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...

Full description

Saved in:
Bibliographic Details
Published in:Journal of antibiotics 1984, Vol.37(10), pp.1130-1143
Main Authors: KURATH, PAUL, ROSENBROOK, WILLIAM, DUNNIGAN, DANIEL A., MCALPINE, JAMES B., EGAN, RICHARD S., STANASZEK, RUTH S., CIROVIC, MOMIR, MUELLER, SANDRA L., WASHBURN, WILLIAM H.
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&amp;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