Marine Bacteria, XLVII - Psychrotolerant Bacteria from Extreme Antarctic Habitats as Producers of Rare Bis- and Trisindole Alkaloids.
Identifieur interne : 000B84 ( Main/Exploration ); précédent : 000B83; suivant : 000B85Marine Bacteria, XLVII - Psychrotolerant Bacteria from Extreme Antarctic Habitats as Producers of Rare Bis- and Trisindole Alkaloids.
Auteurs : Vimal Nair [Allemagne] ; Imelda Schuhmann [Allemagne] ; Heidrun Anke [Allemagne] ; Gerhard Kelter [Allemagne] ; Heinz-Herbert Fiebig [Allemagne] ; Elisabeth Helmke [Allemagne] ; Hartmut Laatsch [Allemagne]Source :
- Planta medica [ 1439-0221 ] ; 2016.
Descripteurs français
- KwdFr :
- Alcaloïdes (composition chimique), Alcaloïdes (isolement et purification), Alcaloïdes (pharmacologie), Animaux (MeSH), Antinéoplasiques (composition chimique), Antinéoplasiques (isolement et purification), Antinéoplasiques (pharmacologie), Humains (MeSH), Lignée cellulaire tumorale (MeSH), Poissons (microbiologie), Régions antarctiques (MeSH), Tests de criblage d'agents antitumoraux (MeSH), Vibrio (classification), Vibrio (composition chimique), Vibrio (isolement et purification).
- MESH :
- composition chimique : Alcaloïdes, Antinéoplasiques, Vibrio.
- isolement et purification : Alcaloïdes, Antinéoplasiques, Vibrio.
- microbiologie : Poissons.
- pharmacologie : Alcaloïdes, Antinéoplasiques.
- Animaux, Humains, Lignée cellulaire tumorale, Régions antarctiques, Tests de criblage d'agents antitumoraux.
English descriptors
- KwdEn :
- Alkaloids (chemistry), Alkaloids (isolation & purification), Alkaloids (pharmacology), Animals (MeSH), Antarctic Regions (MeSH), Antineoplastic Agents (chemistry), Antineoplastic Agents (isolation & purification), Antineoplastic Agents (pharmacology), Cell Line, Tumor (MeSH), Drug Screening Assays, Antitumor (MeSH), Fishes (microbiology), Humans (MeSH), Vibrio (chemistry), Vibrio (classification), Vibrio (isolation & purification).
- MESH :
- chemical , chemistry : Alkaloids, Antineoplastic Agents.
- chemical , isolation & purification : Alkaloids, Antineoplastic Agents.
- chemical , pharmacology : Alkaloids, Antineoplastic Agents.
- chemistry : Vibrio.
- classification : Vibrio.
- isolation & purification : Vibrio.
- microbiology : Fishes.
- Animals, Antarctic Regions, Cell Line, Tumor, Drug Screening Assays, Antitumor, Humans.
Abstract
From the gastrointestinal tract of a fish dredged near the South Orkney Islands in Antarctica, we isolated the psychrotolerant bacterial strain T262, which belongs to the species Vibrio splendidus. Investigation of this strain led to the isolation of a series of 15 bis- and trisindole derivatives. Among them, six new indole alkaloids, namely, turbomycin C [4'-n-butoxyphenyl-bis(1H-indol-3-yl)methane, 1a], turbomycin D [4'-n-propoxyphenyl-bis(1H-indol-3-yl)methane, 1b], turbomycin E [4'-ethoxyphenyl-bis(1H-indol-3-yl)methane, 1c], turbomycin F [4'-methoxy-3',5'-dinitrophenyl-bis(1H-indol-3-yl)methane, 2], trisindolal (3a), and 4-(1H-indol-3-yl-sulfanyl)phenol (4). Another new bisindole derivative elucidated as 2-(indol-3-ylmethyl)-indol-3-ylethanol (7a) was obtained together with six known compounds from the psychrotolerant Arthrobacter psychrochitiniphilus strain T406, isolated from the excrement of penguins. Some of the isolated compounds showed activity against both gram-positive and gram-negative bacteria at 10 µg/paper disk. Trisindolal (3a) was active against the peronosporomycetes Botrytis cinerea and Phytophthora infestans, and some of the indole derivatives indicated promising cytotoxicity towards human tumor cell lines. By exhibiting a mean IC50 of 0.45 µg/mL (1.17 µM), trisindolal (3a) showed pronounced potency and selectivity in a panel of 11 human tumor cell lines derived from 10 different tumor histotypes.
DOI: 10.1055/s-0042-108204
PubMed: 27286331
Affiliations:
- Allemagne
- Bade-Wurtemberg, Basse-Saxe, District de Fribourg-en-Brisgau, Rhénanie-Palatinat
- Fribourg-en-Brisgau, Göttingen, Kaiserslautern
Links toward previous steps (curation, corpus...)
Le document en format XML
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(microbiology)</term><term>Humans (MeSH)</term><term>Vibrio (chemistry)</term><term>Vibrio (classification)</term><term>Vibrio (isolation & purification)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Alcaloïdes (composition chimique)</term><term>Alcaloïdes (isolement et purification)</term><term>Alcaloïdes (pharmacologie)</term><term>Animaux (MeSH)</term><term>Antinéoplasiques (composition chimique)</term><term>Antinéoplasiques (isolement et purification)</term><term>Antinéoplasiques (pharmacologie)</term><term>Humains (MeSH)</term><term>Lignée cellulaire tumorale (MeSH)</term><term>Poissons (microbiologie)</term><term>Régions antarctiques (MeSH)</term><term>Tests de criblage d'agents antitumoraux (MeSH)</term><term>Vibrio (classification)</term><term>Vibrio (composition chimique)</term><term>Vibrio (isolement et purification)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Alkaloids</term><term>Antineoplastic Agents</term></keywords><keywords scheme="MESH" type="chemical" qualifier="isolation & purification" xml:lang="en"><term>Alkaloids</term><term>Antineoplastic Agents</term></keywords><keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Alkaloids</term><term>Antineoplastic Agents</term></keywords><keywords scheme="MESH" qualifier="chemistry" xml:lang="en"><term>Vibrio</term></keywords><keywords scheme="MESH" qualifier="classification" xml:lang="en"><term>Vibrio</term></keywords><keywords scheme="MESH" qualifier="composition chimique" xml:lang="fr"><term>Alcaloïdes</term><term>Antinéoplasiques</term><term>Vibrio</term></keywords><keywords scheme="MESH" qualifier="isolation & purification" xml:lang="en"><term>Vibrio</term></keywords><keywords scheme="MESH" qualifier="isolement et purification" xml:lang="fr"><term>Alcaloïdes</term><term>Antinéoplasiques</term><term>Vibrio</term></keywords><keywords scheme="MESH" qualifier="microbiologie" xml:lang="fr"><term>Poissons</term></keywords><keywords scheme="MESH" qualifier="microbiology" xml:lang="en"><term>Fishes</term></keywords><keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Alcaloïdes</term><term>Antinéoplasiques</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Animals</term><term>Antarctic Regions</term><term>Cell Line, Tumor</term><term>Drug Screening Assays, Antitumor</term><term>Humans</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Animaux</term><term>Humains</term><term>Lignée cellulaire tumorale</term><term>Régions antarctiques</term><term>Tests de criblage d'agents antitumoraux</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">From the gastrointestinal tract of a fish dredged near the South Orkney Islands in Antarctica, we isolated the psychrotolerant bacterial strain T262, which belongs to the species Vibrio splendidus. Investigation of this strain led to the isolation of a series of 15 bis- and trisindole derivatives. Among them, six new indole alkaloids, namely, turbomycin C [4'-n-butoxyphenyl-bis(1H-indol-3-yl)methane, 1a], turbomycin D [4'-n-propoxyphenyl-bis(1H-indol-3-yl)methane, 1b], turbomycin E [4'-ethoxyphenyl-bis(1H-indol-3-yl)methane, 1c], turbomycin F [4'-methoxy-3',5'-dinitrophenyl-bis(1H-indol-3-yl)methane, 2], trisindolal (3a), and 4-(1H-indol-3-yl-sulfanyl)phenol (4). Another new bisindole derivative elucidated as 2-(indol-3-ylmethyl)-indol-3-ylethanol (7a) was obtained together with six known compounds from the psychrotolerant Arthrobacter psychrochitiniphilus strain T406, isolated from the excrement of penguins. Some of the isolated compounds showed activity against both gram-positive and gram-negative bacteria at 10 µg/paper disk. Trisindolal (3a) was active against the peronosporomycetes Botrytis cinerea and Phytophthora infestans, and some of the indole derivatives indicated promising cytotoxicity towards human tumor cell lines. By exhibiting a mean IC50 of 0.45 µg/mL (1.17 µM), trisindolal (3a) showed pronounced potency and selectivity in a panel of 11 human tumor cell lines derived from 10 different tumor histotypes. </div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">27286331</PMID><DateCompleted><Year>2017</Year><Month>02</Month><Day>07</Day></DateCompleted><DateRevised><Year>2017</Year><Month>02</Month><Day>07</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Electronic">1439-0221</ISSN><JournalIssue CitedMedium="Internet"><Volume>82</Volume><Issue>9-10</Issue><PubDate><Year>2016</Year><Month>Jun</Month></PubDate></JournalIssue><Title>Planta medica</Title><ISOAbbreviation>Planta Med</ISOAbbreviation></Journal><ArticleTitle>Marine Bacteria, XLVII - Psychrotolerant Bacteria from Extreme Antarctic Habitats as Producers of Rare Bis- and Trisindole Alkaloids.</ArticleTitle><Pagination><MedlinePgn>910-8</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1055/s-0042-108204</ELocationID><Abstract><AbstractText>From the gastrointestinal tract of a fish dredged near the South Orkney Islands in Antarctica, we isolated the psychrotolerant bacterial strain T262, which belongs to the species Vibrio splendidus. Investigation of this strain led to the isolation of a series of 15 bis- and trisindole derivatives. Among them, six new indole alkaloids, namely, turbomycin C [4'-n-butoxyphenyl-bis(1H-indol-3-yl)methane, 1a], turbomycin D [4'-n-propoxyphenyl-bis(1H-indol-3-yl)methane, 1b], turbomycin E [4'-ethoxyphenyl-bis(1H-indol-3-yl)methane, 1c], turbomycin F [4'-methoxy-3',5'-dinitrophenyl-bis(1H-indol-3-yl)methane, 2], trisindolal (3a), and 4-(1H-indol-3-yl-sulfanyl)phenol (4). Another new bisindole derivative elucidated as 2-(indol-3-ylmethyl)-indol-3-ylethanol (7a) was obtained together with six known compounds from the psychrotolerant Arthrobacter psychrochitiniphilus strain T406, isolated from the excrement of penguins. Some of the isolated compounds showed activity against both gram-positive and gram-negative bacteria at 10 µg/paper disk. Trisindolal (3a) was active against the peronosporomycetes Botrytis cinerea and Phytophthora infestans, and some of the indole derivatives indicated promising cytotoxicity towards human tumor cell lines. By exhibiting a mean IC50 of 0.45 µg/mL (1.17 µM), trisindolal (3a) showed pronounced potency and selectivity in a panel of 11 human tumor cell lines derived from 10 different tumor histotypes. </AbstractText><CopyrightInformation>Georg Thieme Verlag KG Stuttgart · New York.</CopyrightInformation></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Nair</LastName><ForeName>Vimal</ForeName><Initials>V</Initials><AffiliationInfo><Affiliation>Institute of Organic and Biomolecular Chemistry, University of Göttingen, Göttingen, Germany.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Schuhmann</LastName><ForeName>Imelda</ForeName><Initials>I</Initials><AffiliationInfo><Affiliation>Institute of Organic and Biomolecular Chemistry, University of Göttingen, Göttingen, Germany.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Anke</LastName><ForeName>Heidrun</ForeName><Initials>H</Initials><AffiliationInfo><Affiliation>Institute of Biotechnology and Drug Research, Kaiserslautern, Germany.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Kelter</LastName><ForeName>Gerhard</ForeName><Initials>G</Initials><AffiliationInfo><Affiliation>Oncotest GmbH, Freiburg, Germany.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Fiebig</LastName><ForeName>Heinz-Herbert</ForeName><Initials>HH</Initials><AffiliationInfo><Affiliation>Oncotest GmbH, Freiburg, Germany.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Helmke</LastName><ForeName>Elisabeth</ForeName><Initials>E</Initials><AffiliationInfo><Affiliation>Alfred Wegener Institute for Polar and Marine Research, Bremerhaven, Germany.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Laatsch</LastName><ForeName>Hartmut</ForeName><Initials>H</Initials><AffiliationInfo><Affiliation>Institute of Organic and Biomolecular Chemistry, University of Göttingen, Göttingen, Germany.</Affiliation></AffiliationInfo></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2016</Year><Month>06</Month><Day>10</Day></ArticleDate></Article><MedlineJournalInfo><Country>Germany</Country><MedlineTA>Planta Med</MedlineTA><NlmUniqueID>0066751</NlmUniqueID><ISSNLinking>0032-0943</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D000470">Alkaloids</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D000970">Antineoplastic Agents</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D000470" MajorTopicYN="N">Alkaloids</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName><QualifierName UI="Q000302" MajorTopicYN="Y">isolation & purification</QualifierName><QualifierName UI="Q000494" MajorTopicYN="N">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D000818" MajorTopicYN="N">Animals</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D000864" MajorTopicYN="N">Antarctic Regions</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D000970" MajorTopicYN="N">Antineoplastic Agents</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName><QualifierName UI="Q000302" MajorTopicYN="Y">isolation & purification</QualifierName><QualifierName UI="Q000494" MajorTopicYN="N">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D045744" MajorTopicYN="N">Cell Line, Tumor</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D004354" MajorTopicYN="N">Drug Screening Assays, Antitumor</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D005399" MajorTopicYN="N">Fishes</DescriptorName><QualifierName UI="Q000382" MajorTopicYN="N">microbiology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D006801" MajorTopicYN="N">Humans</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D014733" MajorTopicYN="N">Vibrio</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName><QualifierName UI="Q000145" MajorTopicYN="N">classification</QualifierName><QualifierName UI="Q000302" MajorTopicYN="N">isolation & purification</QualifierName></MeshHeading></MeshHeadingList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="entrez"><Year>2016</Year><Month>6</Month><Day>11</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2016</Year><Month>6</Month><Day>11</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2017</Year><Month>2</Month><Day>9</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">27286331</ArticleId><ArticleId IdType="doi">10.1055/s-0042-108204</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>Allemagne</li></country><region><li>Bade-Wurtemberg</li><li>Basse-Saxe</li><li>District de Fribourg-en-Brisgau</li><li>Rhénanie-Palatinat</li></region><settlement><li>Fribourg-en-Brisgau</li><li>Göttingen</li><li>Kaiserslautern</li></settlement></list><tree><country name="Allemagne"><region name="Basse-Saxe"><name sortKey="Nair, Vimal" sort="Nair, Vimal" uniqKey="Nair V" first="Vimal" last="Nair">Vimal Nair</name></region><name sortKey="Anke, Heidrun" sort="Anke, Heidrun" uniqKey="Anke H" first="Heidrun" last="Anke">Heidrun Anke</name><name sortKey="Fiebig, Heinz Herbert" sort="Fiebig, Heinz Herbert" uniqKey="Fiebig H" first="Heinz-Herbert" last="Fiebig">Heinz-Herbert Fiebig</name><name sortKey="Helmke, Elisabeth" sort="Helmke, Elisabeth" uniqKey="Helmke E" first="Elisabeth" last="Helmke">Elisabeth Helmke</name><name sortKey="Kelter, Gerhard" sort="Kelter, Gerhard" uniqKey="Kelter G" first="Gerhard" last="Kelter">Gerhard Kelter</name><name sortKey="Laatsch, Hartmut" sort="Laatsch, Hartmut" uniqKey="Laatsch H" first="Hartmut" last="Laatsch">Hartmut Laatsch</name><name sortKey="Schuhmann, Imelda" sort="Schuhmann, Imelda" uniqKey="Schuhmann I" first="Imelda" last="Schuhmann">Imelda Schuhmann</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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