摘要 |
1,161,175. Coenzymes Q 9 , Q 10 , Q 11 and Q 12 . NISSHIN FLOUR MILLING CO. Ltd. 26 May, 1967 [26 May, 1966; 9 Dec., 1966], No. 24622/67. Heading C2C. Coenzymes Q 9 and Q 10 and novel coenzymes Q 11 and Q 12 are produced by treating a raw material containing components of mulberry leaves with an organic solvent which is able to extract fatty matter therefrom, saponifying the fatty matter in the extract with alkali, separating the unsaponified matter from the saponified matter and purifying the unsaponified matter by at least two purification methods selected from molecular distillation, fractional refrigeration precipitation and adsorption chromatography to give isoprenyl alcohols having 9, 11 and 12 isoprene units; coenzymes Q 9 , Q 11 and Q 12 are then obtained therefrom by condensing with 2,3-dimethoxy-5-methyl-1,4-hydroquinone or a 4-acyl derivative thereof in the presence of a catalyst and a solvent and oxidizing the obtained condensate; and coenzyme Q 10 is obtained from the isoprenyl alcohol having 9 isoprene units (solanesol) by brominating to give solanesyl bromide, condensing said bromide with acetoacetic acid, condensing the resulting ketone with acetylene, partially hydrogenating the obtained condensate to give isodecaprenyl alcohol, optionally isomerizing to decaprenyl alcohol and then condensing the isodecaprenyl or decaprenyl alcohol with 2,3-dimethoxy-5- methyl-1,4-hydroquinone or a 4-acyl derivative thereof and oxidizing the obtained condensate. Reference has been directed by the Comptroller to Specifications 925,581 and 928,161. |