Isolation and identification of three new isomer impurities in milbemycin oxime drug substance
In an effort to identification of the unknown impurities in milbemycin oxime (MO) bulk drug, three impurities 1, 2 and 3 were isolated by two-dimensional (2 D) preparation method (Agilent Zorbax-C3 preparative column and Sepax Amethyst C18-H preparative column). Based on the extensive NMR analysis a...
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| Veröffentlicht in: | Journal of antibiotics 2024-11 |
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| container_title | Journal of antibiotics |
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| creator | Ren, Xiaohan Lu, Jianwei Wu, Yefei Zhang, Shaoyong Qi, Huan Zhang, Hui Wang, Jidong Zheng, Linghui |
| description | In an effort to identification of the unknown impurities in milbemycin oxime (MO) bulk drug, three impurities 1, 2 and 3 were isolated by two-dimensional (2 D) preparation method (Agilent Zorbax-C3 preparative column and Sepax Amethyst C18-H preparative column). Based on the extensive NMR analysis and ESIMS data, the structures of the three impurities were established as 14-desmethyl-14-ethyl-MO A
(1), 24-desmethyl-24-ethyl-MO A
(2) and 12-desmethyl-12-ethyl-MO A
(3), respectively. They are the new isomer impurities of MO D and most likely originate from the oxidation and oximation of natural milbemycin homologs present in the original fermentation broth. |
| doi_str_mv | 10.1038/s41429-024-00791-7 |
| format | Article |
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(1), 24-desmethyl-24-ethyl-MO A
(2) and 12-desmethyl-12-ethyl-MO A
(3), respectively. They are the new isomer impurities of MO D and most likely originate from the oxidation and oximation of natural milbemycin homologs present in the original fermentation broth.</description><identifier>ISSN: 0021-8820</identifier><identifier>ISSN: 1881-1469</identifier><identifier>EISSN: 1881-1469</identifier><identifier>DOI: 10.1038/s41429-024-00791-7</identifier><identifier>PMID: 39609619</identifier><language>eng</language><publisher>England</publisher><ispartof>Journal of antibiotics, 2024-11</ispartof><rights>2024. The Author(s), under exclusive licence to the Japan Antibiotics Research Association.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c184t-ae8d75ede7cda302585b9eb38acf6622922f6935dd1e42bb74e2f11a4659164e3</cites><orcidid>0000-0003-4313-5055</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/39609619$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ren, Xiaohan</creatorcontrib><creatorcontrib>Lu, Jianwei</creatorcontrib><creatorcontrib>Wu, Yefei</creatorcontrib><creatorcontrib>Zhang, Shaoyong</creatorcontrib><creatorcontrib>Qi, Huan</creatorcontrib><creatorcontrib>Zhang, Hui</creatorcontrib><creatorcontrib>Wang, Jidong</creatorcontrib><creatorcontrib>Zheng, Linghui</creatorcontrib><title>Isolation and identification of three new isomer impurities in milbemycin oxime drug substance</title><title>Journal of antibiotics</title><addtitle>J Antibiot (Tokyo)</addtitle><description>In an effort to identification of the unknown impurities in milbemycin oxime (MO) bulk drug, three impurities 1, 2 and 3 were isolated by two-dimensional (2 D) preparation method (Agilent Zorbax-C3 preparative column and Sepax Amethyst C18-H preparative column). Based on the extensive NMR analysis and ESIMS data, the structures of the three impurities were established as 14-desmethyl-14-ethyl-MO A
(1), 24-desmethyl-24-ethyl-MO A
(2) and 12-desmethyl-12-ethyl-MO A
(3), respectively. They are the new isomer impurities of MO D and most likely originate from the oxidation and oximation of natural milbemycin homologs present in the original fermentation broth.</description><issn>0021-8820</issn><issn>1881-1469</issn><issn>1881-1469</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNo9kLlOAzEURS0EIiHwAxTIJc2At_FSooglUiQaaLE89hswmiXYM4L8PQMJVO_q6dxbHITOKbmihOvrLKhgpiBMFIQoQwt1gOZUa1pQIc0hmhPCaKE1IzN0kvM7IVxxpY_RjBtJjKRmjl5WuW_cEPsOuy7gGKAbYh397tXXeHhLALiDTxxz30LCsd2MKQ4RMo4dbmNTQbv1U-y_Ygs4pPEV57HKg-s8nKKj2jUZzvZ3gZ7vbp-WD8X68X61vFkXnmoxFA50UCUEUD44Tlipy8pAxbXztZSMGcZqaXgZAgXBqkoJYDWlTsjSUCmAL9DlbneT-o8R8mDbmD00jeugH7PllAsi1YRPKNuhPvU5J6jtJsXWpa2lxP54tTuvdvJqf71aNZUu9vtj1UL4r_yJ5N9a53Tr</recordid><startdate>20241128</startdate><enddate>20241128</enddate><creator>Ren, Xiaohan</creator><creator>Lu, Jianwei</creator><creator>Wu, Yefei</creator><creator>Zhang, Shaoyong</creator><creator>Qi, Huan</creator><creator>Zhang, Hui</creator><creator>Wang, Jidong</creator><creator>Zheng, Linghui</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-4313-5055</orcidid></search><sort><creationdate>20241128</creationdate><title>Isolation and identification of three new isomer impurities in milbemycin oxime drug substance</title><author>Ren, Xiaohan ; Lu, Jianwei ; Wu, Yefei ; Zhang, Shaoyong ; Qi, Huan ; Zhang, Hui ; Wang, Jidong ; Zheng, Linghui</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c184t-ae8d75ede7cda302585b9eb38acf6622922f6935dd1e42bb74e2f11a4659164e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ren, Xiaohan</creatorcontrib><creatorcontrib>Lu, Jianwei</creatorcontrib><creatorcontrib>Wu, Yefei</creatorcontrib><creatorcontrib>Zhang, Shaoyong</creatorcontrib><creatorcontrib>Qi, Huan</creatorcontrib><creatorcontrib>Zhang, Hui</creatorcontrib><creatorcontrib>Wang, Jidong</creatorcontrib><creatorcontrib>Zheng, Linghui</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of antibiotics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ren, Xiaohan</au><au>Lu, Jianwei</au><au>Wu, Yefei</au><au>Zhang, Shaoyong</au><au>Qi, Huan</au><au>Zhang, Hui</au><au>Wang, Jidong</au><au>Zheng, Linghui</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Isolation and identification of three new isomer impurities in milbemycin oxime drug substance</atitle><jtitle>Journal of antibiotics</jtitle><addtitle>J Antibiot (Tokyo)</addtitle><date>2024-11-28</date><risdate>2024</risdate><issn>0021-8820</issn><issn>1881-1469</issn><eissn>1881-1469</eissn><abstract>In an effort to identification of the unknown impurities in milbemycin oxime (MO) bulk drug, three impurities 1, 2 and 3 were isolated by two-dimensional (2 D) preparation method (Agilent Zorbax-C3 preparative column and Sepax Amethyst C18-H preparative column). Based on the extensive NMR analysis and ESIMS data, the structures of the three impurities were established as 14-desmethyl-14-ethyl-MO A
(1), 24-desmethyl-24-ethyl-MO A
(2) and 12-desmethyl-12-ethyl-MO A
(3), respectively. They are the new isomer impurities of MO D and most likely originate from the oxidation and oximation of natural milbemycin homologs present in the original fermentation broth.</abstract><cop>England</cop><pmid>39609619</pmid><doi>10.1038/s41429-024-00791-7</doi><orcidid>https://orcid.org/0000-0003-4313-5055</orcidid></addata></record> |
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| source | Alma/SFX Local Collection |
| title | Isolation and identification of three new isomer impurities in milbemycin oxime drug substance |
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