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Synthesis and in vitro phototoxicity of 5-(arylmethylene)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-ones, a class of potential sunscreens. 1993

E Mariani, and P Schenone, and M Guarrera, and S Dorato
Istituto di Scienze Farmaceutiche dell'Università, Genova, Italy.

A series of 5-(arylmethylene)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6- ones was prepared by reaction of (+)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-one with aromatic aldehydes in an alkaline medium. These compounds can be considered as potential UVB or UVA sunscreens. In vitro phototoxicity tests (photohemolysis and Candida albicans) showed that they exhibit in general a low phototoxicity level.

UI MeSH Term Description Entries
D002176 Candida albicans A unicellular budding fungus which is the principal pathogenic species causing CANDIDIASIS (moniliasis). Candida albicans var. stellatoidea,Candida stellatoidea,Dematium albicans,Monilia albicans,Myceloblastanon albicans,Mycotorula albicans,Parasaccharomyces albicans,Procandida albicans,Procandida stellatoidea,Saccharomyces albicans,Syringospora albicans
D001643 Bridged Bicyclo Compounds Saturated alicyclic hydrocarbon molecules consisting of two rings that have two non-adjacent atoms in common. Bicyclo Compounds,Bicyclo Compounds, Bridged
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships
D013473 Sunscreening Agents Chemical or physical agents that protect the skin from sunburn and erythema by absorbing or blocking ultraviolet radiation. Sunscreen,Sunscreens,Agents, Sunscreening
D017484 Dermatitis, Phototoxic A nonimmunologic, chemically induced type of photosensitivity producing a sometimes vesiculating dermatitis. It results in hyperpigmentation and desquamation of the light-exposed areas of the skin. Dermatitis, Contact, Phototoxic,Phototoxicity,Phototoxic Contact Dermatitis,Phototoxic Dermatitis,Contact Dermatitides, Phototoxic,Contact Dermatitis, Phototoxic,Dermatitides, Phototoxic,Dermatitides, Phototoxic Contact,Dermatitis, Phototoxic Contact,Phototoxic Contact Dermatitides,Phototoxic Dermatitides

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