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异黄烷酮中间产物去氧苯甲酮-3A 对 UVA 损伤人皮肤成纤维细胞的抑制作用。

Inhibition of UVA Damage on Human Skin Dermis Fibroblasts by the Isoflavonoid Intermediate Deoxybenzoin-3A.

机构信息

Department of Cardiology, Tainan Municipal Hospital (Managed by Show Chwan Medical Care Corporation), Tainan City 701033, Taiwan.

Department of Chemistry, Fu Jen Catholic University, New Taipei City 24205, Taiwan.

出版信息

Chem Res Toxicol. 2021 Apr 19;34(4):1133-1139. doi: 10.1021/acs.chemrestox.1c00005. Epub 2021 Mar 23.

Abstract

Ultraviolet rays are the main cause of skin aging. Isoflavone structures are good anti-ultraviolet natural compounds and have an especially strong anti-ultraviolet B (UVB) effect. However, the anti-ultraviolet A (UVA) effect of isoflavones is more controversial. Therefore, this study aims to discover which isoflavone analogue possesses a strong anti-ultraviolet A. We found the isoflavonoid intermediate deoxybenzoin-3A (DOB-3A) to be a similar isoflavone structural compound with strong anti-ultraviolet A effects. Ultraviolet rays with a wavelength of 350 nm are used to irradiate the fibroblasts of the human skin. Western blot, flow cytometry, and transmission electron microscope analyses were used to explore its anti-ultraviolet A mechanism. We established the results that DOB-3A (1) reduced the death of fibroblasts caused by ultraviolet A, (2) avoided the damage to the organelles and structures after UVA irradiation, (3) inhibited the generation of intracellular reactive oxygen species (ROS) and hydrogen peroxide-induced damage, and (4) decreased the phosphorylation of mitogen-activated protein kinases (MAPK) caused by UVA. Based on the above findings, DOB-3A is a very good anti-ultraviolet A isoflavone-related structure. Because it is simple to synthesize and has good effects, DOB-3A is a suitable anti-ultraviolet A product with an isoflavone structure. Moreover, DOB-3A's structure provides a reference for the synthesis of anti-UVA isoflavones.

摘要

紫外线是皮肤衰老的主要原因。异黄酮结构是良好的抗紫外线天然化合物,具有特别强的抗紫外线 B(UVB)作用。然而,异黄酮的抗紫外线 A(UVA)作用更具争议。因此,本研究旨在发现哪种异黄酮类似物具有较强的抗紫外线 A 作用。我们发现异黄酮中间体脱氧安息香-3A(DOB-3A)是一种具有较强抗紫外线 A 作用的类似异黄酮结构化合物。使用波长为 350nm 的紫外线照射人皮肤成纤维细胞,采用 Western blot、流式细胞术和透射电镜分析来探讨其抗 UVA 机制。结果表明,DOB-3A(1)减少了 UVA 引起的成纤维细胞死亡,(2)避免了 UVA 照射后细胞器和结构的损伤,(3)抑制了细胞内活性氧(ROS)的产生和过氧化氢诱导的损伤,以及(4)减少了 UVA 引起的丝裂原活化蛋白激酶(MAPK)的磷酸化。基于上述发现,DOB-3A 是一种非常好的抗紫外线 A 异黄酮相关结构。由于它合成简单、效果良好,因此 DOB-3A 是一种具有异黄酮结构的合适的抗紫外线 A 产品。此外,DOB-3A 的结构为合成抗 UVA 异黄酮提供了参考。

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