Gageopeptins A and B, new inhibitors of zoospore motility of the phytopathogen Phytophthora capsici from a marine-derived bacterium Bacillus sp. 109GGC020.
Identifieur interne : 000E59 ( Main/Exploration ); précédent : 000E58; suivant : 000E60Gageopeptins A and B, new inhibitors of zoospore motility of the phytopathogen Phytophthora capsici from a marine-derived bacterium Bacillus sp. 109GGC020.
Auteurs : Fakir Shahidullah Tareq [Bangladesh] ; Choudhury M. Hasan [Bangladesh] ; Hyi-Seung Lee [Corée du Sud] ; Yeon-Ju Lee [Corée du Sud] ; Jong Seok Lee [Corée du Sud] ; Musrat Zahan Surovy [Bangladesh] ; Md Tofazzal Islam [Bangladesh] ; Hee Jae Shin [Corée du Sud]Source :
- Bioorganic & medicinal chemistry letters [ 1464-3405 ] ; 2015.
Descripteurs français
- KwdFr :
- Antiprotozoaires (composition chimique), Antiprotozoaires (isolement et purification), Antiprotozoaires (pharmacologie), Bacillus (composition chimique), Lipopeptides (composition chimique), Lipopeptides (pharmacologie), Mouvement cellulaire (effets des médicaments et des substances chimiques), Organismes aquatiques (effets des médicaments et des substances chimiques), Peptides cycliques (composition chimique), Peptides cycliques (pharmacologie), Phytophthora (effets des médicaments et des substances chimiques), Relation dose-effet des médicaments (MeSH), Spectroscopie par résonance magnétique (MeSH), Tests de sensibilité microbienne (MeSH).
- MESH :
- composition chimique : Antiprotozoaires, Bacillus, Lipopeptides, Peptides cycliques.
- effets des médicaments et des substances chimiques : Mouvement cellulaire, Organismes aquatiques, Phytophthora.
- isolement et purification : Antiprotozoaires.
- pharmacologie : Antiprotozoaires, Lipopeptides, Peptides cycliques.
- Relation dose-effet des médicaments, Spectroscopie par résonance magnétique, Tests de sensibilité microbienne.
English descriptors
- KwdEn :
- Antiprotozoal Agents (chemistry), Antiprotozoal Agents (isolation & purification), Antiprotozoal Agents (pharmacology), Aquatic Organisms (drug effects), Bacillus (chemistry), Cell Movement (drug effects), Dose-Response Relationship, Drug (MeSH), Lipopeptides (chemistry), Lipopeptides (pharmacology), Magnetic Resonance Spectroscopy (MeSH), Microbial Sensitivity Tests (MeSH), Peptides, Cyclic (chemistry), Peptides, Cyclic (pharmacology), Phytophthora (drug effects).
- MESH :
- chemical , chemistry : Antiprotozoal Agents, Lipopeptides, Peptides, Cyclic.
- chemical , isolation & purification : Antiprotozoal Agents.
- chemical , pharmacology : Antiprotozoal Agents, Lipopeptides, Peptides, Cyclic.
- chemistry : Bacillus.
- drug effects : Aquatic Organisms, Cell Movement, Phytophthora.
- Dose-Response Relationship, Drug, Magnetic Resonance Spectroscopy, Microbial Sensitivity Tests.
Abstract
The motility of zoospores is critical in the disease cycles of the peronosporomycetes that cause devastating diseases in plants, fishes, vertebrates, and microbes. In the course of screening for secondary metabolites regulating the motility of zoospores of Phytophthora capsici, we discovered two new inhibitors from the ethyl acetate extract of the fermentation broth of a marine-derived strain Bacillus sp. 109GGC020. The structures of these novel metabolites were elucidated as new cyclic lipopeptides and named gageopeptins A (1) and B (2) by spectroscopic analyses including high resolution MS and extensive 1D and 2D NMR. The stereoconfigurations of 1 and 2 were assigned based on the chemical derivatization studies and reviews of the literature data. Although compounds 1 and 2 impaired the motility of zoospores of P. capsici in dose- and time-dependent manners, compound 1 (IC50 = 1 μg/ml) was an approximately 400-fold stronger motility inhibitor than 2 (IC50 = 400 μg/ml). Interestingly, the zoospores halted by compound 1 were subsequently lysed at higher concentrations (IC50 = 50 μg/ml). Compounds 1 and 2 were also tested against some bacteria and fungi by broth dilution assay, and exhibited moderate antibacterial and good antifungal activities.
DOI: 10.1016/j.bmcl.2015.05.070
PubMed: 26071635
Affiliations:
Links toward previous steps (curation, corpus...)
Le document en format XML
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Hasan</name><affiliation wicri:level="1"><nlm:affiliation>Department of Pharmacy, Manarat International University, Dhaka, Bangladesh; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Dhaka, Bangladesh.</nlm:affiliation><country xml:lang="fr">Bangladesh</country><wicri:regionArea>Department of Pharmacy, Manarat International University, Dhaka, Bangladesh; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Dhaka</wicri:regionArea><wicri:noRegion>University of Dhaka</wicri:noRegion></affiliation></author><author><name sortKey="Lee, Hyi Seung" sort="Lee, Hyi Seung" uniqKey="Lee H" first="Hyi-Seung" last="Lee">Hyi-Seung Lee</name><affiliation wicri:level="1"><nlm:affiliation>Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea.</nlm:affiliation><country xml:lang="fr">Corée du Sud</country><wicri:regionArea>Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan</wicri:regionArea><wicri:noRegion>Ansan</wicri:noRegion></affiliation></author><author><name sortKey="Lee, Yeon Ju" sort="Lee, Yeon Ju" uniqKey="Lee Y" first="Yeon-Ju" last="Lee">Yeon-Ju Lee</name><affiliation wicri:level="1"><nlm:affiliation>Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea.</nlm:affiliation><country xml:lang="fr">Corée du Sud</country><wicri:regionArea>Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan</wicri:regionArea><wicri:noRegion>Ansan</wicri:noRegion></affiliation></author><author><name sortKey="Lee, Jong Seok" sort="Lee, Jong Seok" uniqKey="Lee J" first="Jong Seok" last="Lee">Jong Seok Lee</name><affiliation wicri:level="1"><nlm:affiliation>Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea.</nlm:affiliation><country xml:lang="fr">Corée du Sud</country><wicri:regionArea>Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan</wicri:regionArea><wicri:noRegion>Ansan</wicri:noRegion></affiliation></author><author><name sortKey="Surovy, Musrat Zahan" sort="Surovy, Musrat Zahan" uniqKey="Surovy M" first="Musrat Zahan" last="Surovy">Musrat Zahan Surovy</name><affiliation wicri:level="1"><nlm:affiliation>Department of Biotechnology, Bangabandhu Sheikh Mujibur Rahman Agricultural University, Gazipur, Dhaka, Bangladesh.</nlm:affiliation><country xml:lang="fr">Bangladesh</country><wicri:regionArea>Department of Biotechnology, Bangabandhu Sheikh Mujibur Rahman Agricultural University, Gazipur, Dhaka</wicri:regionArea><wicri:noRegion>Dhaka</wicri:noRegion></affiliation></author><author><name sortKey="Islam, Md Tofazzal" sort="Islam, Md Tofazzal" uniqKey="Islam M" first="Md Tofazzal" last="Islam">Md Tofazzal Islam</name><affiliation wicri:level="1"><nlm:affiliation>Department of Biotechnology, Bangabandhu Sheikh Mujibur Rahman Agricultural University, Gazipur, Dhaka, Bangladesh.</nlm:affiliation><country xml:lang="fr">Bangladesh</country><wicri:regionArea>Department of Biotechnology, Bangabandhu Sheikh Mujibur Rahman Agricultural University, Gazipur, Dhaka</wicri:regionArea><wicri:noRegion>Dhaka</wicri:noRegion></affiliation></author><author><name sortKey="Shin, Hee Jae" sort="Shin, Hee Jae" uniqKey="Shin H" first="Hee Jae" last="Shin">Hee Jae Shin</name><affiliation wicri:level="1"><nlm:affiliation>Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea; Department of Marine Biotechnology, University of Science and Technology, 217 Gajungro, Yuseong-gu, Daejeon, Republic of Korea. Electronic address: shinhj@kiost.ac.</nlm:affiliation><country xml:lang="fr">Corée du Sud</country><wicri:regionArea>Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea; Department of Marine Biotechnology, University of Science and Technology, 217 Gajungro, Yuseong-gu, Daejeon</wicri:regionArea><wicri:noRegion>Daejeon</wicri:noRegion></affiliation></author></analytic><series><title level="j">Bioorganic & medicinal chemistry letters</title><idno type="eISSN">1464-3405</idno><imprint><date when="2015" type="published">2015</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Antiprotozoal Agents (chemistry)</term><term>Antiprotozoal Agents (isolation & purification)</term><term>Antiprotozoal Agents (pharmacology)</term><term>Aquatic Organisms (drug effects)</term><term>Bacillus (chemistry)</term><term>Cell Movement (drug effects)</term><term>Dose-Response Relationship, Drug (MeSH)</term><term>Lipopeptides (chemistry)</term><term>Lipopeptides (pharmacology)</term><term>Magnetic Resonance Spectroscopy (MeSH)</term><term>Microbial Sensitivity Tests (MeSH)</term><term>Peptides, Cyclic (chemistry)</term><term>Peptides, Cyclic (pharmacology)</term><term>Phytophthora (drug effects)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Antiprotozoaires (composition chimique)</term><term>Antiprotozoaires (isolement et purification)</term><term>Antiprotozoaires (pharmacologie)</term><term>Bacillus (composition chimique)</term><term>Lipopeptides (composition chimique)</term><term>Lipopeptides (pharmacologie)</term><term>Mouvement cellulaire (effets des médicaments et des substances chimiques)</term><term>Organismes aquatiques (effets des médicaments et des substances chimiques)</term><term>Peptides cycliques (composition chimique)</term><term>Peptides cycliques (pharmacologie)</term><term>Phytophthora (effets des médicaments et des substances chimiques)</term><term>Relation dose-effet des médicaments (MeSH)</term><term>Spectroscopie par résonance magnétique (MeSH)</term><term>Tests de sensibilité microbienne (MeSH)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Antiprotozoal Agents</term><term>Lipopeptides</term><term>Peptides, Cyclic</term></keywords><keywords scheme="MESH" type="chemical" qualifier="isolation & purification" xml:lang="en"><term>Antiprotozoal Agents</term></keywords><keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Antiprotozoal Agents</term><term>Lipopeptides</term><term>Peptides, Cyclic</term></keywords><keywords scheme="MESH" qualifier="chemistry" xml:lang="en"><term>Bacillus</term></keywords><keywords scheme="MESH" qualifier="composition chimique" xml:lang="fr"><term>Antiprotozoaires</term><term>Bacillus</term><term>Lipopeptides</term><term>Peptides cycliques</term></keywords><keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Aquatic Organisms</term><term>Cell Movement</term><term>Phytophthora</term></keywords><keywords scheme="MESH" qualifier="effets des médicaments et des substances chimiques" xml:lang="fr"><term>Mouvement cellulaire</term><term>Organismes aquatiques</term><term>Phytophthora</term></keywords><keywords scheme="MESH" qualifier="isolement et purification" xml:lang="fr"><term>Antiprotozoaires</term></keywords><keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Antiprotozoaires</term><term>Lipopeptides</term><term>Peptides cycliques</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Dose-Response Relationship, Drug</term><term>Magnetic Resonance Spectroscopy</term><term>Microbial Sensitivity Tests</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Relation dose-effet des médicaments</term><term>Spectroscopie par résonance magnétique</term><term>Tests de sensibilité microbienne</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The motility of zoospores is critical in the disease cycles of the peronosporomycetes that cause devastating diseases in plants, fishes, vertebrates, and microbes. In the course of screening for secondary metabolites regulating the motility of zoospores of Phytophthora capsici, we discovered two new inhibitors from the ethyl acetate extract of the fermentation broth of a marine-derived strain Bacillus sp. 109GGC020. The structures of these novel metabolites were elucidated as new cyclic lipopeptides and named gageopeptins A (1) and B (2) by spectroscopic analyses including high resolution MS and extensive 1D and 2D NMR. The stereoconfigurations of 1 and 2 were assigned based on the chemical derivatization studies and reviews of the literature data. Although compounds 1 and 2 impaired the motility of zoospores of P. capsici in dose- and time-dependent manners, compound 1 (IC50 = 1 μg/ml) was an approximately 400-fold stronger motility inhibitor than 2 (IC50 = 400 μg/ml). Interestingly, the zoospores halted by compound 1 were subsequently lysed at higher concentrations (IC50 = 50 μg/ml). Compounds 1 and 2 were also tested against some bacteria and fungi by broth dilution assay, and exhibited moderate antibacterial and good antifungal activities.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">26071635</PMID><DateCompleted><Year>2016</Year><Month>05</Month><Day>17</Day></DateCompleted><DateRevised><Year>2015</Year><Month>07</Month><Day>06</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Electronic">1464-3405</ISSN><JournalIssue CitedMedium="Internet"><Volume>25</Volume><Issue>16</Issue><PubDate><Year>2015</Year><Month>Aug</Month><Day>15</Day></PubDate></JournalIssue><Title>Bioorganic & medicinal chemistry letters</Title><ISOAbbreviation>Bioorg Med Chem Lett</ISOAbbreviation></Journal><ArticleTitle>Gageopeptins A and B, new inhibitors of zoospore motility of the phytopathogen Phytophthora capsici from a marine-derived bacterium Bacillus sp. 109GGC020.</ArticleTitle><Pagination><MedlinePgn>3325-9</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1016/j.bmcl.2015.05.070</ELocationID><ELocationID EIdType="pii" ValidYN="Y">S0960-894X(15)00544-2</ELocationID><Abstract><AbstractText>The motility of zoospores is critical in the disease cycles of the peronosporomycetes that cause devastating diseases in plants, fishes, vertebrates, and microbes. In the course of screening for secondary metabolites regulating the motility of zoospores of Phytophthora capsici, we discovered two new inhibitors from the ethyl acetate extract of the fermentation broth of a marine-derived strain Bacillus sp. 109GGC020. The structures of these novel metabolites were elucidated as new cyclic lipopeptides and named gageopeptins A (1) and B (2) by spectroscopic analyses including high resolution MS and extensive 1D and 2D NMR. The stereoconfigurations of 1 and 2 were assigned based on the chemical derivatization studies and reviews of the literature data. Although compounds 1 and 2 impaired the motility of zoospores of P. capsici in dose- and time-dependent manners, compound 1 (IC50 = 1 μg/ml) was an approximately 400-fold stronger motility inhibitor than 2 (IC50 = 400 μg/ml). Interestingly, the zoospores halted by compound 1 were subsequently lysed at higher concentrations (IC50 = 50 μg/ml). Compounds 1 and 2 were also tested against some bacteria and fungi by broth dilution assay, and exhibited moderate antibacterial and good antifungal activities.</AbstractText><CopyrightInformation>Copyright © 2015 Elsevier Ltd. All rights reserved.</CopyrightInformation></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Tareq</LastName><ForeName>Fakir Shahidullah</ForeName><Initials>FS</Initials><AffiliationInfo><Affiliation>Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea; Department of Pharmacy, Manarat International University, Dhaka, Bangladesh.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Hasan</LastName><ForeName>Choudhury M</ForeName><Initials>CM</Initials><AffiliationInfo><Affiliation>Department of Pharmacy, Manarat International University, Dhaka, Bangladesh; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Dhaka, Bangladesh.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Lee</LastName><ForeName>Hyi-Seung</ForeName><Initials>HS</Initials><AffiliationInfo><Affiliation>Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Lee</LastName><ForeName>Yeon-Ju</ForeName><Initials>YJ</Initials><AffiliationInfo><Affiliation>Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Lee</LastName><ForeName>Jong Seok</ForeName><Initials>JS</Initials><AffiliationInfo><Affiliation>Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Surovy</LastName><ForeName>Musrat Zahan</ForeName><Initials>MZ</Initials><AffiliationInfo><Affiliation>Department of Biotechnology, Bangabandhu Sheikh Mujibur Rahman Agricultural University, Gazipur, Dhaka, Bangladesh.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Islam</LastName><ForeName>Md Tofazzal</ForeName><Initials>MT</Initials><AffiliationInfo><Affiliation>Department of Biotechnology, Bangabandhu Sheikh Mujibur Rahman Agricultural University, Gazipur, Dhaka, Bangladesh.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Shin</LastName><ForeName>Hee Jae</ForeName><Initials>HJ</Initials><AffiliationInfo><Affiliation>Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea; Department of Marine Biotechnology, University of Science and Technology, 217 Gajungro, Yuseong-gu, Daejeon, Republic of Korea. Electronic address: shinhj@kiost.ac.</Affiliation></AffiliationInfo></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D013485">Research Support, Non-U.S. Gov't</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2015</Year><Month>05</Month><Day>30</Day></ArticleDate></Article><MedlineJournalInfo><Country>England</Country><MedlineTA>Bioorg Med Chem Lett</MedlineTA><NlmUniqueID>9107377</NlmUniqueID><ISSNLinking>0960-894X</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D000981">Antiprotozoal Agents</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D055666">Lipopeptides</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D010456">Peptides, Cyclic</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D000981" MajorTopicYN="N">Antiprotozoal Agents</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName><QualifierName UI="Q000302" MajorTopicYN="N">isolation & purification</QualifierName><QualifierName UI="Q000494" MajorTopicYN="Y">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D059001" MajorTopicYN="N">Aquatic Organisms</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="Y">drug effects</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D001407" MajorTopicYN="N">Bacillus</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D002465" MajorTopicYN="N">Cell Movement</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="N">drug effects</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D004305" MajorTopicYN="N">Dose-Response Relationship, Drug</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D055666" MajorTopicYN="N">Lipopeptides</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName><QualifierName UI="Q000494" MajorTopicYN="Y">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D009682" MajorTopicYN="N">Magnetic Resonance Spectroscopy</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D008826" MajorTopicYN="N">Microbial Sensitivity Tests</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D010456" MajorTopicYN="N">Peptides, Cyclic</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName><QualifierName UI="Q000494" MajorTopicYN="Y">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D010838" MajorTopicYN="N">Phytophthora</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="Y">drug effects</QualifierName></MeshHeading></MeshHeadingList><KeywordList Owner="NOTNLM"><Keyword MajorTopicYN="N">Lytic acitivity</Keyword><Keyword MajorTopicYN="N">Marine bacteria</Keyword><Keyword MajorTopicYN="N">Phytopathogens</Keyword><Keyword MajorTopicYN="N">Phytophthora capsici</Keyword><Keyword MajorTopicYN="N">Zoospore motility inhibitors</Keyword></KeywordList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="received"><Year>2015</Year><Month>01</Month><Day>26</Day></PubMedPubDate><PubMedPubDate PubStatus="revised"><Year>2015</Year><Month>05</Month><Day>20</Day></PubMedPubDate><PubMedPubDate PubStatus="accepted"><Year>2015</Year><Month>05</Month><Day>22</Day></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2015</Year><Month>6</Month><Day>15</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2015</Year><Month>6</Month><Day>15</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2016</Year><Month>5</Month><Day>18</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">26071635</ArticleId><ArticleId IdType="pii">S0960-894X(15)00544-2</ArticleId><ArticleId IdType="doi">10.1016/j.bmcl.2015.05.070</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>Bangladesh</li><li>Corée du Sud</li></country></list><tree><country name="Bangladesh"><noRegion><name sortKey="Tareq, Fakir Shahidullah" sort="Tareq, Fakir Shahidullah" uniqKey="Tareq F" first="Fakir Shahidullah" last="Tareq">Fakir Shahidullah Tareq</name></noRegion><name sortKey="Hasan, Choudhury M" sort="Hasan, Choudhury M" uniqKey="Hasan C" first="Choudhury M" last="Hasan">Choudhury M. Hasan</name><name sortKey="Islam, Md Tofazzal" sort="Islam, Md Tofazzal" uniqKey="Islam M" first="Md Tofazzal" last="Islam">Md Tofazzal Islam</name><name sortKey="Surovy, Musrat Zahan" sort="Surovy, Musrat Zahan" uniqKey="Surovy M" first="Musrat Zahan" last="Surovy">Musrat Zahan Surovy</name></country><country name="Corée du Sud"><noRegion><name sortKey="Lee, Hyi Seung" sort="Lee, Hyi Seung" uniqKey="Lee H" first="Hyi-Seung" last="Lee">Hyi-Seung Lee</name></noRegion><name sortKey="Lee, Jong Seok" sort="Lee, Jong Seok" uniqKey="Lee J" first="Jong Seok" last="Lee">Jong Seok Lee</name><name sortKey="Lee, Yeon Ju" sort="Lee, Yeon Ju" uniqKey="Lee Y" first="Yeon-Ju" last="Lee">Yeon-Ju Lee</name><name sortKey="Shin, Hee Jae" sort="Shin, Hee Jae" uniqKey="Shin H" first="Hee Jae" last="Shin">Hee Jae Shin</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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