{"@context":{"@vocab":"https://cir.nii.ac.jp/schema/1.0/","rdfs":"http://www.w3.org/2000/01/rdf-schema#","dc":"http://purl.org/dc/elements/1.1/","dcterms":"http://purl.org/dc/terms/","foaf":"http://xmlns.com/foaf/0.1/","prism":"http://prismstandard.org/namespaces/basic/2.0/","cinii":"http://ci.nii.ac.jp/ns/1.0/","datacite":"https://schema.datacite.org/meta/kernel-4/","ndl":"http://ndl.go.jp/dcndl/terms/","jpcoar":"https://github.com/JPCOAR/schema/blob/master/2.0/"},"@id":"https://cir.nii.ac.jp/crid/1390282679128668416.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.7164/antibiotics.48.913"}},{"identifier":{"@type":"COI","@value":"1:CAS:528:DyaK2MXotlKmt70%3D"}},{"identifier":{"@type":"PMID","@value":"7592055"}},{"identifier":{"@type":"NAID","@value":"130003410166"}}],"resourceType":"学術雑誌論文(journal article)","dc:title":[{"@language":"en","@value":"Azapbilones with Endothelin Receptor Binding Activity Produced by Penicillium sclerotiorum: Taxonomy, Fermentation, Isolation, Structure Elucidation and Biological Activity."},{"@value":"Azaphilones with endothelin receptor binding activity produced by Penicillium sclerotiorum: taxonomy, fermentation, isolation, structure elucidation and biological activity"}],"dc:language":"en","description":[{"type":"abstract","notation":[{"@language":"en","@value":"A series of azaphilones produced by <i>Penicillium sclerotiorum</i> (Xenova culture collection number XI1853) active in assays for the detection of antagonists of the endothelin-A (ET<sub>A</sub>) and endothelin-B (ET<sub>B</sub>) receptors has been identified. The series includes two novel sclerotiorin analogues, (8<i>S</i>, 8<i>a</i>-<i>R</i>)-7-deacetyl-1, <i>O</i><sup>8</sup>, 8, 8a-tetrahydro-7-<i>epi</i>-sclerotiorin, <b>1</b>, and its 5-dechloro analogue, <b>2</b>. It also includes 5-chloroisorotiorin, <b>6</b>, previously unreported as a natural product, in addition to the major product of these fermentations, (+)-sclerotiorin, <b>5</b>. Data for the inhibition of endothelin-1 (ET-1) and endothelin-3 (ET-3) binding in the ET<sub>A</sub> and ET<sub>B</sub> receptor assays respectively are reported for this series. Compounds <b>1</b> and <b>2</b> were more selective for the rabbit ET<sub>A</sub> receptor than for the rat ET<sub>B</sub> receptor. The IC<sub>50</sub> values for <b>1</b> and <b>2</b> were 9 and 28 μM respectively in an assay based on binding of ET-1 to rabbit ET<sub>A</sub> receptors. In an assay based on the binding of ET-3 to the rat ET<sub>B</sub> receptor compounds <b>1</b> and <b>2</b> exhibited IC<sub>50</sub>'s of 77 and 172 μM. Members of this series of compounds demonstrated antagonist behavior in a secondary assay based on blockade of ET-1 stimulated arachidonic acid release from rabbit renal artery smooth muscle cells, when present at concentrations of ≥30μM."}],"abstractLicenseFlag":"disallow"}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1410282679128668424","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000252789372"}],"foaf:name":[{"@language":"en","@value":"PAIRET L."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Xenova Ltd"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679128668420","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000252789376"}],"foaf:name":[{"@language":"en","@value":"WRIGLEY S. K."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Xenova Ltd"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679128668419","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000252789377"}],"foaf:name":[{"@language":"en","@value":"CHETLAND I."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Xenova Ltd"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679128668427","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000252789378"}],"foaf:name":[{"@language":"en","@value":"REYNOLDS E. E."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Parke-Davis Pharmaceutical Research, Division of Warner Lambert Company"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679128668423","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000252789379"}],"foaf:name":[{"@language":"en","@value":"HAYES M. A."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Xenova Ltd"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679128668418","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000252789380"}],"foaf:name":[{"@language":"en","@value":"HOLLOWAY J."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Xenova Ltd"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679128668426","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000252789381"}],"foaf:name":[{"@language":"en","@value":"AINSWORTH A. M."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Xenova Ltd"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679128668417","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000252789382"}],"foaf:name":[{"@language":"en","@value":"KATZER W."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Xenova Ltd"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679128668422","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000252789383"}],"foaf:name":[{"@language":"en","@value":"CHENG X-M."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Parke-Davis Pharmaceutical Research, Division of Warner Lambert Company"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679128668425","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000252789373"}],"foaf:name":[{"@language":"en","@value":"HUPE D. J."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Parke-Davis Pharmaceutical Research, Division of Warner Lambert Company"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679128668421","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000252789374"}],"foaf:name":[{"@language":"en","@value":"CHARLTON P."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Xenova Ltd"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679128668416","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000252789375"}],"foaf:name":[{"@language":"en","@value":"DOHERTY A. M."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Parke-Davis Pharmaceutical Research, Division of Warner Lambert Company"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00218820"},{"@type":"EISSN","@value":"18811469"},{"@type":"PISSN","@value":"https://id.crossref.org/issn/00218820"},{"@type":"PISSN","@value":"http://id.crossref.org/issn/00218820"}],"prism:publicationName":[{"@language":"en","@value":"The Journal of Antibiotics"},{"@language":"en","@value":"J. Antibiot."}],"dc:publisher":[{"@language":"en","@value":"JAPAN ANTIBIOTICS RESEARCH ASSOCIATION"},{"@language":"ja","@value":"公益財団法人 日本感染症医薬品協会"}],"prism:publicationDate":"1995","prism:volume":"48","prism:number":"9","prism:startingPage":"913","prism:endingPage":"923"},"reviewed":"false","availableAt":"1995","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1360283694137076864","@type":"Article","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Biosynthesis of PP-V, a Monascorubramine Homologue, by Penicillium sp. AZ."}]},{"@id":"https://cir.nii.ac.jp/crid/1360290617898346496","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Peniphilones A and B: Azaphilone Alkaloids from the Endophytic Fungus Penicillium maximae"}]},{"@id":"https://cir.nii.ac.jp/crid/1360565166634257024","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Pinophilins A and B, Inhibitors of Mammalian A-, B-, and Y-Family DNA Polymerases and Human Cancer Cell Proliferation"}]},{"@id":"https://cir.nii.ac.jp/crid/1360565169113781760","@type":"Article","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Production and Structural Analysis of PP-V, a Homologue of Monascorubramine, Produced by a New Isolate of Penicillium sp."}]},{"@id":"https://cir.nii.ac.jp/crid/1390282679149832320","@type":"Article","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Azaphilone and Isocoumarin Derivatives from the Endophytic Fungus Penicillium sclerotiorum PSU-A13"}]},{"@id":"https://cir.nii.ac.jp/crid/1390282679601271040","@type":"Article","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Inhibition of Nitric Oxide Production in RAW 264.7 Cells by Azaphilones from Xylariaceous Fungi"}]},{"@id":"https://cir.nii.ac.jp/crid/2051996266996504832","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Azaphilones produced by Penicillium maximae with their cell death-inducing activity on Adriamycin-treated cancer cell"}]}],"dataSourceIdentifier":[{"@type":"JALC","@value":"oai:japanlinkcenter.org:0008190567"},{"@type":"CROSSREF","@value":"10.7164/antibiotics.48.913"},{"@type":"PUBMED","@value":"7592055"},{"@type":"CIA","@value":"130003410166"},{"@type":"CROSSREF","@value":"10.1021/np200523b_references_DOI_UvccvG2ILUlcei7EdJc8B2fazPy"},{"@type":"CROSSREF","@value":"10.1186/s41021-023-00261-w_references_DOI_UvccvG2ILUlcei7EdJc8B2fazPy"},{"@type":"CROSSREF","@value":"10.1248/bpb.29.34_references_DOI_UvccvG2ILUlcei7EdJc8B2fazPy"},{"@type":"CROSSREF","@value":"10.1248/cpb.58.1033_references_DOI_UvccvG2ILUlcei7EdJc8B2fazPy"},{"@type":"CROSSREF","@value":"10.3987/com-20-14373_references_DOI_UvccvG2ILUlcei7EdJc8B2fazPy"},{"@type":"CROSSREF","@value":"10.1263/jbb.90.678_references_DOI_UvccvG2ILUlcei7EdJc8B2fazPy"},{"@type":"CROSSREF","@value":"10.1016/s1389-1723(01)80039-6_references_DOI_UvccvG2ILUlcei7EdJc8B2fazPy"},{"@type":"CROSSREF","@value":"10.1016/s1389-1723(00)90017-3_references_DOI_UvccvG2ILUlcei7EdJc8B2fazPy"}]}