{"@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/1360021391872191744.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1021/acs.jnatprod.3c00373"}},{"identifier":{"@type":"URI","@value":"https://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.3c00373"}}],"resourceType":"学術雑誌論文(journal article)","dc:title":[{"@value":"Pseudo-Enantiomeric Paraphaeolactones and Their Biosynthetic Derivatives from <i>Paraphaeosphaeria</i> sp. KT4192: A Proposition of a Favorskii Rearrangement for Their Biosynthesis"}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1380021391872191747","@type":"Researcher","foaf:name":[{"@value":"Ryuhi Kanehara"}],"jpcoar:affiliationName":[{"@value":"Faculty of Agriculture and Life Science, Hirosaki University, 3-Bunkyo-cho, Hirosaki, 036-8561, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1380021391872191749","@type":"Researcher","foaf:name":[{"@value":"Yuki Oinuma"}],"jpcoar:affiliationName":[{"@value":"Faculty of Agriculture and Life Science, Hirosaki University, 3-Bunkyo-cho, Hirosaki, 036-8561, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1380021391872191750","@type":"Researcher","foaf:name":[{"@value":"Hayato Maeda"}],"jpcoar:affiliationName":[{"@value":"Faculty of Agriculture and Life Science, Hirosaki University, 3-Bunkyo-cho, Hirosaki, 036-8561, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1380021391872191748","@type":"Researcher","foaf:name":[{"@value":"Masaaki Okazaki"}],"jpcoar:affiliationName":[{"@value":"Graduate School of Science and Technology, Hirosaki University, 3-Bunkyo-cho, Hirosaki, 036-8561, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1380021391872191744","@type":"Researcher","foaf:name":[{"@value":"Katsuhiro Konno"}],"jpcoar:affiliationName":[{"@value":"Institute of Natural Medicine, University of Toyama, Toyama, 930-0194, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1380021391872191745","@type":"Researcher","foaf:name":[{"@value":"Kazuaki Tanaka"}],"jpcoar:affiliationName":[{"@value":"Faculty of Agriculture and Life Science, Hirosaki University, 3-Bunkyo-cho, Hirosaki, 036-8561, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1420001326231344896","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"40212138"},{"@type":"NRID","@value":"1000040212138"},{"@type":"NRID","@value":"9000288815057"},{"@type":"NRID","@value":"9000399784309"},{"@type":"NRID","@value":"9000006763892"},{"@type":"NRID","@value":"9000398276932"},{"@type":"NRID","@value":"9000404530786"},{"@type":"NRID","@value":"9000311788344"},{"@type":"NRID","@value":"9000021880615"},{"@type":"NRID","@value":"9000397798770"},{"@type":"NRID","@value":"9000257718529"},{"@type":"NRID","@value":"9000000545523"},{"@type":"NRID","@value":"9000021378154"},{"@type":"NRID","@value":"9000257705722"},{"@type":"NRID","@value":"9000019089857"},{"@type":"NRID","@value":"9000409334660"},{"@type":"RESEARCHMAP","@value":"https://researchmap.jp/Masaru0421"}],"foaf:name":[{"@value":"Masaru Hashimoto"}],"jpcoar:affiliationName":[{"@value":"Faculty of Agriculture and Life Science, Hirosaki University, 3-Bunkyo-cho, Hirosaki, 036-8561, Japan"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"01633864"},{"@type":"EISSN","@value":"15206025"}],"prism:publicationName":[{"@value":"Journal of Natural Products"}],"dc:publisher":[{"@value":"American Chemical Society (ACS)"}],"prism:publicationDate":"2023-06-29","prism:volume":"86","prism:number":"7","prism:startingPage":"1832","prism:endingPage":"1843"},"reviewed":"false","dc:rights":["https://doi.org/10.15223/policy-029","https://doi.org/10.15223/policy-037","https://doi.org/10.15223/policy-045"],"url":[{"@id":"https://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.3c00373"}],"createdAt":"2023-06-30","modifiedAt":"2023-07-28","project":[{"@id":"https://cir.nii.ac.jp/crid/1040291932566021760","@type":"Project","projectIdentifier":[{"@type":"KAKEN","@value":"22K05460"},{"@type":"JGN","@value":"JP22K05460"},{"@type":"URI","@value":"https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-22K05460/"}],"notation":[{"@language":"ja","@value":"電子密度汎関数法支援による天然物構造決定の信頼性の向上と適用範囲拡大"},{"@language":"en","@value":"Applications of DFT based structure elucidations of natural products"}]},{"@id":"https://cir.nii.ac.jp/crid/1040858752026237824","@type":"Project","projectIdentifier":[{"@type":"KAKEN","@value":"23K05900"},{"@type":"JGN","@value":"JP23K05900"},{"@type":"URI","@value":"https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-23K05900/"}],"notation":[{"@language":"ja","@value":"隠蔽種および新規高次分類群の存在予測と検出による日本産菌類相の種多様性再評価"},{"@language":"en","@value":"Re-evaluation of fungal species diversity in Japan based on detection of cryptic species and novel higher taxa"}]}],"relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1360002214658354816","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Intrinsic reaction coordinate: Calculation, bifurcation, and automated search"}]},{"@id":"https://cir.nii.ac.jp/crid/1360020310292886016","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Isolation of Paraphaeoketones: A Plausible Biosynthetic Explanation for Paraphaeolactones via a Benzilic Acid Rearrangement Rather than a Favorskii Rearrangement"}]},{"@id":"https://cir.nii.ac.jp/crid/1360021392647725568","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Biosynthetic studies of spiroleptosphol"}]},{"@id":"https://cir.nii.ac.jp/crid/1360021392648400896","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Paraverrucsins A–F, Antifeedant, and Antiphytopathogenic Polyketides from Rhizospheric <i>Paraphaeosphaeria verruculosa</i> and Induced Bioactivity Enhancement by Coculturing with Host Plant <i>Dendrobium officinale</i>"}]},{"@id":"https://cir.nii.ac.jp/crid/1360021392657654784","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Dioxatricyclic and Oxabicyclic Polyketides from <i>Trichocladium opacum</i>"}]},{"@id":"https://cir.nii.ac.jp/crid/1360021392657682816","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Additional α-glucosidase inhibitors from Malbranchea flavorosea (Leotiomycetes, Ascomycota)"}]},{"@id":"https://cir.nii.ac.jp/crid/1360021392658439936","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Characterization of Eight Novel Spiroleptosphols from Fusarium avenaceum"}]},{"@id":"https://cir.nii.ac.jp/crid/1360021393300528768","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Rosigenin, an unusual metabolite from mycosphaerella rosigena"}]},{"@id":"https://cir.nii.ac.jp/crid/1360021393310073728","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"The Favorskii Rearrangement"}]},{"@id":"https://cir.nii.ac.jp/crid/1360021396529168000","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Antimicrobial secondary metabolites from an endophytic fungus Aspergillus polyporicola"}]},{"@id":"https://cir.nii.ac.jp/crid/1360021396529370624","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Automated Quantum Chemistry-Based Calculation of Optical Rotation for Large Flexible Molecules"}]},{"@id":"https://cir.nii.ac.jp/crid/1360021396530085504","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Metabolites of the fungus <i>Arthropsis</i><i>truncata</i>"}]},{"@id":"https://cir.nii.ac.jp/crid/1360025429412107392","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Highly Functionalized Spirobisnaphthalenes from <i>Roussoella</i> sp. KT4147"}]},{"@id":"https://cir.nii.ac.jp/crid/1360285708106927872","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Isolation of Peribysins O, P, and Q from <i>Periconia macrospinosa</i> KT3863 and Configurational Reinvestigation of Peribysin E Diacetate from <i>Periconia byssoides</i> OUPS-N133"}]},{"@id":"https://cir.nii.ac.jp/crid/1360302871326229120","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Triticones A and B, novel phytotoxins from the plant pathogenic fungus Drechslera tritici-repentis"}]},{"@id":"https://cir.nii.ac.jp/crid/1360302871326240128","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Modiolides A and B, Two New 10-Membered Macrolides from a Marine-Derived Fungus"}]},{"@id":"https://cir.nii.ac.jp/crid/1360302871326515840","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"2-Oxaspiro[4.5]decane and <i>α</i>-pyrenocine derivatives from the endophytic fungus <i>Roussoella</i> sp. PSU-H51"}]},{"@id":"https://cir.nii.ac.jp/crid/1360565171131801088","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Recommended names for pleomorphic genera in Dothideomycetes"}]},{"@id":"https://cir.nii.ac.jp/crid/1360574092888916224","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Density-functional thermochemistry. III. The role of exact exchange"}]},{"@id":"https://cir.nii.ac.jp/crid/1360574094903932672","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Trichocladinols A–C, Cytotoxic Metabolites from a <i>Cordyceps</i>‐Colonizing Ascomycete <i>Trichocladium opacum</i>"}]},{"@id":"https://cir.nii.ac.jp/crid/1360574095209392512","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"A New Metabolite with a Unique 4-Pyranone−γ-Lactam–1,4-Thiazine Moiety from a Hawaiian-Plant Associated Fungus"}]},{"@id":"https://cir.nii.ac.jp/crid/1360580230630720512","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Isolation of cyclohumulanoids from Daedaleopsis tricolor and their biosynthesis based on in silico simulations"}]},{"@id":"https://cir.nii.ac.jp/crid/1360580932868669312","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"A cyclic lipodepsipeptide, a spirolactone, and a chromanone from the marine fungus Verruculina enalia (Kohlm.) Kohlm. & Volkm.-Kohlm. BCC 22226"}]},{"@id":"https://cir.nii.ac.jp/crid/1360588381049535104","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Fentanyl-Type Antagonist of the μ-Opioid Receptor: Important Role of Axial Chirality in the Active Conformation"}]},{"@id":"https://cir.nii.ac.jp/crid/1360588381049541248","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Isolation of 6,7-<i>iso</i>-Felinone A: A Configurational Reinvestigation of Related Fungal Metabolites"}]},{"@id":"https://cir.nii.ac.jp/crid/1360855569689791744","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"The path of chemical reactions - the IRC approach"}]},{"@id":"https://cir.nii.ac.jp/crid/1360855570275282176","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Search for Hsp90 Inhibitors with Potential Anticancer Activity:  Isolation and SAR Studies of Radicicol and Monocillin I from Two Plant-Associated Fungi of the Sonoran Desert"}]},{"@id":"https://cir.nii.ac.jp/crid/1360864735223487744","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Stereoselective Preparation of the Tricyclic Hexasubstituted Spirocyclopropane Core of Cyclohelminthol X"}]},{"@id":"https://cir.nii.ac.jp/crid/1360865821449653632","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Secondary metabolite chemistry of the marine-derived fungus Massarina sp., strain CNT-016"}]},{"@id":"https://cir.nii.ac.jp/crid/1360865821449897728","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Mycosporulone, a Metabolite from Coniothyrium sporulosum"}]},{"@id":"https://cir.nii.ac.jp/crid/1360865821955529472","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"The <scp>COSMO</scp> and <scp>COSMO‐RS</scp> solvation models"}]},{"@id":"https://cir.nii.ac.jp/crid/1360869854343108096","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Triantaspirols A–C and Paraphaeolactone Cs from <i>Paraphaeosphaeria</i> sp. KT4192: Sensitivity of CP3 in Distinguishing Close NMR Signals"}]},{"@id":"https://cir.nii.ac.jp/crid/1361137043564015744","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Assigning Stereochemistry to Single Diastereoisomers by GIAO NMR Calculation: The DP4 Probability"}]},{"@id":"https://cir.nii.ac.jp/crid/1361137044403030912","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Anomaly in the modified Mosher's method: Absolute configurations of some marine cembranolides"}]},{"@id":"https://cir.nii.ac.jp/crid/1361418518646352896","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Circular dichroism in lactones"}]},{"@id":"https://cir.nii.ac.jp/crid/1361418520578705920","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Uncovering Biosynthetic Potential of Plant-Associated Fungi: Effect of Culture Conditions on Metabolite Production by <i>Paraphaeosphaeria quadriseptata</i> and <i>Chaetomium chiversii</i>"}]},{"@id":"https://cir.nii.ac.jp/crid/1361699994856887296","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Systematics of Paraphaeosphaeria: a molecular and morphological approach"}]},{"@id":"https://cir.nii.ac.jp/crid/1361981470100319104","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"High-field FT NMR application of Mosher's method. The absolute configurations of marine terpenoids"}]},{"@id":"https://cir.nii.ac.jp/crid/1362544419178570112","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"New Bioactive Rosigenin Analogues and Aromatic Polyketide Metabolites from the Freshwater Aquatic Fungus <i>Massarina </i><i>t</i><i>unicata</i>"}]},{"@id":"https://cir.nii.ac.jp/crid/1362544419938648320","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Massarilactones E‐G, new metabolites from the endophytic fungus <i>Coniothyrium</i> sp., associated with the plant <i>Artimisia maritima</i>"}]},{"@id":"https://cir.nii.ac.jp/crid/1362825893342530816","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Four analogues of spiroleptosphol isolated from Leptosphaeria doliolum"}]},{"@id":"https://cir.nii.ac.jp/crid/1363107368477964288","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Oxaspirol B with p97 Inhibitory Activity and Other Oxaspirols from <i>Lecythophora</i> sp. FL1375 and FL1031, Endolichenic Fungi Inhabiting <i>Parmotrema tinctorum</i> and <i>Cladonia evansii</i>"}]},{"@id":"https://cir.nii.ac.jp/crid/1363107369204739968","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"The octant rule: Its place in organic stereochemistry"}]},{"@id":"https://cir.nii.ac.jp/crid/1363388843785890688","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Spiroleptosphol isolated from Leptosphaeria doliolum"}]},{"@id":"https://cir.nii.ac.jp/crid/1363388843961718144","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Benchmarking the Conductor-like Polarizable Continuum Model (CPCM) for Aqueous Solvation Free Energies of Neutral and Ionic Organic Molecules"}]},{"@id":"https://cir.nii.ac.jp/crid/1363388844346574464","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Efficient Protocol for Accurately Calculating <sup>13</sup>C Chemical Shifts of Conformationally Flexible Natural Products: Scope, Assessment, and Limitations"}]},{"@id":"https://cir.nii.ac.jp/crid/1363388844945844864","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"<sup>13</sup>C NMR Studies: Effect of steric compression on chemical shifts of carbons in diastereoisomers"}]},{"@id":"https://cir.nii.ac.jp/crid/1363388845197501696","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"EncM, a versatile enterocin biosynthetic enzyme involved in Favorskii oxidative rearrangement, aldol condensation, and heterocycle-forming reactions"}]},{"@id":"https://cir.nii.ac.jp/crid/1363388845990383360","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Exciton chirality method and its application to configurational and conformational studies of natural products"}]},{"@id":"https://cir.nii.ac.jp/crid/1363670320553051648","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Absolute Configurations of Globosuxanthone A and Secondary Metabolites from <i>Microdiplodia</i> sp. – A Novel Solid‐State CD/TDDFT Approach"}]},{"@id":"https://cir.nii.ac.jp/crid/1363951796184810368","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Merck molecular force field. I. Basis, form, scope, parameterization, and performance of MMFF94"}]},{"@id":"https://cir.nii.ac.jp/crid/1364233271143226624","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"A new hybrid exchange–correlation functional using the Coulomb-attenuating method (CAM-B3LYP)"}]},{"@id":"https://cir.nii.ac.jp/crid/1390001204161142784","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@language":"en","@value":"A New Sulfonated Tetrazolium Salt That Produces a Highly Water-Soluble Formazan Dye."}]},{"@id":"https://cir.nii.ac.jp/crid/1390282679128428928","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@language":"en","@value":"The Structure of V214w From an Unidentified Fungus."}]},{"@id":"https://cir.nii.ac.jp/crid/1390282681442493696","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Structure of paecilospirone, a new antibiotic from Paecilomyces."},{"@value":"Structure of Paecilospirone, a New Antibiotic from<i>Paecilomyces</i>"}]},{"@id":"https://cir.nii.ac.jp/crid/2051433317038776192","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Isolation, identification, and DFT-based conformational analysis of sesquikarahanadienone and its congeners from freshwater Dothideomycetes Neohelicascus aquaticus KT4120"}]}],"dataSourceIdentifier":[{"@type":"CROSSREF","@value":"10.1021/acs.jnatprod.3c00373"},{"@type":"KAKEN","@value":"PRODUCT-24916904"},{"@type":"KAKEN","@value":"PRODUCT-24961128"},{"@type":"OPENAIRE","@value":"doi_________::8097c7144818c749f5eb0facb7c27940"},{"@type":"CROSSREF","@value":"10.1021/acs.jnatprod.4c00418_references_DOI_KZSqxoNvDv0Odn9heB4rw3uW8q9"},{"@type":"CROSSREF","@value":"10.1021/acs.orglett.4c00203_references_DOI_KZSqxoNvDv0Odn9heB4rw3uW8q9"},{"@type":"CROSSREF","@value":"10.1021/acs.jmedchem.4c00935_references_DOI_KZSqxoNvDv0Odn9heB4rw3uW8q9"},{"@type":"CROSSREF","@value":"10.1021/acs.jnatprod.5c00194_references_DOI_KZSqxoNvDv0Odn9heB4rw3uW8q9"},{"@type":"CROSSREF","@value":"10.1021/acs.jnatprod.4c00104_references_DOI_KZSqxoNvDv0Odn9heB4rw3uW8q9"},{"@type":"CROSSREF","@value":"10.1021/acs.jnatprod.4c00935_references_DOI_KZSqxoNvDv0Odn9heB4rw3uW8q9"}]}