Photoprotector capacity of lichen metabolites assessed through the inhibition of the 8-methoxypsoralen photobinding to protein. 1998

E Fernández, and A Reyes, and M E Hidalgo, and W Quilhot
Escuela de Química y Farmacia, Universidad de Valparaíso, Valparaíso, Chile.

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.

UI MeSH Term Description Entries
D008011 Lichens Any of a group of plants formed by a symbiotic combination of a fungus with an algae or CYANOBACTERIA, and sometimes both. The fungal component makes up the bulk of the lichen and forms the basis for its name. Lichen
D008730 Methoxsalen A naturally occurring furocoumarin compound found in several species of plants, including Psoralea corylifolia. It is a photoactive substance that forms DNA ADDUCTS in the presence of ultraviolet A irradiation. 8-Methoxypsoralen,Ammoidin,Xanthotoxin,8-MOP,Deltasoralen,Dermox,Geroxalen,Meladinina,Meladinine,Meloxine,Methoxa-Dome,Méladinine,Oxsoralen,Oxsoralen-Ultra,Puvalen,Ultramop,8 MOP,8 Methoxypsoralen,8MOP,Methoxa Dome,Oxsoralen Ultra
D011485 Protein Binding The process in which substances, either endogenous or exogenous, bind to proteins, peptides, enzymes, protein precursors, or allied compounds. Specific protein-binding measures are often used as assays in diagnostic assessments. Plasma Protein Binding Capacity,Binding, Protein
D011837 Radiation-Protective Agents Drugs used to protect against ionizing radiation. They are usually of interest for use in radiation therapy but have been considered for other purposes, e.g. military. Radiation Protectant,Radiation Protective Agent,Radiation-Protective Agent,Radiation-Protective Drug,Radioprotective Agent,Radioprotective Agents,Radioprotective Drug,Agents, Radiation-Protective,Radiation Protectants,Radiation Protective Agents,Radiation-Protective Drugs,Radiation-Protective Effect,Radiation-Protective Effects,Radioprotective Drugs,Agent, Radiation Protective,Agent, Radiation-Protective,Agent, Radioprotective,Agents, Radiation Protective,Agents, Radioprotective,Drug, Radiation-Protective,Drug, Radioprotective,Drugs, Radiation-Protective,Drugs, Radioprotective,Effect, Radiation-Protective,Effects, Radiation-Protective,Protectant, Radiation,Protectants, Radiation,Protective Agent, Radiation,Protective Agents, Radiation,Radiation Protective Drug,Radiation Protective Drugs,Radiation Protective Effect,Radiation Protective Effects
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D001584 Benzoxepins
D012709 Serum Albumin A major protein in the BLOOD. It is important in maintaining the colloidal osmotic pressure and transporting large organic molecules. Plasma Albumin,Albumin, Serum
D014466 Ultraviolet Rays That portion of the electromagnetic spectrum immediately below the visible range and extending into the x-ray frequencies. The longer wavelengths (near-UV or biotic or vital rays) are necessary for the endogenous synthesis of vitamin D and are also called antirachitic rays; the shorter, ionizing wavelengths (far-UV or abiotic or extravital rays) are viricidal, bactericidal, mutagenic, and carcinogenic and are used as disinfectants. Actinic Rays,Black Light, Ultraviolet,UV Light,UV Radiation,Ultra-Violet Rays,Ultraviolet Light,Ultraviolet Radiation,Actinic Ray,Light, UV,Light, Ultraviolet,Radiation, UV,Radiation, Ultraviolet,Ray, Actinic,Ray, Ultra-Violet,Ray, Ultraviolet,Ultra Violet Rays,Ultra-Violet Ray,Ultraviolet Black Light,Ultraviolet Black Lights,Ultraviolet Radiations,Ultraviolet Ray
D017319 Photosensitizing Agents Drugs that are pharmacologically inactive but when exposed to ultraviolet radiation or sunlight are converted to their active metabolite to produce a beneficial reaction affecting the diseased tissue. These compounds can be administered topically or systemically and have been used therapeutically to treat psoriasis and various types of neoplasms. Photosensitizer,Photosensitizers,Photosensitizing Agent,Photosensitizing Effect,Photosensitizing Effects,Agent, Photosensitizing,Agents, Photosensitizing,Effect, Photosensitizing,Effects, Photosensitizing
D053630 Depsides Phenolic benzoic acid esters. Depside

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