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
- 专利标题: A PROCESS FOR PREPARATION OF HEXADECYL CIS-9-TETRADECENOATE AND HEXADECYL CIS-10-TETRADECENOATE
- 专利标题(中): 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
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申请号: EP10706759.7申请日: 2010-01-12
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公开(公告)号: EP2379175A1公开(公告)日: 2011-10-26
- 发明人: BETHALA, Lakshmi, Anu, Prabhavathi, Devi , KATKAM, Nadpi, Gangadhar , KUNKUMA, Vijayalakshi , SISTLA, Ramakrishna , KUNCHA, Madhusudhana , PRAKASH, Vamanrao, Diwan , RACHAPUDI, Badari, Narayana, Prasad
- 申请人: Council of Scientific & Industrial Research
- 申请人地址: Anusandhan Bhawan, 2 Rafi Marg New Delhi 110 001 IN
- 专利权人: Council of Scientific & Industrial Research
- 当前专利权人: Council of Scientific & Industrial Research
- 当前专利权人地址: Anusandhan Bhawan, 2 Rafi Marg New Delhi 110 001 IN
- 代理机构: Jakobsson, Jeanette Helene
- 优先权: INDE00452009 20090112
- 国际公布: WO2010079514 20100715
- 主分类号: A61P19/02
- IPC分类号: A61P19/02 ; A61P29/00 ; C07C67/08 ; C07C67/333 ; C07C67/343 ; C07C69/533 ; C07C69/716 ; A61K31/231 ; C12P7/62
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.
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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