Loading…
LYSINOMICIN, A NEW AMINOGLYCOSIDE ANTIBIOTIC: II. STRUCTURE AND STEREOCHEMISTRY
The structure of lysinomicin, a new aminocyclitol antibiotic, was established as 3-epi -2'-N-(L-β-lysyl)-4', 5'-didehydro-6'-de-C-methylfortimicin B (1) on the basis of spectral evidence and chemical degradation of the antibiotic. In the course of the degradation of 1, three addi...
Saved in:
Published in: | Journal of antibiotics 1984, Vol.37(10), pp.1130-1143 |
---|---|
Main Authors: | , , , , , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that cite this one |
Online Access: | Get full text |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
cited_by | cdi_FETCH-LOGICAL-c4260-1dad811ed3693e7fea59c5acbd78f2e34126f3a89806c17bb4a50925317599e43 |
---|---|
cites | |
container_end_page | 1143 |
container_issue | 10 |
container_start_page | 1130 |
container_title | Journal of antibiotics |
container_volume | 37 |
creator | KURATH, PAUL ROSENBROOK, WILLIAM DUNNIGAN, DANIEL A. MCALPINE, JAMES B. EGAN, RICHARD S. STANASZEK, RUTH S. CIROVIC, MOMIR MUELLER, SANDRA L. WASHBURN, WILLIAM H. |
description | The structure of lysinomicin, a new aminocyclitol antibiotic, was established as 3-epi -2'-N-(L-β-lysyl)-4', 5'-didehydro-6'-de-C-methylfortimicin B (1) on the basis of spectral evidence and chemical degradation of the antibiotic. In the course of the degradation of 1, three additional compounds with interesting biological properties were obtained: 3-epi-2'-N-(L-β-lysyl)-6'-de-C-methylfortimicin B (4), 3-epi-4', 5'-didehydro-6'-de-C-methylfortimicin B (6) and 3-epi-6'-de-C-methylfortimicin B (7). |
doi_str_mv | 10.7164/antibiotics.37.1130 |
format | article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_81342391</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>81342391</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4260-1dad811ed3693e7fea59c5acbd78f2e34126f3a89806c17bb4a50925317599e43</originalsourceid><addsrcrecordid>eNpNkE9PwkAQxTdGg4h-AmPSg_FEcafb7p9jrYhNoBzAGE6b7XarJYVitxz89hZpCJeZZN5v5k0eQveARwyo_6y2TZEWVVNoOyJsBEDwBeoD5-CCT8Ul6mPsgcu5h6_RjbVrjAkjjPdQjwYYMGd9NJyuFnEyn8VRnAyd0EnGn044ayeT6SqaL-LXsRMmy_glni_j6BZd5aq05q7rA_TxNl5G7-50PomjcOpq36PYhUxlHMBkhApiWG5UIHSgdJoxnnuG-ODRnCguOKYaWJr6KsDCCwiwQAjjkwF6Ot7d1dXP3thGbgqrTVmqran2VnIgvkcEtCA5grqurK1NLnd1sVH1rwQsDxnJs4wkYfKQUbv10J3fpxuTnXa6UFr9sdOV1arMa7XVhT1hAvuEerTFkiO2to36Midd1a1bac6tQVD-b4-7evjjBOpvVUuzJX-pL4g6</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>81342391</pqid></control><display><type>article</type><title>LYSINOMICIN, A NEW AMINOGLYCOSIDE ANTIBIOTIC: II. STRUCTURE AND STEREOCHEMISTRY</title><source>JSTAGE</source><creator>KURATH, PAUL ; ROSENBROOK, WILLIAM ; DUNNIGAN, DANIEL A. ; MCALPINE, JAMES B. ; EGAN, RICHARD S. ; STANASZEK, RUTH S. ; CIROVIC, MOMIR ; MUELLER, SANDRA L. ; WASHBURN, WILLIAM H.</creator><creatorcontrib>KURATH, PAUL ; ROSENBROOK, WILLIAM ; DUNNIGAN, DANIEL A. ; MCALPINE, JAMES B. ; EGAN, RICHARD S. ; STANASZEK, RUTH S. ; CIROVIC, MOMIR ; MUELLER, SANDRA L. ; WASHBURN, WILLIAM H.</creatorcontrib><description>The structure of lysinomicin, a new aminocyclitol antibiotic, was established as 3-epi -2'-N-(L-β-lysyl)-4', 5'-didehydro-6'-de-C-methylfortimicin B (1) on the basis of spectral evidence and chemical degradation of the antibiotic. In the course of the degradation of 1, three additional compounds with interesting biological properties were obtained: 3-epi-2'-N-(L-β-lysyl)-6'-de-C-methylfortimicin B (4), 3-epi-4', 5'-didehydro-6'-de-C-methylfortimicin B (6) and 3-epi-6'-de-C-methylfortimicin B (7).</description><identifier>ISSN: 0021-8820</identifier><identifier>EISSN: 1881-1469</identifier><identifier>DOI: 10.7164/antibiotics.37.1130</identifier><identifier>PMID: 6501087</identifier><identifier>CODEN: JANTAJ</identifier><language>eng</language><publisher>Tokyo: JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</publisher><subject>Aminoglycosides ; Anti-Bacterial Agents ; Biological and medical sciences ; Chemical Phenomena ; Chemistry ; General pharmacology ; Medical sciences ; Molecular Conformation ; Pharmacology. Drug treatments ; Physicochemical properties. Structure-activity relationships ; Spectrum Analysis</subject><ispartof>The Journal of Antibiotics, 1984, Vol.37(10), pp.1130-1143</ispartof><rights>Japan Antibiotics Research Association</rights><rights>1985 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4260-1dad811ed3693e7fea59c5acbd78f2e34126f3a89806c17bb4a50925317599e43</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1881,4023,27922,27923,27924</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=9043626$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/6501087$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>KURATH, PAUL</creatorcontrib><creatorcontrib>ROSENBROOK, WILLIAM</creatorcontrib><creatorcontrib>DUNNIGAN, DANIEL A.</creatorcontrib><creatorcontrib>MCALPINE, JAMES B.</creatorcontrib><creatorcontrib>EGAN, RICHARD S.</creatorcontrib><creatorcontrib>STANASZEK, RUTH S.</creatorcontrib><creatorcontrib>CIROVIC, MOMIR</creatorcontrib><creatorcontrib>MUELLER, SANDRA L.</creatorcontrib><creatorcontrib>WASHBURN, WILLIAM H.</creatorcontrib><title>LYSINOMICIN, A NEW AMINOGLYCOSIDE ANTIBIOTIC: II. STRUCTURE AND STEREOCHEMISTRY</title><title>Journal of antibiotics</title><addtitle>J. Antibiot.</addtitle><description>The structure of lysinomicin, a new aminocyclitol antibiotic, was established as 3-epi -2'-N-(L-β-lysyl)-4', 5'-didehydro-6'-de-C-methylfortimicin B (1) on the basis of spectral evidence and chemical degradation of the antibiotic. In the course of the degradation of 1, three additional compounds with interesting biological properties were obtained: 3-epi-2'-N-(L-β-lysyl)-6'-de-C-methylfortimicin B (4), 3-epi-4', 5'-didehydro-6'-de-C-methylfortimicin B (6) and 3-epi-6'-de-C-methylfortimicin B (7).</description><subject>Aminoglycosides</subject><subject>Anti-Bacterial Agents</subject><subject>Biological and medical sciences</subject><subject>Chemical Phenomena</subject><subject>Chemistry</subject><subject>General pharmacology</subject><subject>Medical sciences</subject><subject>Molecular Conformation</subject><subject>Pharmacology. Drug treatments</subject><subject>Physicochemical properties. Structure-activity relationships</subject><subject>Spectrum Analysis</subject><issn>0021-8820</issn><issn>1881-1469</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1984</creationdate><recordtype>article</recordtype><recordid>eNpNkE9PwkAQxTdGg4h-AmPSg_FEcafb7p9jrYhNoBzAGE6b7XarJYVitxz89hZpCJeZZN5v5k0eQveARwyo_6y2TZEWVVNoOyJsBEDwBeoD5-CCT8Ul6mPsgcu5h6_RjbVrjAkjjPdQjwYYMGd9NJyuFnEyn8VRnAyd0EnGn044ayeT6SqaL-LXsRMmy_glni_j6BZd5aq05q7rA_TxNl5G7-50PomjcOpq36PYhUxlHMBkhApiWG5UIHSgdJoxnnuG-ODRnCguOKYaWJr6KsDCCwiwQAjjkwF6Ot7d1dXP3thGbgqrTVmqran2VnIgvkcEtCA5grqurK1NLnd1sVH1rwQsDxnJs4wkYfKQUbv10J3fpxuTnXa6UFr9sdOV1arMa7XVhT1hAvuEerTFkiO2to36Midd1a1bac6tQVD-b4-7evjjBOpvVUuzJX-pL4g6</recordid><startdate>1984</startdate><enddate>1984</enddate><creator>KURATH, PAUL</creator><creator>ROSENBROOK, WILLIAM</creator><creator>DUNNIGAN, DANIEL A.</creator><creator>MCALPINE, JAMES B.</creator><creator>EGAN, RICHARD S.</creator><creator>STANASZEK, RUTH S.</creator><creator>CIROVIC, MOMIR</creator><creator>MUELLER, SANDRA L.</creator><creator>WASHBURN, WILLIAM H.</creator><general>JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</general><general>Japan Antibiotics Research Association</general><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>1984</creationdate><title>LYSINOMICIN, A NEW AMINOGLYCOSIDE ANTIBIOTIC</title><author>KURATH, PAUL ; ROSENBROOK, WILLIAM ; DUNNIGAN, DANIEL A. ; MCALPINE, JAMES B. ; EGAN, RICHARD S. ; STANASZEK, RUTH S. ; CIROVIC, MOMIR ; MUELLER, SANDRA L. ; WASHBURN, WILLIAM H.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4260-1dad811ed3693e7fea59c5acbd78f2e34126f3a89806c17bb4a50925317599e43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1984</creationdate><topic>Aminoglycosides</topic><topic>Anti-Bacterial Agents</topic><topic>Biological and medical sciences</topic><topic>Chemical Phenomena</topic><topic>Chemistry</topic><topic>General pharmacology</topic><topic>Medical sciences</topic><topic>Molecular Conformation</topic><topic>Pharmacology. Drug treatments</topic><topic>Physicochemical properties. Structure-activity relationships</topic><topic>Spectrum Analysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>KURATH, PAUL</creatorcontrib><creatorcontrib>ROSENBROOK, WILLIAM</creatorcontrib><creatorcontrib>DUNNIGAN, DANIEL A.</creatorcontrib><creatorcontrib>MCALPINE, JAMES B.</creatorcontrib><creatorcontrib>EGAN, RICHARD S.</creatorcontrib><creatorcontrib>STANASZEK, RUTH S.</creatorcontrib><creatorcontrib>CIROVIC, MOMIR</creatorcontrib><creatorcontrib>MUELLER, SANDRA L.</creatorcontrib><creatorcontrib>WASHBURN, WILLIAM H.</creatorcontrib><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 antibiotics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>KURATH, PAUL</au><au>ROSENBROOK, WILLIAM</au><au>DUNNIGAN, DANIEL A.</au><au>MCALPINE, JAMES B.</au><au>EGAN, RICHARD S.</au><au>STANASZEK, RUTH S.</au><au>CIROVIC, MOMIR</au><au>MUELLER, SANDRA L.</au><au>WASHBURN, WILLIAM H.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>LYSINOMICIN, A NEW AMINOGLYCOSIDE ANTIBIOTIC: II. STRUCTURE AND STEREOCHEMISTRY</atitle><jtitle>Journal of antibiotics</jtitle><addtitle>J. Antibiot.</addtitle><date>1984</date><risdate>1984</risdate><volume>37</volume><issue>10</issue><spage>1130</spage><epage>1143</epage><pages>1130-1143</pages><issn>0021-8820</issn><eissn>1881-1469</eissn><coden>JANTAJ</coden><abstract>The structure of lysinomicin, a new aminocyclitol antibiotic, was established as 3-epi -2'-N-(L-β-lysyl)-4', 5'-didehydro-6'-de-C-methylfortimicin B (1) on the basis of spectral evidence and chemical degradation of the antibiotic. In the course of the degradation of 1, three additional compounds with interesting biological properties were obtained: 3-epi-2'-N-(L-β-lysyl)-6'-de-C-methylfortimicin B (4), 3-epi-4', 5'-didehydro-6'-de-C-methylfortimicin B (6) and 3-epi-6'-de-C-methylfortimicin B (7).</abstract><cop>Tokyo</cop><pub>JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</pub><pmid>6501087</pmid><doi>10.7164/antibiotics.37.1130</doi><tpages>14</tpages><oa>free_for_read</oa></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0021-8820 |
ispartof | The Journal of Antibiotics, 1984, Vol.37(10), pp.1130-1143 |
issn | 0021-8820 1881-1469 |
language | eng |
recordid | cdi_proquest_miscellaneous_81342391 |
source | JSTAGE |
subjects | Aminoglycosides Anti-Bacterial Agents Biological and medical sciences Chemical Phenomena Chemistry General pharmacology Medical sciences Molecular Conformation Pharmacology. Drug treatments Physicochemical properties. Structure-activity relationships Spectrum Analysis |
title | LYSINOMICIN, A NEW AMINOGLYCOSIDE ANTIBIOTIC: II. STRUCTURE AND STEREOCHEMISTRY |
url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-08T16%3A53%3A19IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=LYSINOMICIN,%20A%20NEW%20AMINOGLYCOSIDE%20ANTIBIOTIC:%20II.%20STRUCTURE%20AND%20STEREOCHEMISTRY&rft.jtitle=Journal%20of%20antibiotics&rft.au=KURATH,%20PAUL&rft.date=1984&rft.volume=37&rft.issue=10&rft.spage=1130&rft.epage=1143&rft.pages=1130-1143&rft.issn=0021-8820&rft.eissn=1881-1469&rft.coden=JANTAJ&rft_id=info:doi/10.7164/antibiotics.37.1130&rft_dat=%3Cproquest_cross%3E81342391%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c4260-1dad811ed3693e7fea59c5acbd78f2e34126f3a89806c17bb4a50925317599e43%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=81342391&rft_id=info:pmid/6501087&rfr_iscdi=true |