| dbo:abstract |
Phenylahistin is a metabolite produced by the fungus Aspergillus ustus that belongs to a class of naturally occurring 2,5-diketopiperazines featuring a dehydrohistidine residue that exhibit important biological activities, such as anti-cancer or neurotoxic effects. Phenylahistin is a microtubule binding agent that exhibits cytotoxic activities against a wide variety of tumor cell lines. A series of synthetic analogs were prepared to remove the chirality and optimize biological activity. These studies led to the potent anti-tumor agent plinabulin, which is active in multidrug-resistant (MDR) tumor cell lines. (en) |
| dbo:iupacName |
(3S,6Z)-3-Benzyl-6-{[5-(2-methyl-3-buten-2-yl)-1H-imidazol-4-yl]methylene}-2,5-piperazinedione (en) |
| dbo:thumbnail |
wiki-commons:Special:FilePath/phenylahistin.svg?width=300 |
| dbo:wikiPageID |
40165900 (xsd:integer) |
| dbo:wikiPageLength |
3529 (xsd:nonNegativeInteger) |
| dbo:wikiPageRevisionID |
1021294505 (xsd:integer) |
| dbo:wikiPageWikiLink |
dbr:Metabolite dbr:Structural_analog dbc:Imidazoles dbr:Chirality dbr:2,5-Diketopiperazine dbc:Diketopiperazines dbr:Biological_activity dbr:Aspergillus_ustus dbr:Plinabulin dbr:Microtubule dbr:Multidrug-resistant |
| dbp:imagefile |
phenylahistin.svg (en) |
| dbp:iupacname |
-3 (xsd:integer) |
| dbp:wikiPageUsesTemplate |
dbt:Chembox dbt:Chembox_Hazards dbt:Chembox_Identifiers dbt:Chembox_Properties dbt:Reflist dbt:Chembox_Related dbt:Chembox_Structure |
| dcterms:subject |
dbc:Imidazoles dbc:Diketopiperazines |
| gold:hypernym |
dbr:Metabolite |
| rdf:type |
owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q11173 yago:WikicatMolecularFormulas yago:Abstraction100002137 yago:Communication100033020 yago:Formula106816935 yago:Message106598915 yago:MolecularFormula106817173 dbo:ChemicalCompound yago:Statement106722453 |
| rdfs:comment |
Phenylahistin is a metabolite produced by the fungus Aspergillus ustus that belongs to a class of naturally occurring 2,5-diketopiperazines featuring a dehydrohistidine residue that exhibit important biological activities, such as anti-cancer or neurotoxic effects. (en) |
| rdfs:label |
Phenylahistin (en) |
| owl:sameAs |
freebase:Phenylahistin wikidata:Phenylahistin dbpedia-sh:Phenylahistin dbpedia-sr:Phenylahistin https://global.dbpedia.org/id/YcFF |
| prov:wasDerivedFrom |
wikipedia-en:Phenylahistin?oldid=1021294505&ns=0 |
| foaf:depiction |
wiki-commons:Special:FilePath/phenylahistin.svg |
| foaf:isPrimaryTopicOf |
wikipedia-en:Phenylahistin |
| is dbo:wikiPageRedirects of |
dbr:C20H22N4O2 |
| is dbo:wikiPageWikiLink of |
dbr:2,5-Diketopiperazine dbr:Aurantiamine dbr:C20H22N4O2 |
| is foaf:primaryTopic of |
wikipedia-en:Phenylahistin |
