Process for preparing carotenoid polyene chain compounds and intermediates for preparing same

Abstract

The present invention provides an intermediate compound used for synthesis of polyene chain structure, that is an important moiety of carotenoid compounds, a process for preparing the same, and carotenoid polyene chain compounds prepared by using the intermediate, and, in particular, a process for preparing lycopene. The process for preparing the carotenoid polyene chain compound employs an allylic sulfone compound as starting material, which is reacted with C-5 sulfide compound to extend the carbon chain. The resultant thio-sulfone compound is oxidized, and the obtained disulfone compound is combined with C-10 di(haloallylic) sulfide compound to form a chain compound containing the desired number of carbon atoms. Then, the diallylic sulfone obtained by oxidation of the diallylic sulfide is subjected to Ramberg-Baklund reaction in order to form the central triene bond. After removal of sulfonyl groups, carotenoid polyene chain compound is obtained.

Description

technical field

[0001] The invention relates to a method for preparing carotenoid polyene chain compounds. More specifically, it relates to intermediate compounds for the synthesis of polyene chain structures, methods for preparing such compounds and methods for preparing carotenoid polyene chain compounds, especially lycopene, using the intermediate compounds. Background technique

[0002] Carotenoids have a polyene chain structure. Specific examples of this compound include β-carotene, lycopene, astaxanthin, nopain and the like. Carotenoid compounds have been widely used as natural dyes, and it has recently been reported that these compounds have good anticancer effects due to their ability to selectively react with free radicals and singlet oxygen atoms known as carcinogens. Against this background, various commercial products containing carotene, including cosmetics and flavored foods, have been marketed. However, there are still conflicting views on the anticancer ef...