Two novel milbemycin derivatives from the genetically engineered strain Streptomyces avermitilis AVE-H39
Two novel milbemycin derivatives, 5,27-epoxy-13 α -hydroxy milbemycin β 11 ( 1 ) and 5,27-epoxy-13 α -hydroxy-25-ethyl milbemycin β 11 ( 2 ), were isolated from the genetically engineered strain Streptomyces avermitilis AVE-H39. Their structures were elucidated through the interpretation of HR-ESIMS...
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| Veröffentlicht in: | Journal of antibiotics 2020-09, Vol.73 (9), p.642-645 |
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| container_issue | 9 |
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| container_title | Journal of antibiotics |
| container_volume | 73 |
| creator | Qi, Huan Zhang, Ji Hao, Zhi-Kui Zhang, Shao-Yong Li, Jian-Song Zhang, Li-Qin Wang, Ji-Dong Xiang, Wen-Sheng |
| description | Two novel milbemycin derivatives, 5,27-epoxy-13
α
-hydroxy milbemycin
β
11
(
1
) and 5,27-epoxy-13
α
-hydroxy-25-ethyl milbemycin
β
11
(
2
), were isolated from the genetically engineered strain
Streptomyces avermitilis
AVE-H39. Their structures were elucidated through the interpretation of HR-ESIMS and extensive NMR spectroscopic data. Compounds
1
and
2
exhibited moderate acaricidal and nematicidal activities. |
| doi_str_mv | 10.1038/s41429-020-0317-2 |
| format | Article |
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α
-hydroxy milbemycin
β
11
(
1
) and 5,27-epoxy-13
α
-hydroxy-25-ethyl milbemycin
β
11
(
2
), were isolated from the genetically engineered strain
Streptomyces avermitilis
AVE-H39. Their structures were elucidated through the interpretation of HR-ESIMS and extensive NMR spectroscopic data. Compounds
1
and
2
exhibited moderate acaricidal and nematicidal activities.</description><identifier>ISSN: 0021-8820</identifier><identifier>EISSN: 1881-1469</identifier><identifier>DOI: 10.1038/s41429-020-0317-2</identifier><identifier>PMID: 32472052</identifier><language>eng</language><publisher>London: Nature Publishing Group UK</publisher><subject>631/154/309/2132 ; 631/154/309/2144 ; 692/308/153 ; Acaricides - chemistry ; Acaricides - pharmacology ; Antinematodal Agents - chemistry ; Antinematodal Agents - pharmacology ; Bacteriology ; Biomedical and Life Sciences ; Bioorganic Chemistry ; Brief Communication ; Genetic Engineering - methods ; Life Sciences ; Macrolides - chemistry ; Macrolides - pharmacology ; Magnetic Resonance Spectroscopy - methods ; Medicinal Chemistry ; Microbiology ; Molecular Structure ; Organic Chemistry ; Streptomyces - metabolism</subject><ispartof>Journal of antibiotics, 2020-09, Vol.73 (9), p.642-645</ispartof><rights>The Author(s), under exclusive licence to the Japan Antibiotics Research Association 2020</rights><rights>The Author(s), under exclusive licence to the Japan Antibiotics Research Association 2020.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3112-2ab661f8123a1144d67440c3bc3b967abaab691a695ce67417620096e10626553</citedby><cites>FETCH-LOGICAL-c3112-2ab661f8123a1144d67440c3bc3b967abaab691a695ce67417620096e10626553</cites><orcidid>0000-0003-4313-5055</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32472052$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Qi, Huan</creatorcontrib><creatorcontrib>Zhang, Ji</creatorcontrib><creatorcontrib>Hao, Zhi-Kui</creatorcontrib><creatorcontrib>Zhang, Shao-Yong</creatorcontrib><creatorcontrib>Li, Jian-Song</creatorcontrib><creatorcontrib>Zhang, Li-Qin</creatorcontrib><creatorcontrib>Wang, Ji-Dong</creatorcontrib><creatorcontrib>Xiang, Wen-Sheng</creatorcontrib><title>Two novel milbemycin derivatives from the genetically engineered strain Streptomyces avermitilis AVE-H39</title><title>Journal of antibiotics</title><addtitle>J Antibiot</addtitle><addtitle>J Antibiot (Tokyo)</addtitle><description>Two novel milbemycin derivatives, 5,27-epoxy-13
α
-hydroxy milbemycin
β
11
(
1
) and 5,27-epoxy-13
α
-hydroxy-25-ethyl milbemycin
β
11
(
2
), were isolated from the genetically engineered strain
Streptomyces avermitilis
AVE-H39. Their structures were elucidated through the interpretation of HR-ESIMS and extensive NMR spectroscopic data. Compounds
1
and
2
exhibited moderate acaricidal and nematicidal activities.</description><subject>631/154/309/2132</subject><subject>631/154/309/2144</subject><subject>692/308/153</subject><subject>Acaricides - chemistry</subject><subject>Acaricides - pharmacology</subject><subject>Antinematodal Agents - chemistry</subject><subject>Antinematodal Agents - pharmacology</subject><subject>Bacteriology</subject><subject>Biomedical and Life Sciences</subject><subject>Bioorganic Chemistry</subject><subject>Brief Communication</subject><subject>Genetic Engineering - methods</subject><subject>Life Sciences</subject><subject>Macrolides - chemistry</subject><subject>Macrolides - pharmacology</subject><subject>Magnetic Resonance Spectroscopy - methods</subject><subject>Medicinal Chemistry</subject><subject>Microbiology</subject><subject>Molecular Structure</subject><subject>Organic Chemistry</subject><subject>Streptomyces - metabolism</subject><issn>0021-8820</issn><issn>1881-1469</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>BENPR</sourceid><recordid>eNp1kE1LKzEUhoMo2qv-ADcScJ3rOUkmM1mKqL0guPBjGzLT0xqZj5pMK_33plS9KyGQxXne94WHsTOEvwiqukwatbQCJAhQWAq5xyZYVShQG7vPJgASRVVJOGJ_UnoDUKUqq0N2pKQuJRRywl6fPgbeD2tqeRfamrpNE3o-oxjWfgxrSnweh46Pr8QX1NMYGt-2G079IvREkWY8jdHnyOMYaTkOOZ8zfk2xC2NoQ-JXLzdiquwJO5j7NtHp13_Mnm9vnq6n4v7h7t_11b1oFKIU0tfG4LxCqTyi1jNTag2NqvOzpvS1z4BFb2zRUL5haSSANYRgpCkKdcwudr3LOLyvKI3ubVjFPk86qbcTYAubKdxRTRxSijR3yxg6HzcOwW3dup1bl926rVsnc-b8q3lVdzT7SXzLzIDcASmf-gXF_9O_t34Co6CDiQ</recordid><startdate>20200901</startdate><enddate>20200901</enddate><creator>Qi, Huan</creator><creator>Zhang, Ji</creator><creator>Hao, Zhi-Kui</creator><creator>Zhang, Shao-Yong</creator><creator>Li, Jian-Song</creator><creator>Zhang, Li-Qin</creator><creator>Wang, Ji-Dong</creator><creator>Xiang, Wen-Sheng</creator><general>Nature Publishing Group UK</general><general>Nature Publishing Group</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7QL</scope><scope>7T5</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>88I</scope><scope>8FE</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AEUYN</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BHPHI</scope><scope>C1K</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>H94</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>LK8</scope><scope>M0S</scope><scope>M1P</scope><scope>M2P</scope><scope>M7P</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>Q9U</scope><orcidid>https://orcid.org/0000-0003-4313-5055</orcidid></search><sort><creationdate>20200901</creationdate><title>Two novel milbemycin derivatives from the genetically engineered strain Streptomyces avermitilis AVE-H39</title><author>Qi, Huan ; Zhang, Ji ; Hao, Zhi-Kui ; Zhang, Shao-Yong ; Li, Jian-Song ; Zhang, Li-Qin ; Wang, Ji-Dong ; Xiang, Wen-Sheng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3112-2ab661f8123a1144d67440c3bc3b967abaab691a695ce67417620096e10626553</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>631/154/309/2132</topic><topic>631/154/309/2144</topic><topic>692/308/153</topic><topic>Acaricides - chemistry</topic><topic>Acaricides - pharmacology</topic><topic>Antinematodal Agents - chemistry</topic><topic>Antinematodal Agents - pharmacology</topic><topic>Bacteriology</topic><topic>Biomedical and Life Sciences</topic><topic>Bioorganic Chemistry</topic><topic>Brief Communication</topic><topic>Genetic Engineering - methods</topic><topic>Life Sciences</topic><topic>Macrolides - chemistry</topic><topic>Macrolides - pharmacology</topic><topic>Magnetic Resonance Spectroscopy - methods</topic><topic>Medicinal Chemistry</topic><topic>Microbiology</topic><topic>Molecular Structure</topic><topic>Organic Chemistry</topic><topic>Streptomyces - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Qi, Huan</creatorcontrib><creatorcontrib>Zhang, Ji</creatorcontrib><creatorcontrib>Hao, Zhi-Kui</creatorcontrib><creatorcontrib>Zhang, Shao-Yong</creatorcontrib><creatorcontrib>Li, Jian-Song</creatorcontrib><creatorcontrib>Zhang, Li-Qin</creatorcontrib><creatorcontrib>Wang, Ji-Dong</creatorcontrib><creatorcontrib>Xiang, Wen-Sheng</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Immunology Abstracts</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Science Database (Alumni Edition)</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest One Sustainability</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>ProQuest Central</collection><collection>Natural Science Collection</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>ProQuest Biological Science Collection</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Science Database</collection><collection>Biological Science Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central Basic</collection><jtitle>Journal of antibiotics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Qi, Huan</au><au>Zhang, Ji</au><au>Hao, Zhi-Kui</au><au>Zhang, Shao-Yong</au><au>Li, Jian-Song</au><au>Zhang, Li-Qin</au><au>Wang, Ji-Dong</au><au>Xiang, Wen-Sheng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Two novel milbemycin derivatives from the genetically engineered strain Streptomyces avermitilis AVE-H39</atitle><jtitle>Journal of antibiotics</jtitle><stitle>J Antibiot</stitle><addtitle>J Antibiot (Tokyo)</addtitle><date>2020-09-01</date><risdate>2020</risdate><volume>73</volume><issue>9</issue><spage>642</spage><epage>645</epage><pages>642-645</pages><issn>0021-8820</issn><eissn>1881-1469</eissn><abstract>Two novel milbemycin derivatives, 5,27-epoxy-13
α
-hydroxy milbemycin
β
11
(
1
) and 5,27-epoxy-13
α
-hydroxy-25-ethyl milbemycin
β
11
(
2
), were isolated from the genetically engineered strain
Streptomyces avermitilis
AVE-H39. Their structures were elucidated through the interpretation of HR-ESIMS and extensive NMR spectroscopic data. Compounds
1
and
2
exhibited moderate acaricidal and nematicidal activities.</abstract><cop>London</cop><pub>Nature Publishing Group UK</pub><pmid>32472052</pmid><doi>10.1038/s41429-020-0317-2</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0003-4313-5055</orcidid></addata></record> |
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| ispartof | Journal of antibiotics, 2020-09, Vol.73 (9), p.642-645 |
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| language | eng |
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| source | MEDLINE; Alma/SFX Local Collection |
| subjects | 631/154/309/2132 631/154/309/2144 692/308/153 Acaricides - chemistry Acaricides - pharmacology Antinematodal Agents - chemistry Antinematodal Agents - pharmacology Bacteriology Biomedical and Life Sciences Bioorganic Chemistry Brief Communication Genetic Engineering - methods Life Sciences Macrolides - chemistry Macrolides - pharmacology Magnetic Resonance Spectroscopy - methods Medicinal Chemistry Microbiology Molecular Structure Organic Chemistry Streptomyces - metabolism |
| title | Two novel milbemycin derivatives from the genetically engineered strain Streptomyces avermitilis AVE-H39 |
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