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Chiral separation and modeling of quinolones on teicoplanin macrocyclic glycopeptide antibiotics CSP
Author(s) -
Ali Imran,
Suhail Mohd,
Asnin Leonid
Publication year - 2018
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.23024
Subject(s) - chemistry , enantiomer , teicoplanin , chromatography , high performance liquid chromatography , resolution (logic) , chiral column chromatography , glycopeptide , detection limit , stereochemistry , antibiotics , bacteria , vancomycin , biochemistry , biology , computer science , artificial intelligence , genetics , staphylococcus aureus
New chiral high‐performance liquid chromatography (HPLC) method for the enantiomeric resolution of quinolones is developed and described. The column used was Chirobiotic T (150 × 4.6 mm, 5.0 μm). Three mobile phases used were MeOH:ACN:Water:TEA (70:10:20:0.1%), (60:30:10:0.1%), and (50:30:20:0.1%). The flow rate of the mobile phases was 1.0 mL/min with UV detection at different wavelengths. The values of retention, resolution, and separation factors ranged from 1.5 to 6.0, 1.80 to 2.25, and 2.86 to 6.0, respectively. The limit of detection and quantification ranged from 4.0 to 12 ng and 40 to 52 ng, respectively. The modeling studies indicated strong interactions of R‐enantiomers with teicoplanin chiral selector than S‐enantiomers. The supra molecular mechanism of the chiral recognition was established by modeling and chromatographic studies. It was observed that hydrogen bondings and π‐π interactions are the major forces for chiral separation. The present chiral HPLC method may be used for enantiomeric resolution of quinolones in any matrices.