{"data":{"id":"10.6084/m9.figshare.c.2111117","type":"dois","attributes":{"doi":"10.6084/m9.figshare.c.2111117","prefix":"10.6084","suffix":"m9.figshare.c.2111117","identifiers":[],"alternateIdentifiers":[],"creators":[{"name":"Kusakari, Ken","givenName":"Ken","familyName":"Kusakari","affiliation":[],"nameIdentifiers":[]},{"name":"Fukuhara, Tadao","givenName":"Tadao","familyName":"Fukuhara","affiliation":[],"nameIdentifiers":[]},{"name":"Motoyama, Akira","givenName":"Akira","familyName":"Motoyama","affiliation":[],"nameIdentifiers":[]},{"name":"Ochiai, Nobuhiko","givenName":"Nobuhiko","familyName":"Ochiai","affiliation":[],"nameIdentifiers":[]},{"name":"Watanabe, Takashi","givenName":"Takashi","familyName":"Watanabe","affiliation":[],"nameIdentifiers":[]},{"name":"Sugimoto, Yukihiro","givenName":"Yukihiro","familyName":"Sugimoto","affiliation":[],"nameIdentifiers":[]}],"titles":[{"title":"The corrected structure of depressoside, an antioxidative iridoid glucoside extracted from the flowers of \u003ci\u003eGentiana urnula\u003c/i\u003e Harry Sm."}],"publisher":"Taylor \u0026 Francis","container":{},"publicationYear":2015,"subjects":[{"subject":"Biochemistry"},{"subject":"Environmental Sciences not elsewhere classified"},{"subject":"Chemical Sciences not elsewhere classified"},{"subject":"Sociology"},{"subject":"FOS: Sociology","schemeUri":"http://www.oecd.org/science/inno/38235147.pdf","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"Developmental Biology"},{"subject":"Cancer"}],"contributors":[],"dates":[{"date":"2015-12-05","dateType":"Created"},{"date":"2019-08-19","dateType":"Updated"},{"date":"2015","dateType":"Issued"}],"language":null,"types":{"ris":"GEN","bibtex":"misc","citeproc":"article","schemaOrg":"Collection","resourceType":"Collection","resourceTypeGeneral":"Collection"},"relatedIdentifiers":[],"relatedItems":[],"sizes":[],"formats":[],"version":null,"rightsList":[{"rights":"Creative Commons Attribution 4.0 International","rightsUri":"https://creativecommons.org/licenses/by/4.0/legalcode","schemeUri":"https://spdx.org/licenses/","rightsIdentifier":"cc-by-4.0","rightsIdentifierScheme":"SPDX"}],"descriptions":[{"description":"Three known iridoid glucosides (gentiournoside A, gentiournoside E and depressoside) were isolated from the flowers of \u003ci\u003eGentiana urnula\u003c/i\u003e Harry Sm. through activity-guided fractionations with a 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay. All three compounds exhibited excellent DPPH radical scavenging activities (IC\u003csub\u003e50\u003c/sub\u003e: 10–20 μmol L\u003csup\u003e−1\u003c/sup\u003e) comparable to that of ascorbic acid and Trolox. However, examination of the NMR data revealed that the reported chemical structure of depressoside, previously isolated from the leaves of \u003ci\u003eG. depressa\u003c/i\u003e, needed correcting due to incorrect elucidation around C-7 of the iridane skeleton, and was corrected to 6-β-(2,3-dihydroxyphenyl)-d-glucosyl 7-\u003ci\u003eO\u003c/i\u003e-(2,3-dihydroxybenzoyl)-loganate. Depressoside exhibited a much higher scavenging activity against superoxide radicals (IC\u003csub\u003e50\u003c/sub\u003e: 45.5 μmol L\u003csup\u003e−1\u003c/sup\u003e) than the other two extracted compounds (IC\u003csub\u003e50\u003c/sub\u003e: more than 900 μmol L\u003csup\u003e−1\u003c/sup\u003e) due to the crucial presence of a pyrogallyl unit.","descriptionType":"Abstract"}],"geoLocations":[],"fundingReferences":[],"xml":"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","url":"https://tandf.figshare.com/collections/The_corrected_structure_of_depressoside_an_antioxidative_iridoid_glucoside_extracted_from_the_flowers_of_i_Gentiana_urnula_i_Harry_Sm_/2111117","contentUrl":null,"metadataVersion":5,"schemaVersion":"http://datacite.org/schema/kernel-4","source":"mds","is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