Supramolecular dynamics of thalidomide and its derivatives in water‐sediment system
Identifieur interne : 000761 ( Istex/Curation ); précédent : 000760; suivant : 000762Supramolecular dynamics of thalidomide and its derivatives in water‐sediment system
Auteurs : Imran Ali [Inde, Égypte] ; Vinod K. Gupta [Inde] ; Hassan Y. Aboul-Enein [Égypte, Malaisie]Source :
- Chirality [ 0899-0042 ] ; 2010-05-05.
English descriptors
- Teeft :
- Acetonitrile, Adsorption, Chiral, Chiral interconversions, Chiral inversion, Chiral resolution, Chiral separation, Chiral thalidomide, Chirality, Chromatographic parameters, Contact time, Derivative, Dynamic equilibrium, Enantiomer, Equilibrium concentration, Experimental conditions, Freundlich, Freundlich constants, Hplc, Interconversions, Kinetics, Natural conditions, Particle size, Percentage recoveries, Pure thalidomides, Racemic, Rate constants, Resolution factors, Retention times, Riverine, Riverine water, Ruthenium, Sediment, Sediment samples, Sodium magnesium silicate, Solid phase extraction, Spiked water samples, Supramolecular, Supramolecular dynamics, Supramolecular level, Thalidomide, Thalidomide derivatives, Thalidomide enantiomers, Thalidomide table, Zymark turbo.
Abstract
The contamination of drug residues, including chiral ones, is not acceptable in earth's ecosystem. The dynamicity of enantiomers of thalidomide and its derivatives (3‐methyl thalidomide, 3‐ethyl thalidomide, and 3‐butyl thalidomide) was ascertained at supramolecular level in water‐sediment system using solid phase extraction (SPE) and stereoselective HPLC. Enantiomeric separation of these drugs was carried out on Ceramosphere RU‐2 (25 cm × 0.46 cm, particle size 50 μm) chiral column using pure ethanol (1.0 ml/min) as eluent at 230 nm detection. Retention times, capacity, separation, and resolution factors of the enantiomers of these drugs were in the range of 20.0–36.0, 2.08–3.93, 1.35–1.57, and 1.0–2.0 min, respectively. Percentage recoveries of the enantiomers in SPE were in the range of 90.0 to 95.0 in water‐sediment system. Langmuir and Freundlich model were best fitted for dynamic equilibrium concentrations at different experimental parameters. Thalidomide and its derivatives follow first‐order kinetics at dynamic equilibrium. The rate constants of chiral interconversions were 0.390 and 0.385 days−1 for S‐ and R‐enantiomers, respectively. The uptake of thalidomide by sediment is quite good and of endothermic nature indicating good self‐purification capacity of the nature for such toxic species. Chirality, 2010. © 2009 Wiley‐Liss, Inc.
Url:
DOI: 10.1002/chir.20757
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Aboul‐Enein, Pharmaceutical and Medicinal Chemistry Department, National Research Centre, Dokki, Cairo 12311</wicri:regionArea></affiliation></author></analytic><monogr></monogr><series><title level="j" type="main">Chirality</title><title level="j" type="alt">CHIRALITY</title><idno type="ISSN">0899-0042</idno><idno type="eISSN">1520-636X</idno><imprint><biblScope unit="vol">22</biblScope><biblScope unit="issue">4</biblScope><biblScope unit="page" from="416">416</biblScope><biblScope unit="page" to="424">424</biblScope><biblScope unit="page-count">9</biblScope><publisher>Wiley Subscription Services, Inc., A Wiley Company</publisher><pubPlace>Hoboken</pubPlace><date type="published" when="2010-05-05">2010-05-05</date></imprint><idno type="ISSN">0899-0042</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0899-0042</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="Teeft" xml:lang="en"><term>Acetonitrile</term><term>Adsorption</term><term>Chiral</term><term>Chiral interconversions</term><term>Chiral inversion</term><term>Chiral resolution</term><term>Chiral separation</term><term>Chiral thalidomide</term><term>Chirality</term><term>Chromatographic parameters</term><term>Contact time</term><term>Derivative</term><term>Dynamic equilibrium</term><term>Enantiomer</term><term>Equilibrium concentration</term><term>Experimental conditions</term><term>Freundlich</term><term>Freundlich constants</term><term>Hplc</term><term>Interconversions</term><term>Kinetics</term><term>Natural conditions</term><term>Particle size</term><term>Percentage recoveries</term><term>Pure thalidomides</term><term>Racemic</term><term>Rate constants</term><term>Resolution factors</term><term>Retention times</term><term>Riverine</term><term>Riverine water</term><term>Ruthenium</term><term>Sediment</term><term>Sediment samples</term><term>Sodium magnesium silicate</term><term>Solid phase extraction</term><term>Spiked water samples</term><term>Supramolecular</term><term>Supramolecular dynamics</term><term>Supramolecular level</term><term>Thalidomide</term><term>Thalidomide derivatives</term><term>Thalidomide enantiomers</term><term>Thalidomide table</term><term>Zymark turbo</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The contamination of drug residues, including chiral ones, is not acceptable in earth's ecosystem. The dynamicity of enantiomers of thalidomide and its derivatives (3‐methyl thalidomide, 3‐ethyl thalidomide, and 3‐butyl thalidomide) was ascertained at supramolecular level in water‐sediment system using solid phase extraction (SPE) and stereoselective HPLC. Enantiomeric separation of these drugs was carried out on Ceramosphere RU‐2 (25 cm × 0.46 cm, particle size 50 μm) chiral column using pure ethanol (1.0 ml/min) as eluent at 230 nm detection. Retention times, capacity, separation, and resolution factors of the enantiomers of these drugs were in the range of 20.0–36.0, 2.08–3.93, 1.35–1.57, and 1.0–2.0 min, respectively. Percentage recoveries of the enantiomers in SPE were in the range of 90.0 to 95.0 in water‐sediment system. Langmuir and Freundlich model were best fitted for dynamic equilibrium concentrations at different experimental parameters. Thalidomide and its derivatives follow first‐order kinetics at dynamic equilibrium. The rate constants of chiral interconversions were 0.390 and 0.385 days−1 for S‐ and R‐enantiomers, respectively. The uptake of thalidomide by sediment is quite good and of endothermic nature indicating good self‐purification capacity of the nature for such toxic species. Chirality, 2010. © 2009 Wiley‐Liss, Inc.</div></front></TEI></record>Pour manipuler ce document sous Unix (Dilib)
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