Synthesis of deuterium-labeled atorvastatin and its metabolites for use as internal standards in a LC/MS/MS method developed for quantitation of the drug and its metabolites in human serum
D5‐labeled isotopomers of atorvastatin, atorvastatin lactone and its hydroxy metabolites were synthesized as internal standards for use in a LC/MS/MS method developed for the simultaneous quantitative determination of atorvastatin and its hydroxy metabolites in human serum. d5‐Atorvastatin and d5‐at...
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| Published in | Journal of labelled compounds & radiopharmaceuticals Vol. 43; no. 3; pp. 261 - 270 |
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| Main Authors | , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
Chichester, UK
John Wiley & Sons, Ltd
15.03.2000
Wiley |
| Subjects | |
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| Abstract | D5‐labeled isotopomers of atorvastatin, atorvastatin lactone and its hydroxy metabolites were synthesized as internal standards for use in a LC/MS/MS method developed for the simultaneous quantitative determination of atorvastatin and its hydroxy metabolites in human serum. d5‐Atorvastatin and d5‐atorvastatin lactone were prepared from d5‐aniline whereas their corresponding hydroxy metabolites were synthesized using d5‐benzaldehyde. Copyright © 2000 John Wiley & Sons, Ltd. |
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| AbstractList | D5‐labeled isotopomers of atorvastatin, atorvastatin lactone and its hydroxy metabolites were synthesized as internal standards for use in a LC/MS/MS method developed for the simultaneous quantitative determination of atorvastatin and its hydroxy metabolites in human serum. d5‐Atorvastatin and d5‐atorvastatin lactone were prepared from d5‐aniline whereas their corresponding hydroxy metabolites were synthesized using d5‐benzaldehyde. Copyright © 2000 John Wiley & Sons, Ltd. D-5-labeled isotopomers of atorvastatin, atorvastatin lactone and its hydroxy metabolites were synthesized as internal standards for use in a LC/MS/MS method developed for the simultaneous quantitative determination of atorvastatin and its hydroxy metabolites in human serum, d(5)-Atorvastatin and d(5)-atorvastatin lactone were prepared from d(5)-aniline whereas their corresponding hydroxy metabolites were synthesized using d(5)-benzaldehyde. |
| Author | Sundeen, Joseph E. Jemal, Mohammed Guo, Peng Bednarz, Mark S. Ahmed, Syed Z. Hangeland, Jon J. Chen, Bang-Chi |
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| Keywords | atorvastatin lactone hydroxy metabolites POTENT PHARMACOKINETICS deuterium HEALTHY-SUBJECTS HMG-COA REDUCTASE INHIBITOR atorvastatin Deuterium Biological fluid Diol Isotope labelling Nitrogen heterocycle Metabolite Internal standard Pyran derivatives Lactone Liquid chromatography Hydrogen Isotopes Blood Pyrrole derivatives Hydroxyacid Mass spectrometry MS/MS Simultaneous measurement Atorvastatin Phenols Carboxamide Chemical synthesis Blood serum Quantitative analysis |
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| References | Kantola, T (WOS:000075103400008) 1998; 64 Gibson, DM (WOS:A1996UC84200009) 1996; 36 Jemal, M (WOS:000080694100004) 1999; 13 Cilla, DD (WOS:A1996WA95700011) 1996; 60 OIKAWA Y (WOS:000085487000007.7) 1985; 63 Lea, AP (WOS:A1997WV61300012) 1997; 53 Shum, YY (WOS:000071835500008) 1998; 20 Posvar, EL (WOS:A1996VE23600009) 1996; 36 PAK, CS (WOS:A1992KD41000009) 1992 RADULOVIC, LL (WOS:A1995TD05200006) 1995; 35 BAUMANN, KL (WOS:A1992HQ79000010) 1992; 33 |
| References_xml | – start-page: 1213 year: 1992 ident: WOS:A1992KD41000009 article-title: AMINOLYSIS OF 5-ACYL-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONES (ACYL MELDRUM ACIDS) AS A VERSATILE METHOD FOR THE SYNTHESIS OF BETA-OXO CARBOXAMIDES publication-title: SYNTHESIS-STUTTGART – volume: 20 start-page: 41 year: 1998 ident: WOS:000071835500008 article-title: Development, validation, and interlaboratory comparison of an HMG-CoA reductase inhibition assay for quantitation of atrovastatin in plasma matrices publication-title: THERAPEUTIC DRUG MONITORING – volume: 35 start-page: 990 year: 1995 ident: WOS:A1995TD05200006 article-title: EFFECT OF FOOD ON THE BIOAVAILABILITY OF ATORVASTATIN, AN HMG-COA REDUCTASE INHIBITOR publication-title: JOURNAL OF CLINICAL PHARMACOLOGY – volume: 33 start-page: 2283 year: 1992 ident: WOS:A1992HQ79000010 article-title: THE CONVERGENT SYNTHESIS OF CI-981, AN OPTICALLY-ACTIVE, HIGHLY POTENT, TISSUE SELECTIVE INHIBITOR OF HMG-COA REDUCTASE publication-title: TETRAHEDRON LETTERS – volume: 36 start-page: 728 year: 1996 ident: WOS:A1996VE23600009 article-title: Tolerance and pharmacokinetics of single-dose atorvastatin, a potent inhibitor of HMG-CoA reductase, in healthy subjects publication-title: JOURNAL OF CLINICAL PHARMACOLOGY – volume: 13 start-page: 1003 year: 1999 ident: WOS:000080694100004 article-title: Quantitation of the acid and lactone forms of atorvastatin and its biotransformation products in human serum by high-performance liquid chromatography with electrospray tandem mass spectrometry publication-title: RAPID COMMUNICATIONS IN MASS SPECTROMETRY – volume: 63 start-page: 198 year: 1985 ident: WOS:000085487000007.7 publication-title: ORG SYNTH – volume: 36 start-page: 242 year: 1996 ident: WOS:A1996UC84200009 article-title: Effect of age and gender on pharmacokinetics of atorvastatin in humans publication-title: JOURNAL OF CLINICAL PHARMACOLOGY – volume: 64 start-page: 58 year: 1998 ident: WOS:000075103400008 article-title: Effect of itraconazole on the pharmacokinetics of atorvastatin publication-title: CLINICAL PHARMACOLOGY & THERAPEUTICS – volume: 53 start-page: 828 year: 1997 ident: WOS:A1997WV61300012 article-title: Atorvastatin - A review of its pharmacology and therapeutic potential in the management of hyperlipidaemias publication-title: DRUGS – volume: 60 start-page: 687 year: 1996 ident: WOS:A1996WA95700011 article-title: Multiple-dose pharmacokinetics, pharmacodynamics, and safety of atorvastatin, an inhibitor of HMG-CoA reductase, in healthy subjects publication-title: CLINICAL PHARMACOLOGY & THERAPEUTICS |
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| Snippet | D5‐labeled isotopomers of atorvastatin, atorvastatin lactone and its hydroxy metabolites were synthesized as internal standards for use in a LC/MS/MS method... D-5-labeled isotopomers of atorvastatin, atorvastatin lactone and its hydroxy metabolites were synthesized as internal standards for use in a LC/MS/MS method... |
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| SubjectTerms | Analysis atorvastatin atorvastatin lactone Biochemical Research Methods Biochemistry & Molecular Biology Biological and medical sciences Chemistry Chemistry, Analytical Chemistry, Medicinal deuterium Exact sciences and technology General pharmacology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives hydroxy metabolites Life Sciences & Biomedicine Medical sciences Organic chemistry Pharmacology & Pharmacy Pharmacology. Drug treatments Physical Sciences Preparations and properties Science & Technology |
| Title | Synthesis of deuterium-labeled atorvastatin and its metabolites for use as internal standards in a LC/MS/MS method developed for quantitation of the drug and its metabolites in human serum |
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