Fernández E, Reyes A, Hidalgo M E, Quilhot W
Escuela de Química y Farmacia, Universidad de Valparaíso, Valparaíso, Chile.
J Photochem Photobiol B. 1998 Mar;42(3):195-201. doi: 10.1016/s1011-1344(98)00070-0.
Lichens produce a diversity of phenolic compounds, some of which efficiently absorb ultraviolet radiation, 8-Methoxypsoralen (8-MOP), commonly used in the treatment of psoriasis, binds irreversibly to proteins in the presence of ultraviolet radiation by a mechanism that is not well established. In this paper we demonstrate the photoprotector capacity of three phenolic compounds-pannarin, 1'chloropannarin and atranorin-through the inhibition of 8-MOP-human serum albumin (HSA) photobinding. The method measures the UV-filtering capacity of lichen compounds by means of a double-tube compartment (thus, solubility and interaction with the reaction medium is avoided). Photobinding was determined by measuring the radioactivity of mixtures containing 8-(methyl-3H) MOP and HSA irradiated at 360 and 310 nm in the presence of increasing concentrations of lichen phenolics. Pannarin, l'-chloropannarin and atranorin at a concentration of 10 mM and irradiated at 360 nm, inhibited photobinding to HSA by 40.4%, 31.7% and 20.1% respectively. Pannarin (10 mM) irradiated at 310 nm inhibited the photobinding by 35.2%. The participation of singlet oxygen and hydroxyl radicals was demonstrated in the photoreaction process.
地衣会产生多种酚类化合物,其中一些能有效吸收紫外线。8-甲氧基补骨脂素(8-MOP)常用于治疗牛皮癣,在紫外线照射下,它会通过一种尚未完全明确的机制与蛋白质不可逆地结合。在本文中,我们通过抑制8-MOP与人血清白蛋白(HSA)的光结合,证明了三种酚类化合物——盘状地衣素、1'-氯盘状地衣素和黑茶渍素的光保护能力。该方法通过双管隔层来测量地衣化合物的紫外线过滤能力(从而避免了溶解性以及与反应介质的相互作用)。通过测量在浓度不断增加的地衣酚类物质存在下,含有8-(甲基-3H)MOP和HSA且在360和310nm波长下照射的混合物的放射性,来确定光结合情况。浓度为10mM且在360nm波长下照射的盘状地衣素、1'-氯盘状地衣素和黑茶渍素,分别使与HSA的光结合抑制了40.4%、31.7%和20.1%。在310nm波长下照射的盘状地衣素(10mM)使光结合抑制了35.2%。在光反应过程中证明了单线态氧和羟基自由基的参与。