Identification of a Novel Oleic Acid Analog with Protective Effects in Multiple Cellular Models of Friedreich Ataxia.
Identifieur interne : 000108 ( Main/Exploration ); précédent : 000107; suivant : 000109Identification of a Novel Oleic Acid Analog with Protective Effects in Multiple Cellular Models of Friedreich Ataxia.
Auteurs : M Grazia Cotticelli [États-Unis] ; Roberto Forestieri [États-Unis] ; Shujuan Xia [États-Unis] ; Sipak Joyasawal [États-Unis] ; Taehee Lee [États-Unis] ; Kexin Xu [États-Unis] ; Amos B. Smith Iii [États-Unis] ; Donna M. Huryn [États-Unis] ; Robert B. Wilson [États-Unis]Source :
- ACS chemical neuroscience [ 1948-7193 ] ; 2020.
Abstract
Friedreich ataxia (FRDA) is an inherited neurodegenerative disorder for which there is no cure or approved treatment. It is characterized by the loss or impaired activity of frataxin protein, which is involved in the biogenesis of iron-sulfur clusters. Our previous studies suggested that cell death in FRDA may involve ferroptosis, an iron-dependent form of cell death requiring lipid peroxidation. Based on reports that oleic acid acts as a ferroptosis inhibitor, we evaluated whether it, other fatty acids, and fatty acid derivatives could rescue viability in cellular models of FRDA. We identified a trifluoromethyl alcohol analog of oleic acid that was significantly more potent than oleic acid itself. Further evaluation indicated that the effects were stereoselective, although a specific molecular target has not yet been identified. This work provides a potential starting point for therapeutics to treat FRDA, as well as a valuable probe molecule to interrogate FRDA pathophysiology.
DOI: 10.1021/acschemneuro.0c00323
PubMed: 32786299
Affiliations:
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Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>The Penn Medicine/CHOP Center of Excellence for Friedreich's Ataxia Research, University of Pennsylvania, Philadelphia, Pennsylvania 19104</wicri:regionArea><wicri:noRegion>Pennsylvania 19104</wicri:noRegion></affiliation></author><author><name sortKey="Forestieri, Roberto" sort="Forestieri, Roberto" uniqKey="Forestieri R" first="Roberto" last="Forestieri">Roberto Forestieri</name><affiliation wicri:level="1"><nlm:affiliation>Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104</wicri:regionArea><wicri:noRegion>Pennsylvania 19104</wicri:noRegion></affiliation></author><author><name sortKey="Xia, Shujuan" sort="Xia, Shujuan" uniqKey="Xia S" first="Shujuan" last="Xia">Shujuan Xia</name><affiliation wicri:level="1"><nlm:affiliation>Department of Pathology and Laboratory Medicine, Children's Hospital Philadelphia, Philadelphia, Pennsylvania 19104, United States.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Pathology and Laboratory Medicine, Children's Hospital Philadelphia, Philadelphia, Pennsylvania 19104</wicri:regionArea><wicri:noRegion>Pennsylvania 19104</wicri:noRegion></affiliation><affiliation wicri:level="1"><nlm:affiliation>The Penn Medicine/CHOP Center of Excellence for Friedreich's Ataxia Research, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>The Penn Medicine/CHOP Center of Excellence for Friedreich's Ataxia Research, University of Pennsylvania, Philadelphia, Pennsylvania 19104</wicri:regionArea><wicri:noRegion>Pennsylvania 19104</wicri:noRegion></affiliation></author><author><name sortKey="Joyasawal, Sipak" sort="Joyasawal, Sipak" uniqKey="Joyasawal S" first="Sipak" last="Joyasawal">Sipak Joyasawal</name><affiliation wicri:level="4"><nlm:affiliation>Department of Pharmaceutical Sciences, School of Pharmacy, University of Pittsburgh, Pittsburgh, Pennsylvania 15261, United States.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Pharmaceutical Sciences, School of Pharmacy, University of Pittsburgh, Pittsburgh, Pennsylvania 15261</wicri:regionArea><orgName type="university">Université de Pittsburgh</orgName><placeName><settlement type="city">Pittsburgh</settlement><region type="state">Pennsylvanie</region></placeName></affiliation></author><author><name sortKey="Lee, Taehee" sort="Lee, Taehee" uniqKey="Lee T" first="Taehee" last="Lee">Taehee Lee</name><affiliation wicri:level="1"><nlm:affiliation>Department of Pathology and Laboratory Medicine, Children's Hospital Philadelphia, Philadelphia, Pennsylvania 19104, United States.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Pathology and Laboratory Medicine, Children's Hospital Philadelphia, Philadelphia, Pennsylvania 19104</wicri:regionArea><wicri:noRegion>Pennsylvania 19104</wicri:noRegion></affiliation><affiliation wicri:level="1"><nlm:affiliation>The Penn Medicine/CHOP Center of Excellence for Friedreich's Ataxia Research, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>The Penn Medicine/CHOP Center of Excellence for Friedreich's Ataxia Research, University of Pennsylvania, Philadelphia, Pennsylvania 19104</wicri:regionArea><wicri:noRegion>Pennsylvania 19104</wicri:noRegion></affiliation></author><author><name sortKey="Xu, Kexin" sort="Xu, Kexin" uniqKey="Xu K" first="Kexin" last="Xu">Kexin Xu</name><affiliation wicri:level="4"><nlm:affiliation>Department of Pharmaceutical Sciences, School of Pharmacy, University of Pittsburgh, Pittsburgh, Pennsylvania 15261, United States.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Pharmaceutical Sciences, School of Pharmacy, University of Pittsburgh, Pittsburgh, Pennsylvania 15261</wicri:regionArea><orgName type="university">Université de Pittsburgh</orgName><placeName><settlement type="city">Pittsburgh</settlement><region type="state">Pennsylvanie</region></placeName></affiliation></author><author><name sortKey="Smith Iii, Amos B" sort="Smith Iii, Amos B" uniqKey="Smith Iii A" first="Amos B" last="Smith Iii">Amos B. Smith Iii</name><affiliation wicri:level="1"><nlm:affiliation>Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104</wicri:regionArea><wicri:noRegion>Pennsylvania 19104</wicri:noRegion></affiliation></author><author><name sortKey="Huryn, Donna M" sort="Huryn, Donna M" uniqKey="Huryn D" first="Donna M" last="Huryn">Donna M. Huryn</name><affiliation wicri:level="1"><nlm:affiliation>Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104</wicri:regionArea><wicri:noRegion>Pennsylvania 19104</wicri:noRegion></affiliation><affiliation wicri:level="4"><nlm:affiliation>Department of Pharmaceutical Sciences, School of Pharmacy, University of Pittsburgh, Pittsburgh, Pennsylvania 15261, United States.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Pharmaceutical Sciences, School of Pharmacy, University of Pittsburgh, Pittsburgh, Pennsylvania 15261</wicri:regionArea><orgName type="university">Université de Pittsburgh</orgName><placeName><settlement type="city">Pittsburgh</settlement><region type="state">Pennsylvanie</region></placeName></affiliation></author><author><name sortKey="Wilson, Robert B" sort="Wilson, Robert B" uniqKey="Wilson R" first="Robert B" last="Wilson">Robert B. Wilson</name><affiliation wicri:level="1"><nlm:affiliation>Department of Pathology and Laboratory Medicine, Children's Hospital Philadelphia, Philadelphia, Pennsylvania 19104, United States.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Pathology and Laboratory Medicine, Children's Hospital Philadelphia, Philadelphia, Pennsylvania 19104</wicri:regionArea><wicri:noRegion>Pennsylvania 19104</wicri:noRegion></affiliation><affiliation wicri:level="1"><nlm:affiliation>The Penn Medicine/CHOP Center of Excellence for Friedreich's Ataxia Research, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>The Penn Medicine/CHOP Center of Excellence for Friedreich's Ataxia Research, University of Pennsylvania, Philadelphia, Pennsylvania 19104</wicri:regionArea><wicri:noRegion>Pennsylvania 19104</wicri:noRegion></affiliation><affiliation wicri:level="1"><nlm:affiliation>Perelman School of Medicine at the University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</nlm:affiliation><country xml:lang="fr">États-Unis</country><wicri:regionArea>Perelman School of Medicine at the University of Pennsylvania, Philadelphia, Pennsylvania 19104</wicri:regionArea><wicri:noRegion>Pennsylvania 19104</wicri:noRegion></affiliation></author></analytic><series><title level="j">ACS chemical neuroscience</title><idno type="eISSN">1948-7193</idno><imprint><date when="2020" type="published">2020</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Friedreich ataxia (FRDA) is an inherited neurodegenerative disorder for which there is no cure or approved treatment. It is characterized by the loss or impaired activity of frataxin protein, which is involved in the biogenesis of iron-sulfur clusters. Our previous studies suggested that cell death in FRDA may involve ferroptosis, an iron-dependent form of cell death requiring lipid peroxidation. Based on reports that oleic acid acts as a ferroptosis inhibitor, we evaluated whether it, other fatty acids, and fatty acid derivatives could rescue viability in cellular models of FRDA. We identified a trifluoromethyl alcohol analog of oleic acid that was significantly more potent than oleic acid itself. Further evaluation indicated that the effects were stereoselective, although a specific molecular target has not yet been identified. This work provides a potential starting point for therapeutics to treat FRDA, as well as a valuable probe molecule to interrogate FRDA pathophysiology.</div></front></TEI><pubmed><MedlineCitation Status="In-Process" Owner="NLM"><PMID Version="1">32786299</PMID><DateRevised><Year>2020</Year><Month>11</Month><Day>14</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Electronic">1948-7193</ISSN><JournalIssue CitedMedium="Internet"><Volume>11</Volume><Issue>17</Issue><PubDate><Year>2020</Year><Month>09</Month><Day>02</Day></PubDate></JournalIssue><Title>ACS chemical neuroscience</Title><ISOAbbreviation>ACS Chem Neurosci</ISOAbbreviation></Journal><ArticleTitle>Identification of a Novel Oleic Acid Analog with Protective Effects in Multiple Cellular Models of Friedreich Ataxia.</ArticleTitle><Pagination><MedlinePgn>2535-2542</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1021/acschemneuro.0c00323</ELocationID><Abstract><AbstractText>Friedreich ataxia (FRDA) is an inherited neurodegenerative disorder for which there is no cure or approved treatment. It is characterized by the loss or impaired activity of frataxin protein, which is involved in the biogenesis of iron-sulfur clusters. Our previous studies suggested that cell death in FRDA may involve ferroptosis, an iron-dependent form of cell death requiring lipid peroxidation. Based on reports that oleic acid acts as a ferroptosis inhibitor, we evaluated whether it, other fatty acids, and fatty acid derivatives could rescue viability in cellular models of FRDA. We identified a trifluoromethyl alcohol analog of oleic acid that was significantly more potent than oleic acid itself. Further evaluation indicated that the effects were stereoselective, although a specific molecular target has not yet been identified. This work provides a potential starting point for therapeutics to treat FRDA, as well as a valuable probe molecule to interrogate FRDA pathophysiology.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Cotticelli</LastName><ForeName>M Grazia</ForeName><Initials>MG</Initials><AffiliationInfo><Affiliation>Department of Pathology and Laboratory Medicine, Children's Hospital Philadelphia, Philadelphia, Pennsylvania 19104, United States.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>The Penn Medicine/CHOP Center of Excellence for Friedreich's Ataxia Research, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Forestieri</LastName><ForeName>Roberto</ForeName><Initials>R</Initials><AffiliationInfo><Affiliation>Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Xia</LastName><ForeName>Shujuan</ForeName><Initials>S</Initials><AffiliationInfo><Affiliation>Department of Pathology and Laboratory Medicine, Children's Hospital Philadelphia, Philadelphia, Pennsylvania 19104, United States.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>The Penn Medicine/CHOP Center of Excellence for Friedreich's Ataxia Research, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Joyasawal</LastName><ForeName>Sipak</ForeName><Initials>S</Initials><Identifier Source="ORCID">0000-0001-6255-8833</Identifier><AffiliationInfo><Affiliation>Department of Pharmaceutical Sciences, School of Pharmacy, University of Pittsburgh, Pittsburgh, Pennsylvania 15261, United States.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Lee</LastName><ForeName>Taehee</ForeName><Initials>T</Initials><AffiliationInfo><Affiliation>Department of Pathology and Laboratory Medicine, Children's Hospital Philadelphia, Philadelphia, Pennsylvania 19104, United States.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>The Penn Medicine/CHOP Center of Excellence for Friedreich's Ataxia Research, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Xu</LastName><ForeName>Kexin</ForeName><Initials>K</Initials><AffiliationInfo><Affiliation>Department of Pharmaceutical Sciences, School of Pharmacy, University of Pittsburgh, Pittsburgh, Pennsylvania 15261, United States.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Smith Iii</LastName><ForeName>Amos B</ForeName><Initials>AB</Initials><Identifier Source="ORCID">0000-0002-1712-8567</Identifier><AffiliationInfo><Affiliation>Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Huryn</LastName><ForeName>Donna M</ForeName><Initials>DM</Initials><Identifier Source="ORCID">0000-0001-5542-4968</Identifier><AffiliationInfo><Affiliation>Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>Department of Pharmaceutical Sciences, School of Pharmacy, University of Pittsburgh, Pittsburgh, Pennsylvania 15261, United States.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Wilson</LastName><ForeName>Robert B</ForeName><Initials>RB</Initials><AffiliationInfo><Affiliation>Department of Pathology and Laboratory Medicine, Children's Hospital Philadelphia, Philadelphia, Pennsylvania 19104, United States.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>The Penn Medicine/CHOP Center of Excellence for Friedreich's Ataxia Research, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>Perelman School of Medicine at the University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.</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>2020</Year><Month>08</Month><Day>25</Day></ArticleDate></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>ACS Chem Neurosci</MedlineTA><NlmUniqueID>101525337</NlmUniqueID><ISSNLinking>1948-7193</ISSNLinking></MedlineJournalInfo><CitationSubset>IM</CitationSubset><KeywordList Owner="NOTNLM"><Keyword MajorTopicYN="Y">Friedreich ataxia</Keyword><Keyword MajorTopicYN="Y">carboxylic acid isostere</Keyword><Keyword MajorTopicYN="Y">ferroptosis</Keyword><Keyword MajorTopicYN="Y">lipid peroxidation</Keyword><Keyword MajorTopicYN="Y">oleic acid</Keyword><Keyword MajorTopicYN="Y">trifluoromethyl alcohol</Keyword></KeywordList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="pubmed"><Year>2020</Year><Month>8</Month><Day>14</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2020</Year><Month>8</Month><Day>14</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2020</Year><Month>8</Month><Day>14</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">32786299</ArticleId><ArticleId IdType="doi">10.1021/acschemneuro.0c00323</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>États-Unis</li></country><region><li>Pennsylvanie</li></region><settlement><li>Pittsburgh</li></settlement><orgName><li>Université de Pittsburgh</li></orgName></list><tree><country name="États-Unis"><noRegion><name sortKey="Cotticelli, M Grazia" sort="Cotticelli, M Grazia" uniqKey="Cotticelli M" first="M Grazia" last="Cotticelli">M Grazia Cotticelli</name></noRegion><name sortKey="Cotticelli, M Grazia" sort="Cotticelli, M Grazia" uniqKey="Cotticelli M" first="M Grazia" last="Cotticelli">M Grazia Cotticelli</name><name sortKey="Forestieri, Roberto" sort="Forestieri, Roberto" uniqKey="Forestieri R" first="Roberto" last="Forestieri">Roberto Forestieri</name><name sortKey="Huryn, Donna M" sort="Huryn, Donna M" uniqKey="Huryn D" first="Donna M" last="Huryn">Donna M. Huryn</name><name sortKey="Huryn, Donna M" sort="Huryn, Donna M" uniqKey="Huryn D" first="Donna M" last="Huryn">Donna M. Huryn</name><name sortKey="Joyasawal, Sipak" sort="Joyasawal, Sipak" uniqKey="Joyasawal S" first="Sipak" last="Joyasawal">Sipak Joyasawal</name><name sortKey="Lee, Taehee" sort="Lee, Taehee" uniqKey="Lee T" first="Taehee" last="Lee">Taehee Lee</name><name sortKey="Lee, Taehee" sort="Lee, Taehee" uniqKey="Lee T" first="Taehee" last="Lee">Taehee Lee</name><name sortKey="Smith Iii, Amos B" sort="Smith Iii, Amos B" uniqKey="Smith Iii A" first="Amos B" last="Smith Iii">Amos B. Smith Iii</name><name sortKey="Wilson, Robert B" sort="Wilson, Robert B" uniqKey="Wilson R" first="Robert B" last="Wilson">Robert B. Wilson</name><name sortKey="Wilson, Robert B" sort="Wilson, Robert B" uniqKey="Wilson R" first="Robert B" last="Wilson">Robert B. Wilson</name><name sortKey="Wilson, Robert B" sort="Wilson, Robert B" uniqKey="Wilson R" first="Robert B" last="Wilson">Robert B. Wilson</name><name sortKey="Xia, Shujuan" sort="Xia, Shujuan" uniqKey="Xia S" first="Shujuan" last="Xia">Shujuan Xia</name><name sortKey="Xia, Shujuan" sort="Xia, Shujuan" uniqKey="Xia S" first="Shujuan" last="Xia">Shujuan Xia</name><name sortKey="Xu, Kexin" sort="Xu, Kexin" uniqKey="Xu K" first="Kexin" last="Xu">Kexin Xu</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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|texte= Identification of a Novel Oleic Acid Analog with Protective Effects in Multiple Cellular Models of Friedreich Ataxia.
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