgynus L. Merr.）叶的甲醇提取物中分离得到一个新的甾体化合物，20-羟基异岩藻甾醇（stigmasta-5，24（28）-diene-3 β，20 β-diol）（7），沿着6个已知化合物1 - 6。（Euphorbiaceae）.通过高分辨APCI-MS和各种核磁共振技术结合文献数据确定了新甾体化合物的结构。随后，评价了它们对5种人细胞系的抗炎、细胞毒性活性，以及对α-MSH诱导的B16细胞系黑素生成的抑制活性。结果表明，甾体化合物6和7对HL 60、AZ521、SKBR 3和A549肿瘤细胞系表现出中等的细胞毒性（IC 5026.9 - 45.1 μ m），相对于WI 38细胞系，对A549具有高肿瘤选择性（SI分别为2.6和3.0）。黄酮类化合物4和5在10~100 μ m浓度范围内对黑素生成有较强的上级抑制活性（黑素含量为67.0~94.7%），对细胞无毒性或毒性很低（细胞活力为90.1~99.6%）。此外，Westernblot分析表明，化合物5可以通过抑制MITF、TRP-1、TRP-2和酪氨酸酶的蛋白表达来抑制黑素生成。
A new steroid, 20‐hydroxyisofucosterol (stigmasta‐5,24(28)‐diene‐3β,20β‐diol) (7), along with six known compounds1–6were isolated from the MeOH extract of the leaves ofSauropus androgynusL.Merr. (Euphorbiaceae). The structure of new steroid was determined by HR‐APCI‐MS and various NMR techniques in combination with literature data. Subsequently, their anti‐inflammatory, cytotoxic activities against five human cell lines, as well as inhibitory activities against theα‐MSH induced melanogenesis on the B16 cell line were evaluated. As the results, steroid compounds,6and7exhibited moderate cytotoxic to HL60, AZ521, SKBR3, and A549 tumor cell lines (IC5026.9 – 45.1 μm) with high tumor selectivity for A549 relative to WI38 cell lines (SI2.6 and 3.0, resp.). And, flavonoid compounds,4and5exhibited superior inhibitory activities against melanogenesis (67.0 – 94.7% melanin content), even with no or low toxicity to the cells (90.1 – 99.6% cell viability) at the concentrations from 10 to 100 μm. Furthermore,Westernblot analysis suggested that compound5could inhibit melanogenesis by suppressing the protein expressions of MITF, TRP‐1, TRP‐2, and tyrosinase.