PubMed · 219379
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D Suurmond, A A Schothorst. 1979-03-14. [Solaria].. https://pubmed.ncbi.nlm.nih.gov/219379/
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Main biological effects of ultra-violet radiations are discussed. At a dermatological point of view, most of these effects are harmful: actinic erythema, cutaneous cancerogenesis (basal and spinous cell carcinomas, malignant cutaneous melanomas). Photo-immunosuppression and photoaging of the skin are discussed. Two benefic actions of sunlight are reviewed: synthesis of vitamin D3 and positive action of visible radiations on human psychism.
Tris(N,N-dimethyl)amide of phosphorous acid activated by addition of iodine at an optimal molar ratio of 1.05:0.05 was used as a phosphorylating reagent to synthesize cholecalciferyl-3-O-(1-2-isopropylidene-rac-glycero-3-O-)-thiophos phate and cholecalciferyl-3-O-(1,2-dipalmitoyl-rac-glycero-3-O-)thiophosphat e of methyl alcohol, 2-dimethylaminoethanol, 3-dimethylamino-1-propanol and 1,2-isopropylidene-rac-glycerol in a "one-pot procedure" in overall yields of 60-80%. Activation of the reaction with an equimolar mixture of imidazole and carbon disulfide at the triester formation step permits selective phosphorylation at room temperature. The compounds synthesized represent new triester phospholipid model compounds in which (in addition to glycerol and another requisite alcohol) a steroid and an element other than oxygen are bond to phosphorus.
The preparation of milligram quantities of three vitamin D3 isomers, previtamin D3, lumisterol3 and tachysterol3, were carried out in a laboratory scale first by irradiating 7-dehydrocholesterol in a phototherapy chamber equipped with UVB lamps, followed by using a two-step high performance liquid chromatography (HPLC) with a semi-preparative normal phase column and an analytical reverse-phase column. The final products obtained were identified by UV spectrophotometry and HPLC. According to the detection limits for the three isomers, no contamination with any other isomers was detected in the previtamin D3, lumisterol3 and tachysterol3 preparations, except that a very small amount of vitamin D3, constituting no more than 0.25% of the product, was found in previtamin D3 preparation.