{"@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/1390282679474936064.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1248/jhs.54.310"}},{"identifier":{"@type":"NDL_BIB_ID","@value":"9508947"}},{"identifier":{"@type":"URI","@value":"http://id.ndl.go.jp/bib/9508947"}},{"identifier":{"@type":"URI","@value":"https://ndlsearch.ndl.go.jp/books/R000000004-I9508947"}},{"identifier":{"@type":"URI","@value":"https://dl.ndl.go.jp/pid/8717992"}},{"identifier":{"@type":"URI","@value":"http://www.jstage.jst.go.jp/article/jhs/54/3/54_3_310/_pdf"}},{"identifier":{"@type":"NAID","@value":"110006684379"}},{"identifier":{"@type":"URI","@value":"https://search.jamas.or.jp/link/ui/2008312964"}}],"dc:title":[{"@language":"en","@value":"Identification of Aminotadalafil and its Stereoisomers Contained in Health Foods Using Chiral Liquid Chromatography-Mass Spectrometry"}],"dc:language":"en","description":[{"type":"abstract","notation":[{"@language":"en","@value":"Using chiral liquid chromatography-mass spectrometry (LC/MS), a simple and rapid identification test was developed for aminotadalafil [(6<i>R</i>,12a<i>R</i>)-2-amino-6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-<i>b</i>]indole-1,4-dione; <i>RR</i>-ATDF] and its stereoisomers contained in health foods, <i>e.g.</i> herbal products. A sample solution was prepared using methanol extraction. Analysis was performed on a chiral column with the mixture of 0.1% formic acid/acetonitrile (7:3) as mobile phase at 30°C. Each resolution value of four stereoisomers of ATDF was greater than 1.3. A mass spectrometer was used as a detector to enhance specificity by excluding the effects of general components derived from the sample. The four individual stereoisomers of ATDF in the health foods were identified based on their respective retention times. Results showed that structural conversions of <i>RR</i>-ATDF into (6<i>R</i>,12a<i>S</i>)-2-amino-6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-<i>b</i>]indole-1,4-dione (<i>RS</i>-ATDF) and (6<i>S</i>,12a<i>S</i>)-2-amino-6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-<i>b</i>]indole-1,4-dione (<i>SS</i>-ATDF) into (6<i>S</i>,12a<i>R</i>)-2-amino-6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-<i>b</i>]indole-1,4-dione (<i>SR</i>-ATDF) occurred under strongly basic conditions, which indicates that such conditions must be avoided during sample preparation. Using this method, <i>RR</i>-ATDF and <i>SR</i>-ATDF were detected in a health food; this is the first report describing that ATDF diastereomers are present in health foods."}],"abstractLicenseFlag":"disallow"}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1030003658373348992","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"30186506"},{"@type":"NRID","@value":"1000030186506"},{"@type":"VIAF","@value":"220149366548385602767"},{"@type":"NRID","@value":"9000017580934"},{"@type":"NRID","@value":"9000016876779"},{"@type":"NRID","@value":"9000023400612"},{"@type":"NRID","@value":"9000347149551"},{"@type":"NRID","@value":"9000347150065"},{"@type":"NRID","@value":"9000018029166"},{"@type":"NRID","@value":"9000008631205"},{"@type":"NRID","@value":"9000001011672"},{"@type":"NRID","@value":"9000003680145"},{"@type":"NRID","@value":"9000409354443"},{"@type":"NRID","@value":"9000249264822"},{"@type":"NRID","@value":"9000024417324"},{"@type":"NRID","@value":"9000391971993"},{"@type":"NRID","@value":"9000387423545"},{"@type":"NRID","@value":"9000347201318"},{"@type":"NRID","@value":"9000398989676"},{"@type":"NRID","@value":"9000009041546"},{"@type":"NRID","@value":"9000002683755"},{"@type":"NRID","@value":"9000345419685"},{"@type":"NRID","@value":"9000305640877"},{"@type":"NRID","@value":"9000006386236"},{"@type":"NRID","@value":"9000391967957"},{"@type":"NRID","@value":"9000387424017"},{"@type":"NRID","@value":"9000347150370"},{"@type":"NRID","@value":"9000391967148"},{"@type":"NRID","@value":"9000396114975"},{"@type":"NRID","@value":"9000023396252"},{"@type":"NRID","@value":"9000243835298"},{"@type":"NRID","@value":"9000007389843"},{"@type":"NRID","@value":"9000006712661"},{"@type":"NRID","@value":"9000024683029"},{"@type":"NRID","@value":"9000023393608"},{"@type":"NRID","@value":"9000347149547"},{"@type":"NRID","@value":"9000008784898"},{"@type":"NRID","@value":"9000024426034"},{"@type":"NRID","@value":"9000387482910"},{"@type":"NRID","@value":"9000347151539"},{"@type":"NRID","@value":"9000006004578"},{"@type":"NRID","@value":"9000345330419"},{"@type":"NRID","@value":"9000387423990"},{"@type":"NRID","@value":"9000242077871"},{"@type":"NRID","@value":"9000018368505"},{"@type":"NRID","@value":"9000237872544"},{"@type":"NRID","@value":"9000023397324"},{"@type":"NRID","@value":"9000242077849"},{"@type":"NRID","@value":"9000397839284"},{"@type":"NRID","@value":"9000007137092"},{"@type":"NRID","@value":"9000024673396"},{"@type":"NRID","@value":"9000391964500"},{"@type":"NRID","@value":"9000391970300"}],"foaf:name":[{"@language":"en","@value":"Kurita Hiroyuki"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Drug and Food Science, Shizuoka Institute of Environment and Hygiene"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679474936064","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000006712672"}],"foaf:name":[{"@language":"en","@value":"Kuromi Koichi"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Drug and Food Science, Shizuoka Institute of Environment and Hygiene"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679474936067","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000006712668"}],"foaf:name":[{"@language":"en","@value":"Mizuno Kumiko"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Drug and Food Science, Shizuoka Institute of Environment and Hygiene"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679474936069","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000006712684"}],"foaf:name":[{"@language":"en","@value":"Fujiwara Atsuko"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Drug and Food Science, Shizuoka Institute of Environment and Hygiene"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679474936073","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000006712681"}],"foaf:name":[{"@language":"en","@value":"Kamimura Mitsuko"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Drug and Food Science, Shizuoka Institute of Environment and Hygiene"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679474936068","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000006712678"}],"foaf:name":[{"@language":"en","@value":"Ueno Chie"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Drug and Food Science, Shizuoka Institute of Environment and Hygiene"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679474936065","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000006712675"}],"foaf:name":[{"@language":"en","@value":"Suzuki Nobuyuki"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Drug and Food Science, Shizuoka Institute of Environment and Hygiene"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679474936066","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000006712687"}],"foaf:name":[{"@language":"en","@value":"Owada Kazuhiro"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Drug and Food Science, Shizuoka Institute of Environment and Hygiene"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679474936070","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000006712690"}],"foaf:name":[{"@language":"en","@value":"Ogo Naohisa"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Drug and Food Science, Shizuoka Institute of Environment and Hygiene"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282679474936072","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000006712664"}],"foaf:name":[{"@language":"en","@value":"Yamamoto Masatoshi"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Drug and Food Science, Shizuoka Institute of Environment and Hygiene"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"13449702"},{"@type":"EISSN","@value":"13475207"},{"@type":"CODEN","@value":"JHSCFD"},{"@type":"NDL_BIB_ID","@value":"000000160750"},{"@type":"ISSN","@value":"13449702"},{"@type":"LISSN","@value":"13449702"},{"@type":"NCID","@value":"AA11316464"}],"prism:publicationName":[{"@language":"ja","@value":"ＪＯＵＲＮＡＬ　ＯＦ　ＨＥＡＬＴＨ　ＳＣＩＥＮＣＥ"},{"@language":"en","@value":"Journal of Health Science"},{"@language":"en","@value":"JOURNAL OF HEALTH SCIENCE"},{"@language":"en","@value":"J. Health Sci."},{"@language":"ja","@value":"Ｊ．　Ｈｅａｌｔｈ　Ｓｃｉ．"}],"dc:publisher":[{"@language":"en","@value":"The Pharmaceutical Society of Japan"},{"@language":"ja","@value":"公益社団法人 日本薬学会"}],"prism:publicationDate":"2008","prism:volume":"54","prism:number":"3","prism:startingPage":"310","prism:endingPage":"314"},"reviewed":"false","url":[{"@id":"http://id.ndl.go.jp/bib/9508947"},{"@id":"https://ndlsearch.ndl.go.jp/books/R000000004-I9508947"},{"@id":"https://dl.ndl.go.jp/pid/8717992"},{"@id":"http://www.jstage.jst.go.jp/article/jhs/54/3/54_3_310/_pdf"},{"@id":"https://search.jamas.or.jp/link/ui/2008312964"}],"availableAt":"2008","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=aminotadalafil","dc:title":"aminotadalafil"},{"@id":"https://cir.nii.ac.jp/all?q=stereoisomer","dc:title":"stereoisomer"},{"@id":"https://cir.nii.ac.jp/all?q=chiral%20column","dc:title":"chiral column"},{"@id":"https://cir.nii.ac.jp/all?q=liquid%20chromatography-mass%20spectrometry","dc:title":"liquid chromatography-mass spectrometry"},{"@id":"https://cir.nii.ac.jp/all?q=identification%20test","dc:title":"identification test"},{"@id":"https://cir.nii.ac.jp/all?q=health%20food","dc:title":"health food"}],"relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1360292620940712832","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Electrospray tandem mass spectrometric investigations of tadalafil and its analogue"}]},{"@id":"https://cir.nii.ac.jp/crid/1361137045663872384","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Structure elucidation of sildenafil analogues in herbal products"}]},{"@id":"https://cir.nii.ac.jp/crid/1362262944865858560","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Accurate mass measurement using Fourier transform ion cyclotron resonance mass spectrometry for structure elucidation of designer drug analogs of tadalafil, vardenafil and sildenafil in herbal and 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Adulterants in Dietary Supplements"},{"@language":"ja","@value":"LC/Tribrid Orbitrapによる強壮系健康食品中のPhosphodiesterase-5阻害薬および構造類似体の分析"},{"@language":"ja-Kana","@value":"LC/Tribrid Orbitrap ニ ヨル キョウソウケイ ケンコウ ショクヒン チュウ ノ Phosphodiesterase-5 ソガイヤク オヨビ コウゾウ ルイジタイ ノ ブンセキ"}]},{"@id":"https://cir.nii.ac.jp/crid/1390569247309206656","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"The Configuration of Tadalafil and Tadalafil Analogues Found in Dietary Supplements"},{"@language":"ja","@value":"健康食品に含まれていたタダラフィルおよびタダラフィル構造類似物質の立体配置"},{"@language":"ja-Kana","@value":"ケンコウ ショクヒン ニ フクマレテ イタ タダラフィル オヨビ タダラフィル コウゾウ ルイジ ブッシツ ノ リッタイ ハイチ"}]},{"@id":"https://cir.nii.ac.jp/crid/1570291225660614400","@type":"Article","relationType":["cites"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Chiral liquid chromatography-tandem mass spectrometric methods for steroisomeric pharmaceutical 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