Invention Grant
US08816109B2 Process for preparation of hexadecyl cis-9-tetradecenoate and hexadecyl cis-10-tetradecenoate
有权
顺式-9-十四碳烯酸十六烷基酯和顺式-10-十四碳烯酸十六烷酯的制备方法
- Patent Title: Process for preparation of hexadecyl cis-9-tetradecenoate and hexadecyl cis-10-tetradecenoate
- Patent Title (中): 顺式-9-十四碳烯酸十六烷基酯和顺式-10-十四碳烯酸十六烷酯的制备方法
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Application No.: US13144260Application Date: 2010-01-12
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Publication No.: US08816109B2Publication Date: 2014-08-26
- Inventor: Lakshmi Anu Prabhavathi Devi Bethala , Nadpi Gangadhar Katkam , Vijayalakshmi Kunkuma , Ramakrishna Sistla , Madhusudhana Kuncha , Vamanrao Diwan Prakash , Badari Narayana Prasad Rachapudi
- Applicant: Lakshmi Anu Prabhavathi Devi Bethala , Nadpi Gangadhar Katkam , Vijayalakshmi Kunkuma , Ramakrishna Sistla , Madhusudhana Kuncha , Vamanrao Diwan Prakash , Badari Narayana Prasad Rachapudi
- Applicant Address: IN New Delhi
- Assignee: Council of Scientific & Industrial Research
- Current Assignee: Council of Scientific & Industrial Research
- Current Assignee Address: IN New Delhi
- Agency: Fulbright & Jaworski LLP
- Priority: IN45/DEL/2009 20090112
- International Application: PCT/IN2010/000021 WO 20100112
- International Announcement: WO2010/079514 WO 20100715
- Main IPC: C07C69/533
- IPC: C07C69/533 ; C12P7/64 ; C07C67/02 ; C11C3/10

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-tetradecenoate and hexadecyl c/s-10-tetradecenoate were prepared by enzymatic transesterification of cis-9-tetradecenoic acid methyl ester and 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.
Public/Granted literature
- US20110269987A1 Process for Preparation of Hexadecyl Cis-9-Tetradecenoate and Hexadecyl Cis-10-Tetradecenoate Public/Granted day:2011-11-03
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