Enantiomeric separation of R,S-naproxen by conventional and nano-liquid chromatography with methyl-β-cyclodextrin as a mobile phase additive

Healy, Liam O.; Murrihy, John P; Tan, Aimin; Cocker, David R.; McEnery, Mairead; Glennon, Jeremy D.

doi:10.1016/s0021-9673(01)01044-5

Cited by 37 publications

(26 citation statements)

References 22 publications

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“…This approach is commonly used in the field of capillary electrophoresis and offers some excellent performance and enantioselectivities. [31][32][33] On the other hand, it has been used to a lesser extent in HPLC, 34,35 mainly because of the excellent behaviour of CSP in LC, and also because of the consumption of cyclodextrins under conventional HPLC conditions at 1 ml/min.…”

Section: Direct Chromatographic Separation Using a Chiral Mobile Phasmentioning

confidence: 99%

Fast chiral separation of drugs using columns packed with sub‐2 μm particles and ultra‐high pressure

et al. 2009

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The use of columns packed with sub-2 lm particles in liquid chromatography with very high pressure conditions (known as UHPLC) was investigated for the fast enantioseparation of drugs. Two different procedures were evaluated and compared using amphetamine derivatives and b-blockers as model compounds. In one case, cyclodextrins (CD) were directly added to the mobile phase and chiral separations were carried out in less than 5 min. However, this strategy suffered from several drawbacks linked to column lifetime and low chromatographic efficiencies. In the other case, the analysis of enantiomers was carried out after a derivatization procedure using two different reagents, 2,3,4-tri-O-acetyl-a-D-arabinopyranosyl isothiocyanate (AITC) and N-a-(2,4-dinitro-5-fluorophenyl)-L-alaninamide (Marfey's reagent). Separation of several amphetamine derivatives contained within the same sample was achieved in 2-5 min with high efficiency and selectivity. The proposed approach was also successfully applied to the enantiomeric purity determination of (1)

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Section: Direct Chromatographic Separation Using a Chiral Mobile Phasmentioning

confidence: 99%

Fast chiral separation of drugs using columns packed with sub‐2 μm particles and ultra‐high pressure

et al. 2009

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“…In this sense, Healy et al [114] have transferred a conventional LC method for the separation of R,S-naproxen into a nano-LC system, based on the use of methylb-CD as a mobile phase additive. It was demonstrated that working in the same optimum conditions, baseline resolution was still obtained (same a values were obtained in both LC and nano-LC) by nano-LC with 1000-fold reduction in reagent consumption.…”

Section: Analysis Of Enantiomersmentioning

confidence: 99%

Recent applications in nanoliquid chromatography

Hernández-Borges

Aturki

Rocco

et al. 2007

J of Separation Science

116

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Since its first introduction by Karlsson and Novotny in 1988 nano-LC has emerged as a complementary and/or competitive separation method to conventional HPLC, offering several advantages such as higher efficiency, ability to work with minute sample sizes and lower consumption of mobile phases, and better compatibility with MS, etc. Although its use was not so extended initially, in the last years new and interesting applications have appeared which deserve to be carefully considered. The aim of this review is therefore to provide an updated and critical survey of different nano-LC applications in analytical chemistry.

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“…In that work [29] only racemic naproxen was resolved in its enantiomers with an octadecylsilica (ODS) packed capillary column of 75 lm id. The two chiral compounds were eluted with ACNsodium acetate buffer pH 3 mixture containing methylated-b-CD as the mobile phase.…”

Section: Introductionmentioning

confidence: 99%

Enantiomeric separation of acidic compounds by nano‐liquid chromatography with methylated‐β‐cyclodextrin as a mobile phase additive

Rocco¹,

Fanali²

2009

J of Separation Science

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Some racemic nonsteroidal anti-inflammatory drugs, namely naproxen, indoprofen, ketoprofen, flurbiprofen, carprofen, cicloprofen, flunoxaprofen and suprofen were separated into their enantiomers by nano-LC. Chiral recognition was achieved adding to the mobile phase heptakis (2,3,6-tri-O-methyl)-beta-cyclodextrin (TM-beta-CD). Capillary columns of 100 microm id, packed with different RP particles were used for experiments. Effect of experimental parameters such as mobile phase composition, stationary phase type and length of packed capillary column on retention factor and chiral resolution of analytes were studied. The stationary phase type played a very important role in the enantiorecognition process. Best results in terms of highest enantioresolution factor and largest number of separated enantiomers were obtained reducing the particles size to 3 microm with RP(18) stationary phase. Most favourable mobile phase for enantiodiscrimination was obtained using relatively low concentrations of ACN (30%, v/v), 30 mM of TM-beta-CD and pH value of 3.0. The retention time of all studied enantiomers decreased by increasing the CD derivative concentration. The retention factors of selected studied compounds, specifically flurbiprofen, naproxen and suprofen, were measured employing TM-beta-CD concentrations in the range 0-40 mM. Assuming a 1:1 enantiomer/CD ratio, the apparent association constants of the studied enantiomers were calculated.

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Enantiomeric separation of R,S-naproxen by conventional and nano-liquid chromatography with methyl-β-cyclodextrin as a mobile phase additive

Cited by 37 publications

References 22 publications

Fast chiral separation of drugs using columns packed with sub‐2 μm particles and ultra‐high pressure

Fast chiral separation of drugs using columns packed with sub‐2 μm particles and ultra‐high pressure

Recent applications in nanoliquid chromatography

Enantiomeric separation of acidic compounds by nano‐liquid chromatography with methylated‐β‐cyclodextrin as a mobile phase additive

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