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Enantioresolution of Amphetamine, Metamphetamine, and Deprenyl ( Selegiline) by LC, GC, and CE. การแยก enantiomeric ( R , S , (+), (-) form) ของ amphetamine,methamphetamine, และ selegiline ด้วยวิธี LC , GC และ CE นำเสนอโดย น.ส. อรทัย กฤษณานุวัฒน์ รหัสนักศึกษา 51312336.
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Enantioresolution of Amphetamine, Metamphetamine, and Deprenyl ( Selegiline) by LC, GC, and CE การแยกenantiomeric (R, S, (+), (-)form)ของ amphetamine,methamphetamine,และselegiline ด้วยวิธีLC, GCและCE นำเสนอโดยน.ส. อรทัย กฤษณานุวัฒน์ รหัสนักศึกษา 51312336
จุดประสงค์ของงานวิจัยจุดประสงค์ของงานวิจัย
Enantiomer ? • - Sterioisomer • - Isomer are two or more compounds • with the same molecular composition but different • Structures result in different properties • Example of structural isomer (a) butane and (b) isobutane
*Stereoisomers describes compounds with the same Molecularformula and chemical structure but the atom are orientatedin different direction. *There are two isomer each a mirror image of the other call enantiomers These two molecules are stereoisomer or enantiomer
H2N H H NH2 CH3 CH3 l-Amphetamine d-Amphetamine CH3NH H H NHCH3 CH3 CH3 l-Methamphetamine d-Methamphetamine *The mean of d-,l-, (+) , (-) ,R- and S- - if an isomer rotates the plane clockwise label (+) termed d - its counter is label (-) termed l Structures of enantiomers of amphetamine and methamphetamine
* Amphetamine , methamphetamine and selegiline are chiral compound
* The legimate uses of amphetamine and • methamphetaminehyperactivityand treatment • of exogenous obesity • * The rapid and effective enantioresolution is • importantfor pharmacological, toxicological, • forensic studies and product quality control • * Capillary electrophoresis (CE) may be the best • for the rapid analysis of small amounts of pure • compound • * Greater sensitivity and reproducibility of GC or • LC may be needed when analyzing low levels • of a compound
*Materials And Method - LC and CE Fisher Scientific - LC Cyclobond 2000 LC column Cyclobond 2000 RSP LC column Cyclobond 2000 DMPLC column Cyclobond 2000 RN LC column Cyclobond 2000 SN LC column - GC Chiraldex - DM capillary GC column Chiraldex G-PN GC column
Result and Discussion Derivatized cyclodextrin chiral stationary phase methamphetamine pseudoephedrine amphetamine ephedrine Chiraldex G-PN column
Selegiline Chiraldex - DM column
* The ability to rapid determine enantiomeric rations of methamphetamine and its possible precursors in a single run can be useful for forensic identification * IT is not necessary for routine pharmaceutical analyses
AM LC MA MA CE AM
o-phthaldehyde (OPA) • naphthalene- dialdehyde (NDA) • aromatic anhydrides (AA) • 9- fluorenylmethylchloroformate (FMOC) • 6- aminoquinolyl-N-hydroxysuccinimidyl • carbamate (AQC) • For chiral amines and amino acid where • enantioseparations are also involved AQC, • AA and FMOC Fluorescent taggingagent
Reversed- organic mode Polar- organic mode - LC enantiomeric separation of AQC-amphetamine tagging agent
Conclusions • - Clearly, different approaches are useful for • biological assay , forensic assays and QC • of a pharmaceutical product • One chiral separation method may be • superior to another