Design, synthesis and biological evaluation of caudatin analogs as potent hepatitis B virus inhibitors.
Identifieur interne : 000E35 ( PubMed/Checkpoint ); précédent : 000E34; suivant : 000E36Design, synthesis and biological evaluation of caudatin analogs as potent hepatitis B virus inhibitors.
Auteurs : Li-Jun Wang ; Hao Chen ; Yun-Bao Ma ; Xiao-Yan Huang ; Chang-An Geng ; Xue-Mei Zhang ; Ji-Jun Chen [République populaire de Chine]Source :
- Medicinal chemistry (Shariqah (United Arab Emirates)) [ 1875-6638 ] ; 2015.
Descripteurs français
- KwdFr :
- ADN viral (biosynthèse), Antigènes de surface du virus de l'hépatite B (métabolisme), Antiviraux (), Antiviraux (pharmacologie), Antiviraux (synthèse chimique), Cellules HepG2, Conception de médicament, Humains, Hétérosides (), Hétérosides (pharmacologie), Hétérosides (synthèse chimique), Relation structure-activité, Réplication de l'ADN (), Structure moléculaire, Stéroïdes (), Stéroïdes (pharmacologie), Stéroïdes (synthèse chimique), Survie cellulaire (), Virus de l'hépatite B (), Virus de l'hépatite B (croissance et développement), Virus de l'hépatite B (génétique).
- MESH :
- biosynthèse : ADN viral.
- croissance et développement : Virus de l'hépatite B.
- génétique : Virus de l'hépatite B.
- métabolisme : Antigènes de surface du virus de l'hépatite B.
- pharmacologie : Antiviraux, Hétérosides, Stéroïdes.
- synthèse chimique : Antiviraux, Hétérosides, Stéroïdes.
- Antiviraux, Cellules HepG2, Conception de médicament, Humains, Hétérosides, Relation structure-activité, Réplication de l'ADN, Structure moléculaire, Stéroïdes, Survie cellulaire, Virus de l'hépatite B.
English descriptors
- KwdEn :
- Antiviral Agents (chemical synthesis), Antiviral Agents (chemistry), Antiviral Agents (pharmacology), Cell Survival (drug effects), DNA Replication (drug effects), DNA, Viral (biosynthesis), Drug Design, Glycosides (chemical synthesis), Glycosides (chemistry), Glycosides (pharmacology), Hep G2 Cells, Hepatitis B Surface Antigens (metabolism), Hepatitis B virus (drug effects), Hepatitis B virus (genetics), Hepatitis B virus (growth & development), Humans, Molecular Structure, Steroids (chemical synthesis), Steroids (chemistry), Steroids (pharmacology), Structure-Activity Relationship.
- MESH :
- chemical , biosynthesis : DNA, Viral.
- chemical , chemical synthesis : Antiviral Agents, Glycosides, Steroids.
- chemical , chemistry : Antiviral Agents, Glycosides, Steroids.
- chemical , metabolism : Hepatitis B Surface Antigens.
- chemical , pharmacology : Antiviral Agents, Glycosides, Steroids.
- drug effects : Cell Survival, DNA Replication, Hepatitis B virus.
- genetics : Hepatitis B virus.
- growth & development : Hepatitis B virus.
- Drug Design, Hep G2 Cells, Humans, Molecular Structure, Structure-Activity Relationship.
Abstract
Thirty-nine caudatin analogs were designed and synthesized. Their anti-hepatitis B virus (HBV) activities were evaluated in vitro. Among them, twenty-three compounds showed much better anti-HBV activity than caudatin, and eleven compounds significantly inhibited the HBV DNA replication with IC50 values < 10 μM. Interestingly, three compounds (22, 28, 29) exhibited excellent activity against the secretion of HBsAg (IC50 = 63.02 μM, 52.81 μM, 56.08 μM), HBeAg (IC50 = 204.80 μM, 173.51 μM, 70.39 μM), along with HBV DNA replication (IC50 = 24.55 μM, 5.69 μM, 8.23 μM) with lower cytotoxicity. The structure-activity relationships (SARs) of these caudatin analogs were also discussed.
DOI: 10.2174/1573406410666140902111326
PubMed: 25181984
Affiliations:
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sort="Chen, Ji Jun" uniqKey="Chen J" first="Ji-Jun" last="Chen">Ji-Jun Chen</name><affiliation wicri:level="1"><nlm:affiliation>State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China. chenjj@mail.kib.ac.cn.</nlm:affiliation><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201</wicri:regionArea><wicri:noRegion>Kunming 650201</wicri:noRegion></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="2015">2015</date><idno type="RBID">pubmed:25181984</idno><idno type="pmid">25181984</idno><idno type="doi">10.2174/1573406410666140902111326</idno><idno type="wicri:Area/PubMed/Corpus">000F40</idno><idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Corpus" 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(génétique)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="biosynthesis" xml:lang="en"><term>DNA, Viral</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemical synthesis" xml:lang="en"><term>Antiviral Agents</term><term>Glycosides</term><term>Steroids</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Antiviral Agents</term><term>Glycosides</term><term>Steroids</term></keywords><keywords scheme="MESH" type="chemical" qualifier="metabolism" xml:lang="en"><term>Hepatitis B Surface Antigens</term></keywords><keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Antiviral Agents</term><term>Glycosides</term><term>Steroids</term></keywords><keywords scheme="MESH" qualifier="biosynthèse" xml:lang="fr"><term>ADN viral</term></keywords><keywords scheme="MESH" qualifier="croissance et développement" xml:lang="fr"><term>Virus de l'hépatite B</term></keywords><keywords 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Cells</term><term>Humans</term><term>Molecular Structure</term><term>Structure-Activity Relationship</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Antiviraux</term><term>Cellules HepG2</term><term>Conception de médicament</term><term>Humains</term><term>Hétérosides</term><term>Relation structure-activité</term><term>Réplication de l'ADN</term><term>Structure moléculaire</term><term>Stéroïdes</term><term>Survie cellulaire</term><term>Virus de l'hépatite B</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Thirty-nine caudatin analogs were designed and synthesized. Their anti-hepatitis B virus (HBV) activities were evaluated in vitro. Among them, twenty-three compounds showed much better anti-HBV activity than caudatin, and eleven compounds significantly inhibited the HBV DNA replication with IC50 values < 10 μM. Interestingly, three compounds (22, 28, 29) exhibited excellent activity against the secretion of HBsAg (IC50 = 63.02 μM, 52.81 μM, 56.08 μM), HBeAg (IC50 = 204.80 μM, 173.51 μM, 70.39 μM), along with HBV DNA replication (IC50 = 24.55 μM, 5.69 μM, 8.23 μM) with lower cytotoxicity. The structure-activity relationships (SARs) of these caudatin analogs were also discussed. </div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">25181984</PMID><DateCompleted><Year>2015</Year><Month>10</Month><Day>28</Day></DateCompleted><DateRevised><Year>2019</Year><Month>10</Month><Day>27</Day></DateRevised><Article PubModel="Print"><Journal><ISSN IssnType="Electronic">1875-6638</ISSN><JournalIssue CitedMedium="Internet"><Volume>11</Volume><Issue>2</Issue><PubDate><Year>2015</Year></PubDate></JournalIssue><Title>Medicinal chemistry (Shariqah (United Arab Emirates))</Title><ISOAbbreviation>Med Chem</ISOAbbreviation></Journal><ArticleTitle>Design, synthesis and biological evaluation of caudatin analogs as potent hepatitis B virus inhibitors.</ArticleTitle><Pagination><MedlinePgn>165-79</MedlinePgn></Pagination><Abstract><AbstractText>Thirty-nine caudatin analogs were designed and synthesized. Their anti-hepatitis B virus (HBV) activities were evaluated in vitro. Among them, twenty-three compounds showed much better anti-HBV activity than caudatin, and eleven compounds significantly inhibited the HBV DNA replication with IC50 values < 10 μM. Interestingly, three compounds (22, 28, 29) exhibited excellent activity against the secretion of HBsAg (IC50 = 63.02 μM, 52.81 μM, 56.08 μM), HBeAg (IC50 = 204.80 μM, 173.51 μM, 70.39 μM), along with HBV DNA replication (IC50 = 24.55 μM, 5.69 μM, 8.23 μM) with lower cytotoxicity. The structure-activity relationships (SARs) of these caudatin analogs were also discussed. </AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Wang</LastName><ForeName>Li-Jun</ForeName><Initials>LJ</Initials></Author><Author ValidYN="Y"><LastName>Chen</LastName><ForeName>Hao</ForeName><Initials>H</Initials></Author><Author ValidYN="Y"><LastName>Ma</LastName><ForeName>Yun-Bao</ForeName><Initials>YB</Initials></Author><Author ValidYN="Y"><LastName>Huang</LastName><ForeName>Xiao-Yan</ForeName><Initials>XY</Initials></Author><Author ValidYN="Y"><LastName>Geng</LastName><ForeName>Chang-An</ForeName><Initials>CA</Initials></Author><Author ValidYN="Y"><LastName>Zhang</LastName><ForeName>Xue-Mei</ForeName><Initials>XM</Initials></Author><Author ValidYN="Y"><LastName>Chen</LastName><ForeName>Ji-Jun</ForeName><Initials>JJ</Initials><AffiliationInfo><Affiliation>State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China. chenjj@mail.kib.ac.cn.</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></Article><MedlineJournalInfo><Country>Netherlands</Country><MedlineTA>Med Chem</MedlineTA><NlmUniqueID>101240303</NlmUniqueID><ISSNLinking>1573-4064</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D000998">Antiviral Agents</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D004279">DNA, Viral</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D006027">Glycosides</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D006514">Hepatitis B Surface 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virus</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="Y">drug effects</QualifierName><QualifierName UI="Q000235" MajorTopicYN="N">genetics</QualifierName><QualifierName UI="Q000254" MajorTopicYN="N">growth & development</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D006801" MajorTopicYN="N">Humans</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D015394" MajorTopicYN="N">Molecular Structure</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D013256" MajorTopicYN="N">Steroids</DescriptorName><QualifierName UI="Q000138" MajorTopicYN="Y">chemical synthesis</QualifierName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName><QualifierName UI="Q000494" MajorTopicYN="N">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D013329" MajorTopicYN="N">Structure-Activity Relationship</DescriptorName></MeshHeading></MeshHeadingList></MedlineCitation><PubmedData><History><PubMedPubDate 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Chine</li></country></list><tree><noCountry><name sortKey="Chen, Hao" sort="Chen, Hao" uniqKey="Chen H" first="Hao" last="Chen">Hao Chen</name><name sortKey="Geng, Chang An" sort="Geng, Chang An" uniqKey="Geng C" first="Chang-An" last="Geng">Chang-An Geng</name><name sortKey="Huang, Xiao Yan" sort="Huang, Xiao Yan" uniqKey="Huang X" first="Xiao-Yan" last="Huang">Xiao-Yan Huang</name><name sortKey="Ma, Yun Bao" sort="Ma, Yun Bao" uniqKey="Ma Y" first="Yun-Bao" last="Ma">Yun-Bao Ma</name><name sortKey="Wang, Li Jun" sort="Wang, Li Jun" uniqKey="Wang L" first="Li-Jun" last="Wang">Li-Jun Wang</name><name sortKey="Zhang, Xue Mei" sort="Zhang, Xue Mei" uniqKey="Zhang X" first="Xue-Mei" last="Zhang">Xue-Mei Zhang</name></noCountry><country name="République populaire de Chine"><noRegion><name sortKey="Chen, Ji Jun" sort="Chen, Ji Jun" uniqKey="Chen J" first="Ji-Jun" last="Chen">Ji-Jun Chen</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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