Department of Pharmacognosy, Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan.
Bioorg Med Chem Lett. 2013 Sep 15;23(18):5178-81. doi: 10.1016/j.bmcl.2013.07.010. Epub 2013 Jul 17.
The methanolic extract from the dried rhizomes of Curcuma comosa cultivated in Thailand was found to inhibit melanogenesis in theophylline-stimulated murine B16 melanoma 4A5 cells. From the methanolic extract, three new diarylheptanoids, diarylcomosols I-III, were isolated together with 12 known diarylheptanoids. Their chemical structures were elucidated on the basis of chemical and physicochemical evidence. The diarylheptanoids inhibited melanogenesis, and several structural requirements of the active constituents for the inhibition were clarified. In particular, (3R)-1,7-bis(4-hydroxyphenyl)-(6E)-6-hepten-3-ol exhibited stronger inhibitory effect [IC50=0.36 μM] without inducing cytotoxicity. The biological effect was much stronger than that of a reference compound, arbutin [IC50=174 μM]. We conclude that diarylheptanoid analogs are promising therapeutic agents for the treatment of skin disorders.
从泰国种植的莪术干燥根茎的甲醇提取物中发现，它能抑制茶碱刺激的小鼠 B16 黑色素瘤 4A5 细胞中的黑色素生成。从甲醇提取物中分离出三种新的二芳基庚烷，二芳基莪醇 I-III，以及 12 种已知的二芳基庚烷。它们的化学结构是根据化学和物理化学证据阐明的。二芳基庚烷抑制黑色素生成，并且阐明了活性成分对抑制作用的几个结构要求。特别是（3R）-1,7-双（4-羟基苯基）-（6E）-6-庚烯-3-醇[IC50=0.36 μM]没有诱导细胞毒性，表现出更强的抑制作用。生物效应比参考化合物熊果苷强得多[IC50=174 μM]。我们得出结论，二芳基庚烷类似物是治疗皮肤疾病的有前途的治疗剂。
