Combretastatins: An Overview of Structure, Probable Mechanisms of Action and Potential Applications.
Identifieur interne : 000274 ( Main/Exploration ); précédent : 000273; suivant : 000275Combretastatins: An Overview of Structure, Probable Mechanisms of Action and Potential Applications.
Auteurs : Gökçe Eker Karatoprak [Turquie] ; Esra Küpeli Akkol [Turquie] ; Yasin Genç [Turquie] ; Hilal Bardakci [Turquie] ; Çi Dem Yücel [Turquie] ; Eduardo Sobarzo-Sánchez [Chili, Espagne]Source :
- Molecules (Basel, Switzerland) [ 1420-3049 ] ; 2020.
Abstract
Combretastatins are a class of closely related stilbenes (combretastatins A), dihydrostilbenes (combretastatins B), phenanthrenes (combretastatins C) and macrocyclic lactones (combretastatins D) found in the bark of Combretum caffrum (Eckl. & Zeyh.) Kuntze, commonly known as the South African bush willow. Some of the compounds in this series have been shown to be among the most potent antitubulin agents known. Due to their structural simplicity many analogs have also been synthesized. Combretastatin A4 phosphate is the most frequently tested compounds in preclinical and clinical trials. It is a water-soluble prodrug that the body can rapidly metabolize to combretastatin A4, which exhibits anti-tumor properties. In addition, in vitro and in vivo studies on combretastatins have determined that these compounds also have antioxidant, anti-inflammatory and antimicrobial effects. Nano-based formulations of natural or synthetic active agents such as combretastatin A4 phosphate exhibit several clear advantages, including improved low water solubility, prolonged circulation, drug targeting properties, enhanced efficiency, as well as fewer side effects. In this review, a synopsis of the recent literature exploring the combretastatins, their potential effects and nanoformulations as lead compounds in clinical applications is provided.
DOI: 10.3390/molecules25112560
PubMed: 32486408
PubMed Central: PMC7321081
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sort="Karatoprak, Gokce Eker" uniqKey="Karatoprak G" first="Gökçe Eker" last="Karatoprak">Gökçe Eker Karatoprak</name><affiliation wicri:level="1"><nlm:affiliation>Department of Pharmacognosy, Faculty of Pharmacy, Erciyes University, 38039 Kayseri, Turkey.</nlm:affiliation><country xml:lang="fr">Turquie</country><wicri:regionArea>Department of Pharmacognosy, Faculty of Pharmacy, Erciyes University, 38039 Kayseri</wicri:regionArea><wicri:noRegion>38039 Kayseri</wicri:noRegion></affiliation></author><author><name sortKey="Kupeli Akkol, Esra" sort="Kupeli Akkol, Esra" uniqKey="Kupeli Akkol E" first="Esra" last="Küpeli Akkol">Esra Küpeli Akkol</name><affiliation wicri:level="1"><nlm:affiliation>Department of Pharmacognosy Faculty of Pharmacy, Gazi University, 06330 Ankara, Turkey.</nlm:affiliation><country xml:lang="fr">Turquie</country><wicri:regionArea>Department of Pharmacognosy Faculty of Pharmacy, Gazi University, 06330 Ankara</wicri:regionArea><wicri:noRegion>06330 Ankara</wicri:noRegion></affiliation></author><author><name sortKey="Genc, Yasin" sort="Genc, Yasin" uniqKey="Genc Y" first="Yasin" last="Genç">Yasin Genç</name><affiliation wicri:level="1"><nlm:affiliation>Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, 06100 Sıhhiye, Ankara, Turkey.</nlm:affiliation><country xml:lang="fr">Turquie</country><wicri:regionArea>Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, 06100 Sıhhiye, Ankara</wicri:regionArea><wicri:noRegion>Ankara</wicri:noRegion></affiliation></author><author><name sortKey="Bardakci, Hilal" sort="Bardakci, Hilal" uniqKey="Bardakci H" first="Hilal" last="Bardakci">Hilal Bardakci</name><affiliation wicri:level="1"><nlm:affiliation>Department of Pharmacognosy, Faculty of Pharmacy, Acibadem Mehmet Ali Aydınlar University, 34752 Istanbul, Turkey.</nlm:affiliation><country xml:lang="fr">Turquie</country><wicri:regionArea>Department of Pharmacognosy, Faculty of Pharmacy, Acibadem Mehmet Ali 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8330507 Santiago, Chile.</nlm:affiliation><country xml:lang="fr">Chili</country><wicri:regionArea>Instituto de Investigación e Innovación en Salud, Facultad de Ciencias de la Salud, Universidad Central de Chile, 8330507 Santiago</wicri:regionArea><wicri:noRegion>8330507 Santiago</wicri:noRegion></affiliation><affiliation wicri:level="4"><nlm:affiliation>Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela, 15782 Santiago de Compostela, Spain.</nlm:affiliation><country xml:lang="fr">Espagne</country><wicri:regionArea>Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela, 15782 Santiago de Compostela</wicri:regionArea><placeName><region nuts="2" type="communauté">Galice</region><settlement type="city">Santiago de Compostela</settlement></placeName><orgName type="university">Université de Saint-Jacques-de-Compostelle</orgName></affiliation></author></analytic><series><title level="j">Molecules (Basel, Switzerland)</title><idno type="eISSN">1420-3049</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">Combretastatins are a class of closely related stilbenes (combretastatins A), dihydrostilbenes (combretastatins B), phenanthrenes (combretastatins C) and macrocyclic lactones (combretastatins D) found in the bark of <i>Combretum caffrum</i> (Eckl. & Zeyh.) Kuntze, commonly known as the South African bush willow. Some of the compounds in this series have been shown to be among the most potent antitubulin agents known. Due to their structural simplicity many analogs have also been synthesized. Combretastatin A4 phosphate is the most frequently tested compounds in preclinical and clinical trials. It is a water-soluble prodrug that the body can rapidly metabolize to combretastatin A4, which exhibits anti-tumor properties. In addition<i>,</i> in vitro and in vivo studies on combretastatins have determined that these compounds also have antioxidant, anti-inflammatory and antimicrobial effects. Nano-based formulations of natural or synthetic active agents such as combretastatin A4 phosphate exhibit several clear advantages, including improved low water solubility, prolonged circulation, drug targeting properties, enhanced efficiency, as well as fewer side effects. In this review, a synopsis of the recent literature exploring the combretastatins, their potential effects and nanoformulations as lead compounds in clinical applications is provided.</div></front></TEI><pubmed><MedlineCitation Status="In-Process" Owner="NLM"><PMID Version="1">32486408</PMID><DateRevised><Year>2020</Year><Month>07</Month><Day>07</Day></DateRevised><Article PubModel="Electronic"><Journal><ISSN IssnType="Electronic">1420-3049</ISSN><JournalIssue CitedMedium="Internet"><Volume>25</Volume><Issue>11</Issue><PubDate><Year>2020</Year><Month>May</Month><Day>31</Day></PubDate></JournalIssue><Title>Molecules (Basel, Switzerland)</Title><ISOAbbreviation>Molecules</ISOAbbreviation></Journal><ArticleTitle>Combretastatins: An Overview of Structure, Probable Mechanisms of Action and Potential Applications.</ArticleTitle><ELocationID EIdType="pii" ValidYN="Y">E2560</ELocationID><ELocationID EIdType="doi" ValidYN="Y">10.3390/molecules25112560</ELocationID><Abstract><AbstractText>Combretastatins are a class of closely related stilbenes (combretastatins A), dihydrostilbenes (combretastatins B), phenanthrenes (combretastatins C) and macrocyclic lactones (combretastatins D) found in the bark of <i>Combretum caffrum</i> (Eckl. & Zeyh.) Kuntze, commonly known as the South African bush willow. Some of the compounds in this series have been shown to be among the most potent antitubulin agents known. Due to their structural simplicity many analogs have also been synthesized. Combretastatin A4 phosphate is the most frequently tested compounds in preclinical and clinical trials. It is a water-soluble prodrug that the body can rapidly metabolize to combretastatin A4, which exhibits anti-tumor properties. In addition<i>,</i> in vitro and in vivo studies on combretastatins have determined that these compounds also have antioxidant, anti-inflammatory and antimicrobial effects. Nano-based formulations of natural or synthetic active agents such as combretastatin A4 phosphate exhibit several clear advantages, including improved low water solubility, prolonged circulation, drug targeting properties, enhanced efficiency, as well as fewer side effects. In this review, a synopsis of the recent literature exploring the combretastatins, their potential effects and nanoformulations as lead compounds in clinical applications is provided.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Karatoprak</LastName><ForeName>Gökçe Şeker</ForeName><Initials>GŞ</Initials><AffiliationInfo><Affiliation>Department of Pharmacognosy, Faculty of Pharmacy, Erciyes University, 38039 Kayseri, Turkey.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Küpeli Akkol</LastName><ForeName>Esra</ForeName><Initials>E</Initials><AffiliationInfo><Affiliation>Department of Pharmacognosy Faculty of Pharmacy, Gazi University, 06330 Ankara, Turkey.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Genç</LastName><ForeName>Yasin</ForeName><Initials>Y</Initials><AffiliationInfo><Affiliation>Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, 06100 Sıhhiye, Ankara, Turkey.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Bardakci</LastName><ForeName>Hilal</ForeName><Initials>H</Initials><AffiliationInfo><Affiliation>Department of Pharmacognosy, Faculty of Pharmacy, Acibadem Mehmet Ali Aydınlar University, 34752 Istanbul, Turkey.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Yücel</LastName><ForeName>Çiğdem</ForeName><Initials>Ç</Initials><AffiliationInfo><Affiliation>Department of Pharmaceutical Technology, Faculty of Pharmacy, Erciyes University, 38039 Kayseri, Turkey.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Sobarzo-Sánchez</LastName><ForeName>Eduardo</ForeName><Initials>E</Initials><AffiliationInfo><Affiliation>Instituto de Investigación e Innovación en Salud, Facultad de Ciencias de la Salud, Universidad Central de Chile, 8330507 Santiago, Chile.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela, 15782 Santiago de Compostela, Spain.</Affiliation></AffiliationInfo></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D016454">Review</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2020</Year><Month>05</Month><Day>31</Day></ArticleDate></Article><MedlineJournalInfo><Country>Switzerland</Country><MedlineTA>Molecules</MedlineTA><NlmUniqueID>100964009</NlmUniqueID><ISSNLinking>1420-3049</ISSNLinking></MedlineJournalInfo><CitationSubset>IM</CitationSubset><KeywordList Owner="NOTNLM"><Keyword MajorTopicYN="N">combretaceae</Keyword><Keyword MajorTopicYN="N">combretastatins</Keyword><Keyword MajorTopicYN="N">drug discovery</Keyword><Keyword MajorTopicYN="N">nanoformulation</Keyword><Keyword MajorTopicYN="N">natural compound</Keyword><Keyword MajorTopicYN="N">structure-activity relationships</Keyword><Keyword MajorTopicYN="N">tubulin inhibitors.</Keyword></KeywordList><CoiStatement>The authors declare no conflict of interest.</CoiStatement></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="received"><Year>2020</Year><Month>05</Month><Day>02</Day></PubMedPubDate><PubMedPubDate PubStatus="revised"><Year>2020</Year><Month>05</Month><Day>25</Day></PubMedPubDate><PubMedPubDate PubStatus="accepted"><Year>2020</Year><Month>05</Month><Day>26</Day></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2020</Year><Month>6</Month><Day>4</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2020</Year><Month>6</Month><Day>4</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2020</Year><Month>6</Month><Day>4</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>epublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">32486408</ArticleId><ArticleId 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Saint-Jacques-de-Compostelle</li></orgName></list><tree><country name="Turquie"><noRegion><name sortKey="Karatoprak, Gokce Eker" sort="Karatoprak, Gokce Eker" uniqKey="Karatoprak G" first="Gökçe Eker" last="Karatoprak">Gökçe Eker Karatoprak</name></noRegion><name sortKey="Bardakci, Hilal" sort="Bardakci, Hilal" uniqKey="Bardakci H" first="Hilal" last="Bardakci">Hilal Bardakci</name><name sortKey="Genc, Yasin" sort="Genc, Yasin" uniqKey="Genc Y" first="Yasin" last="Genç">Yasin Genç</name><name sortKey="Kupeli Akkol, Esra" sort="Kupeli Akkol, Esra" uniqKey="Kupeli Akkol E" first="Esra" last="Küpeli Akkol">Esra Küpeli Akkol</name><name sortKey="Yucel, Ci Dem" sort="Yucel, Ci Dem" uniqKey="Yucel C" first="Çi Dem" last="Yücel">Çi Dem Yücel</name></country><country name="Chili"><noRegion><name sortKey="Sobarzo Sanchez, Eduardo" sort="Sobarzo Sanchez, Eduardo" uniqKey="Sobarzo Sanchez E" first="Eduardo" last="Sobarzo-Sánchez">Eduardo Sobarzo-Sánchez</name></noRegion></country><country name="Espagne"><region name="Galice"><name sortKey="Sobarzo Sanchez, Eduardo" sort="Sobarzo Sanchez, Eduardo" uniqKey="Sobarzo Sanchez E" first="Eduardo" last="Sobarzo-Sánchez">Eduardo Sobarzo-Sánchez</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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