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1.
Photochem Photobiol ; 2024 Jul 03.
Article in English | MEDLINE | ID: mdl-38958000

ABSTRACT

The thermodynamic characteristics, antioxidant potential, and photoprotective benefits of full-spectrum cannabidiol (FS-CBD) against UVB-induced cellular death were examined in this study. In silico analysis of CBD showed antioxidant capacity via proton donation and UV absorption at 209.09, 254.73, and 276.95 nm, according to the HAT and SPLET methodologies. FS-CBD protected against UVB-induced bacterial death for 30 min. FS-CBD protected against UVB-induced cell death by 42% (1.5 µg/mL) and 35% (3.5 µg/mL) in an in vitro keratinocyte cell model. An in vivo acute irradiated CD-1et/et mouse model (UVB-irradiated for 5 min) presented very low photoprotection when FS-CBD was applied cutaneously, as determined by histological analyses. In vivo skin samples showed that FS-CBD regulated inflammatory responses by inhibiting the inflammatory markers TGF-ß1 and NLRP3. The docking analysis showed that the CBD molecule had a high affinity for TGF-ß1 and NLRP3, indicating that protection against inflammation might be mediated by blocking these proinflammatory molecules. This result was corroborated by the docking interactions between CBD and TGF-ß1 and NLRP3, which resulted in a high affinity and inhibition of both proteins The present work suggested a FS-CBD moderate photoprotective agent against UVB light-induced skin damage and that this effect is partially mediated by its anti-inflammatory activity.

2.
Food Chem Toxicol ; 151: 112095, 2021 May.
Article in English | MEDLINE | ID: mdl-33689855

ABSTRACT

Skin cancer is a public health problem due to its high incidence. Ultraviolet radiation (UVR) is the main etiological agent of this disease. Photochemoprotection involves the use of substances to avoid damage caused by UV exposure. The aim of this work was to determine the phytochemical fingerprint and photochemoprotective effect against UVB radiation-induced skin damage such as erythema and carcinogenesis of H. mociniana methanolic extract (MEHm). The chemical composition of the MEHm was analysed by LC/ESI-MS/MS. Three quercetin derivatives, two pectinolides, and two caffeic acid derivatives were identified in the methanolic extract. MEHm has antioxidant effect and it is not cytotoxic in HaCaT cells. Phytochemicals from H. mociniana have a photochemopreventive effect because they absorb UV light and protect HaCaT cells from UVR-induced cell death. Also, in SKH-1 mice -acute exposure-, it decreased erythema formation, modulating the inflammatory response, reduced the skin damage according to histological analysis and diminished p53 expression. Finally, MEHm protects from photocarcinogenesis by reducing the incidence and multiplicity of skin carcinomas in SKH-1 mice exposed chronically to UVB radiation.


Subject(s)
Erythema/prevention & control , Hyptis/chemistry , Neoplasms, Radiation-Induced/prevention & control , Phytochemicals/chemistry , Phytochemicals/pharmacology , Radiation-Protective Agents/pharmacology , Skin Neoplasms/prevention & control , Ultraviolet Rays , Animals , Carcinogenesis/drug effects , Cell Line , Erythema/etiology , Female , Humans , Mice , Mice, Hairless , Skin Neoplasms/pathology
3.
Food Chem Toxicol ; 124: 411-422, 2019 Feb.
Article in English | MEDLINE | ID: mdl-30576709

ABSTRACT

Dyssodia tagetiflora is known as 'Tzaracata' and 'flor de muerto'. Recently, D. tagetiflora has been reported to have antioxidant activities in its polar extracts as well as insecticidal activities. Hyperoside (1), avicularin (2) and avicularin acetate (3) have been isolated previously. However, the temporary variation in glycoside flavonoids biosynthesis, as well as antibacterial and chemoprotective activities, have not been reported. The amount of 1, 2 and 3 in the different collections was characterized by HPLC-MS. Two new C-glycosides were characterized, quercetin-4'-methyl ether 6-C glucoside (A1) and quercetin-4'-methyl ether 8-C glucoside (A2), as well as [2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]3,4,5-trihydroxyoxane-2,6-dicarboxylate (A3). This is the first report of the presence of C-C flavonoid glycosides compounds in the genus Dyssodia. Hyperoside was the majority compound at all collections. The methanolic extracts of August 2016 and October 2017 were active against Micrococcus luteus and Bacillus subtillis. The methanolic extract has chemoprotective effects because, when applied topically in SKH-1 mice, it decreases the severity of epidermal damage induced by acute exposure to ultraviolet radiation. In addition, cutaneous photocarcinogenesis was decreased in mice treated with the extract. The methanolic extract of D. tagetiflora has chemoprotective properties by decreasing the damage caused by acute and chronic exposure to UV in mice.


Subject(s)
Anti-Bacterial Agents/pharmacology , Asteraceae/chemistry , Flavonols/pharmacology , Glycosides/pharmacology , Plant Extracts/pharmacology , Radiation-Protective Agents/pharmacology , Animals , Anti-Bacterial Agents/isolation & purification , Asteraceae/metabolism , Bacillus subtilis/drug effects , Erythema/prevention & control , Female , Flavonols/isolation & purification , Glycosides/isolation & purification , Inflammation/prevention & control , Mice , Micrococcus luteus/drug effects , Plant Components, Aerial/chemistry , Plant Components, Aerial/metabolism , Plant Extracts/isolation & purification , Radiation-Protective Agents/isolation & purification , Skin/pathology , Skin/radiation effects , Time Factors , Ultraviolet Rays
4.
J Photochem Photobiol B ; 167: 72-81, 2017 Feb.
Article in English | MEDLINE | ID: mdl-28039793

ABSTRACT

Lippia graveolens HBK (Mexican oregano) is a species that is regularly used as a condiment in Mexican cuisine. In traditional medicine, it is used for the treatment of respiratory and digestive illnesses, headaches, rheumatism and inflammation-related disorders. The main chemical components reported in this species include the following: terpenoids, iridoids and flavonoids. The aim of this study was to determine the potential photochemopreventive effect of the methanolic extract of Lippia graveolens (MELG) against ultraviolet B (UVB)-induced skin cancer in SKH-1 mice. The phenolic content, radical scavenger activity, penetration and genotoxicity of the MELG were also evaluated. The MELG exhibited scavenging activity against 1,1-diphenyl-2-picrylhydrazyl, superoxide and hydroxyl radicals, and it did not exhibit genotoxic activity in the micronucleus test. In addition, the MELG absorbed UVB (280nm) electromagnetic radiation. The main components detected in the plant extract were naringenin and galangin, and pinocembrin was also isolated and identified through spectroscopic analysis. The MELG demonstrated a photoprotective effect against UVB-induced cell death in Escherichia coli. In chronic challenge experiments, the MELG protected against UVB-induced skin cancer in SKH-1 mice. The MELG penetrated the skin of mice. Topical administration of the MELG protected against chronic UVB-induced damage in mouse SKH-1 skin. Our results suggest that the MELG has photochemopreventive activity and may potentially prevent photo-tumorigenesis.


Subject(s)
Lippia/chemistry , Neoplasms, Radiation-Induced/prevention & control , Plant Extracts/pharmacology , Radiation-Protective Agents/pharmacology , Skin Neoplasms/prevention & control , Ultraviolet Rays , Animals , Chromatography, High Pressure Liquid , Female , Mice , Mice, Hairless , Mutagenicity Tests , Spectrum Analysis/methods
5.
Fitoterapia ; 76(3-4): 301-9, 2005 Jun.
Article in English | MEDLINE | ID: mdl-15890460

ABSTRACT

The purpose of this study was to determine the photoprotective properties of the methanolic extract of Buddleja scordioides, as well as verbascoside and linarin which were isolated from this extract, and linarin acetate prepared in the laboratory. The photoprotective effect of substances against UV-B induced cellular death was evaluated by challenge experiments using Escherichia coli. Verbascoside and linarin acetate showed the highest protection. The sun protection factor (SPF) of the methanolic extract, linarin, linarin acetate, and verbascoside was evaluated by guinea pig bioassays. Verbascoside showed the largest SPF measurement.


Subject(s)
Buddleja/chemistry , Glucosides/pharmacology , Glycosides/pharmacology , Phenols/pharmacology , Sunscreening Agents/pharmacology , Animals , Escherichia coli/radiation effects , Female , Glucosides/chemistry , Glycosides/chemistry , Guinea Pigs , Male , Molecular Structure , Phenols/chemistry , Plant Components, Aerial/chemistry , Time Factors , Ultraviolet Rays
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