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<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">The indole alkaloid meleagrin, from the olive tree endophytic fungus <italic>Penicillium chrysogenum</italic>, as a novel lead for the control of c-Met-dependent breast cancer proliferation, migration and invasion</title><author><name sortKey="Mady, Mohamed S" sort="Mady, Mohamed S" uniqKey="Mady M" first="Mohamed S." last="Mady">Mohamed S. Mady</name><affiliation><nlm:aff id="A1">Department of Basic Pharmaceutical Sciences, School of Pharmacy, University of Louisiana at Monroe, Monroe, Louisiana, 71201</nlm:aff></affiliation><affiliation><nlm:aff id="A2">Department of Pharmacognosy, Faculty of Pharmacy, Helwan University, Helwan, Cairo, Egypt, 11795</nlm:aff></affiliation></author><author><name sortKey="Mohyeldin, Mohamed M" sort="Mohyeldin, Mohamed M" uniqKey="Mohyeldin M" first="Mohamed M." last="Mohyeldin">Mohamed M. Mohyeldin</name><affiliation><nlm:aff id="A1">Department of Basic Pharmaceutical Sciences, School of Pharmacy, University of Louisiana at Monroe, Monroe, Louisiana, 71201</nlm:aff></affiliation></author><author><name sortKey="Ebrahim, Hassan Y" sort="Ebrahim, Hassan Y" uniqKey="Ebrahim H" first="Hassan Y." last="Ebrahim">Hassan Y. Ebrahim</name><affiliation><nlm:aff id="A1">Department of Basic Pharmaceutical Sciences, School of Pharmacy, University of Louisiana at Monroe, Monroe, Louisiana, 71201</nlm:aff></affiliation></author><author><name sortKey="Elsayed, Heba E" sort="Elsayed, Heba E" uniqKey="Elsayed H" first="Heba E." last="Elsayed">Heba E. Elsayed</name><affiliation><nlm:aff id="A1">Department of Basic Pharmaceutical Sciences, School of Pharmacy, University of Louisiana at Monroe, Monroe, Louisiana, 71201</nlm:aff></affiliation></author><author><name sortKey="Houssen, Wael E" sort="Houssen, Wael E" uniqKey="Houssen W" first="Wael E." last="Houssen">Wael E. Houssen</name><affiliation><nlm:aff id="A3">Institute of Medical Sciences, University of Aberdeen, Aberdeen AB25 2ZD, Scotland, UK</nlm:aff></affiliation><affiliation><nlm:aff id="A4">Pharmacognosy Department, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt</nlm:aff></affiliation></author><author><name sortKey="Haggag, Eman G" sort="Haggag, Eman G" uniqKey="Haggag E" first="Eman G." last="Haggag">Eman G. Haggag</name><affiliation><nlm:aff id="A2">Department of Pharmacognosy, Faculty of Pharmacy, Helwan University, Helwan, Cairo, Egypt, 11795</nlm:aff></affiliation></author><author><name sortKey="Soliman, Randa F" sort="Soliman, Randa F" uniqKey="Soliman R" first="Randa F." last="Soliman">Randa F. Soliman</name><affiliation><nlm:aff id="A2">Department of Pharmacognosy, Faculty of Pharmacy, Helwan University, Helwan, Cairo, Egypt, 11795</nlm:aff></affiliation></author><author><name sortKey="El Sayed, Khalid A" sort="El Sayed, Khalid A" uniqKey="El Sayed K" first="Khalid A." last="El Sayed">Khalid A. El Sayed</name><affiliation><nlm:aff id="A1">Department of Basic Pharmaceutical Sciences, School of Pharmacy, University of Louisiana at Monroe, Monroe, Louisiana, 71201</nlm:aff></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">PMC</idno><idno type="pmid">26692349</idno><idno type="pmc">4703546</idno><idno type="url">http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4703546</idno><idno type="RBID">PMC:4703546</idno><idno type="doi">10.1016/j.bmc.2015.11.038</idno><date when="2015">2015</date><idno type="wicri:Area/Pmc/Corpus">003966</idno><idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Corpus" wicri:corpus="PMC">003966</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en" level="a" type="main">The indole alkaloid meleagrin, from the olive tree endophytic fungus <italic>Penicillium chrysogenum</italic>, as a novel lead for the control of c-Met-dependent breast cancer proliferation, migration and invasion</title><author><name sortKey="Mady, Mohamed S" sort="Mady, Mohamed S" uniqKey="Mady M" first="Mohamed S." last="Mady">Mohamed S. Mady</name><affiliation><nlm:aff id="A1">Department of Basic Pharmaceutical Sciences, School of Pharmacy, University of Louisiana at Monroe, Monroe, Louisiana, 71201</nlm:aff></affiliation><affiliation><nlm:aff id="A2">Department of Pharmacognosy, Faculty of Pharmacy, Helwan University, Helwan, Cairo, Egypt, 11795</nlm:aff></affiliation></author><author><name sortKey="Mohyeldin, Mohamed M" sort="Mohyeldin, Mohamed M" uniqKey="Mohyeldin M" first="Mohamed M." last="Mohyeldin">Mohamed M. Mohyeldin</name><affiliation><nlm:aff id="A1">Department of Basic Pharmaceutical Sciences, School of Pharmacy, University of Louisiana at Monroe, Monroe, Louisiana, 71201</nlm:aff></affiliation></author><author><name sortKey="Ebrahim, Hassan Y" sort="Ebrahim, Hassan Y" uniqKey="Ebrahim H" first="Hassan Y." last="Ebrahim">Hassan Y. Ebrahim</name><affiliation><nlm:aff id="A1">Department of Basic Pharmaceutical Sciences, School of Pharmacy, University of Louisiana at Monroe, Monroe, Louisiana, 71201</nlm:aff></affiliation></author><author><name sortKey="Elsayed, Heba E" sort="Elsayed, Heba E" uniqKey="Elsayed H" first="Heba E." last="Elsayed">Heba E. Elsayed</name><affiliation><nlm:aff id="A1">Department of Basic Pharmaceutical Sciences, School of Pharmacy, University of Louisiana at Monroe, Monroe, Louisiana, 71201</nlm:aff></affiliation></author><author><name sortKey="Houssen, Wael E" sort="Houssen, Wael E" uniqKey="Houssen W" first="Wael E." last="Houssen">Wael E. Houssen</name><affiliation><nlm:aff id="A3">Institute of Medical Sciences, University of Aberdeen, Aberdeen AB25 2ZD, Scotland, UK</nlm:aff></affiliation><affiliation><nlm:aff id="A4">Pharmacognosy Department, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt</nlm:aff></affiliation></author><author><name sortKey="Haggag, Eman G" sort="Haggag, Eman G" uniqKey="Haggag E" first="Eman G." last="Haggag">Eman G. Haggag</name><affiliation><nlm:aff id="A2">Department of Pharmacognosy, Faculty of Pharmacy, Helwan University, Helwan, Cairo, Egypt, 11795</nlm:aff></affiliation></author><author><name sortKey="Soliman, Randa F" sort="Soliman, Randa F" uniqKey="Soliman R" first="Randa F." last="Soliman">Randa F. Soliman</name><affiliation><nlm:aff id="A2">Department of Pharmacognosy, Faculty of Pharmacy, Helwan University, Helwan, Cairo, Egypt, 11795</nlm:aff></affiliation></author><author><name sortKey="El Sayed, Khalid A" sort="El Sayed, Khalid A" uniqKey="El Sayed K" first="Khalid A." last="El Sayed">Khalid A. El Sayed</name><affiliation><nlm:aff id="A1">Department of Basic Pharmaceutical Sciences, School of Pharmacy, University of Louisiana at Monroe, Monroe, Louisiana, 71201</nlm:aff></affiliation></author></analytic><series><title level="j">Bioorganic & medicinal chemistry</title><idno type="ISSN">0968-0896</idno><idno type="eISSN">1464-3391</idno><imprint><date when="2015">2015</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en"><p id="P2">Fungi of the genus <italic>Penicillium</italic> produce unique and chemically diverse biologically active secondary metabolites, including indole alkaloids. The role of dysregulated hepatocyte growth factor (HGF) and its receptor, c-Met, in the development and progression of breast carcinoma is documented. The goal of this work is to explore the chemistry and bioactivity of the secondary metabolites of the endophytic <italic>Penicillium chrysogenum</italic> cultured from the leaf of the olive tree <italic>Olea europea</italic>, collected in its natural habitat in Egypt. This fungal extract showed good inhibitory activities against the proliferation and migration of several human breast cancer lines. The CH<sub>2</sub>Cl<sub>2</sub> extract of <italic>P. chrysogenum</italic> mycelia was subjected to bioguided chromatographic separation to afford three known indole alkaloids; meleagrin (<bold>1</bold>), roquefortine C (<bold>2</bold>) and DHTD (<bold>3</bold>). Meleagrin inhibited the growth of the human breast cancer cell lines MDA-MB-231, MDA-468, BT-474, SK BR-3, MCF7 and MCF7-dox, while similar treatment doses were found to have no effect on the growth and viability of the non-tumorigenic human mammary epithelial cells MCF10A. Meleagrin also showed excellent ATP competitive c-Met inhibitory activity in Z-Lyte assay, which was further confirmed via molecular docking studies and Western blot analysis. In addition, meleagrin treatment caused a dose-dependent inhibition of HGF-induced cell migration, and invasion of breast cancer cell lines. Meleagrin treatment potently suppressed the invasive triple negative breast tumor cell growth in an orthotopic athymic nude mice model, promoting this unique natural product from hit to a lead rank. The indole alkaloid meleagrin is a novel lead c-Met inhibitory entity useful for the control of c-Met-dependent metastatic and invasive breast malignancies.</p></div></front></TEI><pmc article-type="research-article"><pmc-comment>The publisher of this article does not allow downloading of the full text in XML form.</pmc-comment>
<pmc-dir>properties manuscript</pmc-dir>
<front><journal-meta><journal-id journal-id-type="nlm-journal-id">9413298</journal-id><journal-id journal-id-type="pubmed-jr-id">8539</journal-id><journal-id journal-id-type="nlm-ta">Bioorg Med Chem</journal-id><journal-id journal-id-type="iso-abbrev">Bioorg. Med. Chem.</journal-id><journal-title-group><journal-title>Bioorganic & medicinal chemistry</journal-title></journal-title-group><issn pub-type="ppub">0968-0896</issn><issn pub-type="epub">1464-3391</issn></journal-meta><article-meta><article-id pub-id-type="pmid">26692349</article-id><article-id pub-id-type="pmc">4703546</article-id><article-id pub-id-type="doi">10.1016/j.bmc.2015.11.038</article-id><article-id pub-id-type="manuscript">NIHMS745203</article-id><article-categories><subj-group subj-group-type="heading"><subject>Article</subject></subj-group></article-categories><title-group><article-title>The indole alkaloid meleagrin, from the olive tree endophytic fungus <italic>Penicillium chrysogenum</italic>, as a novel lead for the control of c-Met-dependent breast cancer proliferation, migration and invasion</article-title></title-group><contrib-group><contrib contrib-type="author"><name><surname>Mady</surname><given-names>Mohamed S.</given-names></name><xref ref-type="aff" rid="A1">a</xref><xref ref-type="aff" rid="A2">b</xref></contrib><contrib contrib-type="author"><name><surname>Mohyeldin</surname><given-names>Mohamed M.</given-names></name><xref ref-type="aff" rid="A1">a</xref></contrib><contrib contrib-type="author"><name><surname>Ebrahim</surname><given-names>Hassan Y.</given-names></name><xref ref-type="aff" rid="A1">a</xref></contrib><contrib contrib-type="author"><name><surname>Elsayed</surname><given-names>Heba E.</given-names></name><xref ref-type="aff" rid="A1">a</xref></contrib><contrib contrib-type="author"><name><surname>Houssen</surname><given-names>Wael E.</given-names></name><xref ref-type="aff" rid="A3">c</xref><xref ref-type="aff" rid="A4">d</xref></contrib><contrib contrib-type="author"><name><surname>Haggag</surname><given-names>Eman G.</given-names></name><xref ref-type="aff" rid="A2">b</xref></contrib><contrib contrib-type="author"><name><surname>Soliman</surname><given-names>Randa F.</given-names></name><xref ref-type="aff" rid="A2">b</xref></contrib><contrib contrib-type="author"><name><surname>El Sayed</surname><given-names>Khalid A.</given-names></name><xref ref-type="aff" rid="A1">a</xref><xref rid="FN1" ref-type="author-notes">*</xref></contrib></contrib-group><aff id="A1"><label>a</label>Department of Basic Pharmaceutical Sciences, School of Pharmacy, University of Louisiana at Monroe, Monroe, Louisiana, 71201</aff><aff id="A2"><label>b</label>Department of Pharmacognosy, Faculty of Pharmacy, Helwan University, Helwan, Cairo, Egypt, 11795</aff><aff id="A3"><label>c</label>Institute of Medical Sciences, University of Aberdeen, Aberdeen AB25 2ZD, Scotland, UK</aff><aff id="A4"><label>d</label>Pharmacognosy Department, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt</aff><author-notes><corresp id="FN1"><label>*</label>Correspondence: Dr. Khalid El Sayed, Department of Basic Pharmaceutical Sciences, School of Pharmacy, University of Louisiana at Monroe, 1800 Bienville Drive, Monroe, Louisiana 71201, USA. Phone: +1-318-342-1725; Fax: +1-318-342-1737; <email>elsayed@ulm.edu</email></corresp></author-notes><pub-date pub-type="nihms-submitted"><day>17</day><month>12</month><year>2015</year></pub-date><pub-date pub-type="epub"><day>28</day><month>11</month><year>2015</year></pub-date><pub-date pub-type="ppub"><day>15</day><month>1</month><year>2016</year></pub-date><pub-date pub-type="pmc-release"><day>15</day><month>1</month><year>2017</year></pub-date><volume>24</volume><issue>2</issue><fpage>113</fpage><lpage>122</lpage><pmc-comment>elocation-id from pubmed: 10.1016/j.bmc.2015.11.038</pmc-comment>
<abstract id="Abs1"><p id="P2">Fungi of the genus <italic>Penicillium</italic> produce unique and chemically diverse biologically active secondary metabolites, including indole alkaloids. The role of dysregulated hepatocyte growth factor (HGF) and its receptor, c-Met, in the development and progression of breast carcinoma is documented. The goal of this work is to explore the chemistry and bioactivity of the secondary metabolites of the endophytic <italic>Penicillium chrysogenum</italic> cultured from the leaf of the olive tree <italic>Olea europea</italic>, collected in its natural habitat in Egypt. This fungal extract showed good inhibitory activities against the proliferation and migration of several human breast cancer lines. The CH<sub>2</sub>Cl<sub>2</sub> extract of <italic>P. chrysogenum</italic> mycelia was subjected to bioguided chromatographic separation to afford three known indole alkaloids; meleagrin (<bold>1</bold>), roquefortine C (<bold>2</bold>) and DHTD (<bold>3</bold>). Meleagrin inhibited the growth of the human breast cancer cell lines MDA-MB-231, MDA-468, BT-474, SK BR-3, MCF7 and MCF7-dox, while similar treatment doses were found to have no effect on the growth and viability of the non-tumorigenic human mammary epithelial cells MCF10A. Meleagrin also showed excellent ATP competitive c-Met inhibitory activity in Z-Lyte assay, which was further confirmed via molecular docking studies and Western blot analysis. In addition, meleagrin treatment caused a dose-dependent inhibition of HGF-induced cell migration, and invasion of breast cancer cell lines. Meleagrin treatment potently suppressed the invasive triple negative breast tumor cell growth in an orthotopic athymic nude mice model, promoting this unique natural product from hit to a lead rank. The indole alkaloid meleagrin is a novel lead c-Met inhibitory entity useful for the control of c-Met-dependent metastatic and invasive breast malignancies.</p></abstract><abstract abstract-type="graphical" id="Abs2"><title>Graphical Abstract</title><p id="P3"><graphic xlink:href="nihms745203u1.jpg" position="anchor" orientation="portrait"></graphic></p></abstract><kwd-group><kwd>Bioassay-guided</kwd><kwd>Breast cancer</kwd><kwd>c-Met</kwd><kwd>Endophyte</kwd><kwd>Meleagrin</kwd><kwd>Olive tree</kwd><kwd><italic>Penicillum chrysogenum</italic></kwd></kwd-group></article-meta></front></pmc></record>Pour manipuler ce document sous Unix (Dilib)
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