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Synthesis and Antibacterial Activity of a Novel Class of 4‘-Substituted 16-Membered Ring Macrolides Derived from Tylosin
Novel 4‘-substituted 16-membered ring macrolides were synthesized by the cleavage of the mycarose sugar of tylosin and subsequent modification of 4‘-hydroxyl group. This new class of macrolide antibiotics exhibited potent activity against some key erythromycin-resistant pathogens.
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Published in: | Journal of medicinal chemistry 2004-06, Vol.47 (12), p.2965-2968 |
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Main Authors: | , , , , , , , |
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Language: | English |
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cites | cdi_FETCH-LOGICAL-a379t-c840e4f990e8d04af3db4cd666b0cd217f459ef5c7225dd65cdfabd6e3a9902c3 |
container_end_page | 2968 |
container_issue | 12 |
container_start_page | 2965 |
container_title | Journal of medicinal chemistry |
container_volume | 47 |
creator | Phan, Ly T Jian, Tianying Chen, Zhigang Qiu, Yao-Ling Wang, Zhaolin Beach, Theresa Polemeropoulos, Alex Or, Yat Sun |
description | Novel 4‘-substituted 16-membered ring macrolides were synthesized by the cleavage of the mycarose sugar of tylosin and subsequent modification of 4‘-hydroxyl group. This new class of macrolide antibiotics exhibited potent activity against some key erythromycin-resistant pathogens. |
doi_str_mv | 10.1021/jm034233n |
format | article |
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This new class of macrolide antibiotics exhibited potent activity against some key erythromycin-resistant pathogens.</description><identifier>ISSN: 0022-2623</identifier><identifier>EISSN: 1520-4804</identifier><identifier>DOI: 10.1021/jm034233n</identifier><identifier>PMID: 15163176</identifier><identifier>CODEN: JMCMAR</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Anti-Bacterial Agents - chemical synthesis ; Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - pharmacology ; Antibacterial agents ; Antibiotics. Antiinfectious agents. Antiparasitic agents ; Biological and medical sciences ; Drug Resistance, Bacterial ; Erythromycin - pharmacology ; Haemophilus influenzae - drug effects ; Medical sciences ; Pharmacology. 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Med. Chem</addtitle><description>Novel 4‘-substituted 16-membered ring macrolides were synthesized by the cleavage of the mycarose sugar of tylosin and subsequent modification of 4‘-hydroxyl group. This new class of macrolide antibiotics exhibited potent activity against some key erythromycin-resistant pathogens.</description><subject>Anti-Bacterial Agents - chemical synthesis</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Antibacterial agents</subject><subject>Antibiotics. Antiinfectious agents. Antiparasitic agents</subject><subject>Biological and medical sciences</subject><subject>Drug Resistance, Bacterial</subject><subject>Erythromycin - pharmacology</subject><subject>Haemophilus influenzae - drug effects</subject><subject>Medical sciences</subject><subject>Pharmacology. Drug treatments</subject><subject>Staphylococcus aureus - drug effects</subject><subject>Streptococcus pneumoniae - drug effects</subject><subject>Streptococcus pyogenes - drug effects</subject><subject>Tylosin - analogs & derivatives</subject><subject>Tylosin - chemical synthesis</subject><subject>Tylosin - chemistry</subject><subject>Tylosin - pharmacology</subject><issn>0022-2623</issn><issn>1520-4804</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><recordid>eNptkMluE0EQhluIiDiGAy-A-gJSDpP0Nj2eo3HYlAQi25xbPb1Am1lCV4-FOfEYPB9PQke2Eg6cqlT11a_Sh9BzSs4oYfR80xEuGOf9IzShJSOFmBHxGE0IYaxgkvFjdAKwIYRwyvgTdExLKjmt5AT9XO369NVBAKx7i-d9Co02ycWgWzw3KWxD2uHBY40_DlvX4kWrAe4G4s-v38VqbCCFNCZnMZXFtesaF3O_DP0XfK1NHNpgHeCLHLjNcx-HDq937QChf4qOvG7BPTvUKfr89s168b64-vTuw2J-VWhe1akwM0Gc8HVN3MwSoT23jTBWStkQYxmtvChr50tTMVZaK0tjvW6sdFznG2b4FL3a597G4fvoIKkugHFtq3s3jKAqWleizvqm6HQP5rcBovPqNoZOx52iRN2JVveiM_viEDo2nbMP5MFsBl4eAA1Gtz7q3gT4h6tqzrjIXLHnAiT3436v4zclK16Van2zUuuL18ub5eJSrR5ytQG1GcbYZ3f_efAvyQyiug</recordid><startdate>20040603</startdate><enddate>20040603</enddate><creator>Phan, Ly T</creator><creator>Jian, Tianying</creator><creator>Chen, Zhigang</creator><creator>Qiu, Yao-Ling</creator><creator>Wang, Zhaolin</creator><creator>Beach, Theresa</creator><creator>Polemeropoulos, Alex</creator><creator>Or, Yat Sun</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><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>7X8</scope></search><sort><creationdate>20040603</creationdate><title>Synthesis and Antibacterial Activity of a Novel Class of 4‘-Substituted 16-Membered Ring Macrolides Derived from Tylosin</title><author>Phan, Ly T ; Jian, Tianying ; Chen, Zhigang ; Qiu, Yao-Ling ; Wang, Zhaolin ; Beach, Theresa ; Polemeropoulos, Alex ; Or, Yat Sun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a379t-c840e4f990e8d04af3db4cd666b0cd217f459ef5c7225dd65cdfabd6e3a9902c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>Anti-Bacterial Agents - chemical synthesis</topic><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Antibacterial agents</topic><topic>Antibiotics. Antiinfectious agents. Antiparasitic agents</topic><topic>Biological and medical sciences</topic><topic>Drug Resistance, Bacterial</topic><topic>Erythromycin - pharmacology</topic><topic>Haemophilus influenzae - drug effects</topic><topic>Medical sciences</topic><topic>Pharmacology. Drug treatments</topic><topic>Staphylococcus aureus - drug effects</topic><topic>Streptococcus pneumoniae - drug effects</topic><topic>Streptococcus pyogenes - drug effects</topic><topic>Tylosin - analogs & derivatives</topic><topic>Tylosin - chemical synthesis</topic><topic>Tylosin - chemistry</topic><topic>Tylosin - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Phan, Ly T</creatorcontrib><creatorcontrib>Jian, Tianying</creatorcontrib><creatorcontrib>Chen, Zhigang</creatorcontrib><creatorcontrib>Qiu, Yao-Ling</creatorcontrib><creatorcontrib>Wang, Zhaolin</creatorcontrib><creatorcontrib>Beach, Theresa</creatorcontrib><creatorcontrib>Polemeropoulos, Alex</creatorcontrib><creatorcontrib>Or, Yat Sun</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Phan, Ly T</au><au>Jian, Tianying</au><au>Chen, Zhigang</au><au>Qiu, Yao-Ling</au><au>Wang, Zhaolin</au><au>Beach, Theresa</au><au>Polemeropoulos, Alex</au><au>Or, Yat Sun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Antibacterial Activity of a Novel Class of 4‘-Substituted 16-Membered Ring Macrolides Derived from Tylosin</atitle><jtitle>Journal of medicinal chemistry</jtitle><addtitle>J. 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source | American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list) |
subjects | Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Antibacterial agents Antibiotics. Antiinfectious agents. Antiparasitic agents Biological and medical sciences Drug Resistance, Bacterial Erythromycin - pharmacology Haemophilus influenzae - drug effects Medical sciences Pharmacology. Drug treatments Staphylococcus aureus - drug effects Streptococcus pneumoniae - drug effects Streptococcus pyogenes - drug effects Tylosin - analogs & derivatives Tylosin - chemical synthesis Tylosin - chemistry Tylosin - pharmacology |
title | Synthesis and Antibacterial Activity of a Novel Class of 4‘-Substituted 16-Membered Ring Macrolides Derived from Tylosin |
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