Enantioseparation of milnacipran by HPLC method with hydroxypropyl β-cyclodextrin-based chiral stationary column

Chen, Xiujuan; Zheng, Zhen Zhen; Zhang, Mingyong; LE, JiaYan; Li, Wuhong; Hong, Zhanying

doi:10.5428/pcar20170315

Cited by 2 publications

(2 citation statements)

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“…The repeatability of the method was determined by making 3 injections at three different concentration level (15,30 to be less than 2% for both enantiomers.…”

Section: Precisionmentioning

confidence: 99%

Chromatographic and Computational Studies on the Chiral Recognition of Sulfated β-Cyclodextrin on Enantiomeric Separation of Milnacipran

Pathak

Ec²,

Mohanraj³

et al. 2020

Preprint

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Highlights:1. This is the first report of the enantiomeric separation of milnacipran hydrochloride with RP-HPLC using sulfated β-cyclodextrin, as a chiral mobile phase additive.2. Molecular docking studies for chiral recognition mechanism.3. A cost-effective method as separation time was limited to 5 minutes with the help of the coreshell column. ABSTRACTA new, cost-effective and fast chromatographic method using sulfated β-cyclodextrin (SβCD) as a chiral mobile phase additive (CMPA) was developed and validated for the enantiomeric separation of milnacipran. Milnacipran is an anti-depressant drug. Levo-milnacipran is the active enantiomer with less adverse effects than dextro-milnacipran. Hence, it is imperative to separate the enantiomers of milnacipran. Various parameters affecting enantiomeric resolution, for instance, the effect of type and concentration of cyclodextrins, the effect of pH of the mobile phase, effect of type and concentration of the organic solvent in the mobile phase and effect of type of achiral column, were investigated. We demonstrated successful resolution of enantiomers of milnacipran on reverse-phase HPLC with core-shell Kinetex C8 column (150x4.6mm, 5µ), using a mobile phase consisting of 18:82 v/v acetonitrile: 10mM sodium dihydrogen orthophosphate dihydrate buffer pH 3.0 (adjusted with orthophosphoric acid) containing 10mM SβCD with a flow rate 1.0 ml/minute. The column temperature was ambient and UV detection was carried out at 227 nm with an injection volume of 20µl. This method for enantiomeric separation of milnacipran was validated in accordance with ICH guidelines and successfully applied to the marketed formulation of Levo-milnacipran. Furthermore, molecular docking was used to identify the chiral recognition mechanism. The results of molecular docking corroborated with our experimental findings.

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“…The repeatability of the method was determined by making 3 injections at three different concentration level (15,30 to be less than 2% for both enantiomers.…”

Section: Precisionmentioning

confidence: 99%

Chromatographic and Computational Studies on the Chiral Recognition of Sulfated β-Cyclodextrin on Enantiomeric Separation of Milnacipran

Pathak

Ec²,

Mohanraj³

et al. 2020

Preprint

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“…But there are no reported methods for enantiomeric separation of milnacipran using chiral mobile phase additives. Enantiomers of milnacipran have been separated on chiral columns, hydroxypropyl βcyclodextrin-based chiral column Astec CYCLOBOND™ I 2000 RSP column in reversed-phase mode with resolution of 1.63 [15], acetyl-β-cyclodextrin-based chiral column Astec CYCLOBOND TM I 2000 AC in reversed-phase mode with resolution of 1.74 [16], Chiralcel OJ in normal-phase mode [17] and by a nonchiral HPLC-circular dichroism detector [18] has been reported.…”

Section: Introductionmentioning

confidence: 99%

Chromatographic and Computational Studies on the Chiral Recognition of Sulfated β-Cyclodextrin on Enantiomeric Separation of Milnacipran

Pathak

Coutinho²,

Mohanraj³

et al. 2020

Preprint

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Enantioseparation of milnacipran by HPLC method with hydroxypropyl β-cyclodextrin-based chiral stationary column

Cited by 2 publications

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Chromatographic and Computational Studies on the Chiral Recognition of Sulfated β-Cyclodextrin on Enantiomeric Separation of Milnacipran

Chromatographic and Computational Studies on the Chiral Recognition of Sulfated β-Cyclodextrin on Enantiomeric Separation of Milnacipran

Chromatographic and Computational Studies on the Chiral Recognition of Sulfated β-Cyclodextrin on Enantiomeric Separation of Milnacipran

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