Title:
A PROCESS FOR PREPARATION OF HEXADECYL CIS-9-TETRADECENOATE AND HEXADECYL CIS-10-TETRADECENOATE
Document Type and Number:
WIPO Patent Application WO/2010/079514
Kind Code:
A4
Abstract:
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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Inventors:
BETHALA LAKSHMI ANU PRABHAVATHI DEVI (IN)
KATKAM NADPI GANGADHAR (IN)
KUNKUMA VIJAYALAKSHI (IN)
SISTLA RAMAKRISHNA (IN)
KUNCHA MADHUSUDHANA (IN)
PRAKASH VAMANRAO DIWAN (IN)
RACHAPUDI BADARI NARAYANA PRASAD (IN)
KATKAM NADPI GANGADHAR (IN)
KUNKUMA VIJAYALAKSHI (IN)
SISTLA RAMAKRISHNA (IN)
KUNCHA MADHUSUDHANA (IN)
PRAKASH VAMANRAO DIWAN (IN)
RACHAPUDI BADARI NARAYANA PRASAD (IN)
Application Number:
PCT/IN2010/000021
Publication Date:
September 23, 2010
Filing Date:
January 12, 2010
Export Citation:
Assignee:
COUNCIL SCIENT IND RES (IN)
BETHALA LAKSHMI ANU PRABHAVATHI DEVI (IN)
KATKAM NADPI GANGADHAR (IN)
KUNKUMA VIJAYALAKSHI (IN)
SISTLA RAMAKRISHNA (IN)
KUNCHA MADHUSUDHANA (IN)
PRAKASH VAMANRAO DIWAN (IN)
RACHAPUDI BADARI NARAYANA PRASAD (IN)
BETHALA LAKSHMI ANU PRABHAVATHI DEVI (IN)
KATKAM NADPI GANGADHAR (IN)
KUNKUMA VIJAYALAKSHI (IN)
SISTLA RAMAKRISHNA (IN)
KUNCHA MADHUSUDHANA (IN)
PRAKASH VAMANRAO DIWAN (IN)
RACHAPUDI BADARI NARAYANA PRASAD (IN)
International Classes:
A61P19/02; A61K31/231; A61P29/00; C07C67/08; C07C67/333; C07C67/343; C07C69/533; C07C69/716; C12P7/62
Attorney, Agent or Firm:
SALHOTRA, Anuradha (Plot No. B-28 Sector - 32,Institutional Area, Gurgaon 1, IN)
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