1. Anthers of Delonix regia flowers are a rich source of zeaxanthin. 2. Oxidation of zeaxanthin with hydrogen peroxide in the presence of osmium tetroxide results in the formation of 3-hydroxyretinene as one of the products. 3. 3-Hydroxyretinene gives 3-acetoxyretinene with acetic anhydride, and an oxime with hydroxylamine hydrochloride. 4. Reduction of 3-hydroxyretinene with sodium borohydride yields 3-hydroxyvitamin A. 5. Treatment of 3-hydroxyvitamin A with dry ethanolic hydrogen chloride results in the formation of 3-ethoxyanhydrovitamin A (anhydrovitamin A(2)) and a compound that resembles naturally occurring anhydrovitamin A(2).
1. ;Naturally occurring anhydrovitamin A(2)' obtained from the liver oil of freshwater fish Bagarius bagarius yielded, after six-stage chromatography, a pure product showing characteristic bands at 350, 368 (E(1%) (1cm.) 1006) and 390mmu in ethanol, and producing a green colour with antimony trichloride (E(1%) (1cm.) 1884 at 693mmu). 2. On distribution of the material between light petroleum and 95% methanol, 70% of it is found in methanol, which points to its hydroxylic character. 3. It gives an acetyl derivative, from which the original hydroxy compound can be regenerated on hydrolysis. 4. The infrared spectrum shows, besides other bands, one at 3460cm.(-1) attributable to a hydroxy group. 5. On passing a light-petroleum solution of naturally occurring anhydrovitamin A(2) through manganese dioxide a 6% conversion into retinene(2) is observed. 6. A 3-hydroxyanhydroretinol structure is proposed for naturally occurring anhydrovitamin A(2) and a mechanism of its transformation into retinene(2) on this basis is suggested.
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