发明公开
EP2379175A1 A PROCESS FOR PREPARATION OF HEXADECYL CIS-9-TETRADECENOATE AND HEXADECYL CIS-10-TETRADECENOATE 有权
制备十六烷基十六-9-十四烯酸酯和十六烷基十六-10-十四烯酸酯的方法

A PROCESS FOR PREPARATION OF HEXADECYL CIS-9-TETRADECENOATE AND HEXADECYL CIS-10-TETRADECENOATE
摘要:
Hexadecyl
cis -9-tetradecenoate commonly known as Cetyl myristoleate (CMO) is being used for the treatment of osteoarthritis and other joint inflammatory diseases,
cis -9- Tetradecenoic acid (
cis -9-myristoleic acid) is the main precursor for the preparation of CMO. As there are limited natural plant sources for cis-9-tetradecenoic acid, the present invention aimed at the synthesis of
cis -9-tetradecenoic acid methyl ester from oleic acid methyl ester. As oleic acid is not available in pure form, this has to be isolated from oleic acid-rich oils like olive oil.
cis - 10-Tetradecenoic acid methyl ester, an isomer of
cis -9-tetradecenoic acid was also prepared from undecenoic acid methyl ester, a derivative of castor oil. Undecenoic acid is easily available commercially in pure form. Hexadecyl
cis -9-tetradecenoateand hexadecyl c/s-10-tetradecenoate were prepared by enzymatic transesterification of
cis -9-tetradecenoic acid methyl esterand
cis -10- tetradecenoic acid methyl ester with 1-hexadecanol (cetyl alcohol) respectively. Both the isomers of cetyl myristoleate were evaluated for anti arthritis, blocking inflammation and reduction of adjuvant-induced arthritis in rats.
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