{"data":{"id":"10.6084/m9.figshare.1571948","type":"dois","attributes":{"doi":"10.6084/m9.figshare.1571948","prefix":"10.6084","suffix":"m9.figshare.1571948","identifiers":[],"alternateIdentifiers":[],"creators":[{"name":"Yanagita, Ryo C.","nameType":"Personal","givenName":"Ryo C.","familyName":"Yanagita","affiliation":[],"nameIdentifiers":[]},{"name":"Harukuni Tokuda","affiliation":[],"nameIdentifiers":[]},{"name":"Nagai, Hiroshi","nameType":"Personal","givenName":"Hiroshi","familyName":"Nagai","affiliation":[],"nameIdentifiers":[]},{"name":"Irie, Kazuhiro","nameType":"Personal","givenName":"Kazuhiro","familyName":"Irie","affiliation":[],"nameIdentifiers":[]},{"name":"Kikumori, Masayuki","nameType":"Personal","givenName":"Masayuki","familyName":"Kikumori","affiliation":[],"nameIdentifiers":[]},{"name":"Suenaga, Kiyotake","nameType":"Personal","givenName":"Kiyotake","familyName":"Suenaga","affiliation":[],"nameIdentifiers":[]}],"titles":[{"title":"Structural optimization of 10-methyl-aplog-1, a simplified analog of debromoaplysiatoxin, as an anticancer lead"}],"publisher":"Taylor \u0026 Francis","container":{},"publicationYear":2015,"subjects":[{"subject":"111714 Mental Health","subjectScheme":"FOR"},{"subject":"FOS: Health sciences","schemeUri":"http://www.oecd.org/science/inno/38235147.pdf","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"FOS: Health sciences","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"Science Policy"},{"subject":"Cancer"},{"subject":"Developmental Biology"},{"subject":"Biological Sciences"},{"subject":"Meta Science"},{"subject":"Chemistry"},{"subject":"Pharmacology"},{"subject":"Neuroscience"},{"subject":"Genetics"},{"subject":"FOS: Biological sciences","schemeUri":"http://www.oecd.org/science/inno/38235147.pdf","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"FOS: Biological sciences","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"Cell Biology"},{"subject":"Biochemistry"}],"contributors":[],"dates":[{"date":"2015-10-10","dateType":"Created"},{"date":"2015-10-10","dateType":"Updated"},{"date":"2015","dateType":"Issued"}],"language":null,"types":{"ris":"DATA","bibtex":"misc","citeproc":"dataset","schemaOrg":"Dataset","resourceType":"Dataset","resourceTypeGeneral":"Dataset"},"relatedIdentifiers":[{"relationType":"IsSupplementTo","relatedIdentifier":"10.1080/09168451.2015.1091718","relatedIdentifierType":"DOI"}],"relatedItems":[],"sizes":["6101250 Bytes"],"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":"Aplog-1 is a simplified analog of debromoaplysiatoxin (DAT) with potent tumor-promoting and proinflammatory activities. Aplog-1 and DAT exhibited anti-proliferative activities against several human cancer cell lines, whereas aplog-1 did not have tumor-promoting nor proinflammatory activities. We have recently found 10-methyl-aplog-1 (\u003cb\u003e1\u003c/b\u003e) to have strong anti-proliferative activity compared with aplog-1. To further investigate the structural factors involved in the tumor-promoting, proinflammatory, and anti-proliferative activities, two dimethyl derivatives of aplog-1 (\u003cb\u003e2\u003c/b\u003e, \u003cb\u003e3\u003c/b\u003e) were synthesized, where two methyl groups were installed at positions 4 and 10 or 10 and 12. 10,12-Dimethyl-aplog-1 (\u003cb\u003e2\u003c/b\u003e) had stronger inhibitory effects on the growth of several human cancer cell lines than \u003cb\u003e1\u003c/b\u003e and DAT, but exhibited no tumor-promoting and proinflammatory activities. In contrast, 4,10-dimethyl-aplog-1 (\u003cb\u003e3)\u003c/b\u003e displayed weak tumor-promoting and proinflammatory activities along with anti-proliferative activity similar to that of \u003cb\u003e1\u003c/b\u003e and DAT. Compound \u003cb\u003e2\u003c/b\u003e would be the optimized seed for anticancer drugs among the simplified analogs of DAT.","descriptionType":"Abstract"}],"geoLocations":[],"fundingReferences":[],"xml":"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","url":"https://tandf.figshare.com/articles/dataset/Structural_optimization_of_10_methyl_aplog_1_a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