The activity of a chiral molecule can vary from one atropisomer to the other. In this study, the separation of racemic-N-(2-methylphenyl), N ™-(2-chlorophenyl) thiourea (H2L2), a hydrophobic heavy metal trap, has been studied using reversed-phase high-performance liquid chromatography (RP-HPLC) with hydroxypropyl-beta-cyclodextrin (HP-Î²-CD) as a complexing additive to the racemic mixture and hexane-isopropanol as a mobile phase. The stoichiometry and the overall association constant of the complex have been determined using the continuous variation (Job’s plot) method and the Scott’s method respectively.
. Doganoc D Z, Measurement of cadmium residues in muscle, liver and kidney of cattle slaughtered in Isfahan abattoir using grafite furnace atomic absorption spectrometry (GFAAS): a preliminary study, Food Addit Contam., 1996; 13(2): 237-241.
. Lutz E, Lind B, Herin P, Krakau I, Bui T-H and Vahter M, Methyl mercury and inorganic mercury in Swedish pregnant women and in cord blood: influence of fish consumption, J Trace Elem Med Biol., 1996; 10: 61-67.
. Gerhardsson L, Brune D, Nordberg GF and Wester PO, Distribution of cadmium, lead and zinc in lung, liver and kidney in long-term exposed smelter workers, Sci Total Environ., 1986; 50: 65-85.
. Casey CE, Robinson MF, Copper, manganese, zinc, nickel, cadmium and lead in human foetal tissues. Br. J. Nutr., 1978; 39 (3): 639-646.
. Fuerst DE and Jacobsen EN, Thiourea-Catalyzed Enantioselective Cyanosilylation of Ketones, J. Am. Chem. Soc., 2005; 127: 8964-8965.
. Tsogoeva SB, Hately MJ, Yalalov DA, Meindl K, Weckbecker C and Huthmacher K, Synthesis Antimicrobial and Anticancer Evaluation of 1-Aryl-5-(o-methoxyphenyl)-2-S-benzyl Isothiobiurets, Bioorg Med Chem., 2005; 13: 5680-5685.
. Hoashi Y, Yabuta T, Yuan P, Miyabe H and Takemoto Y, Enantioselective tandem Michael reaction to nitroalkene catalyzed by bifunctional thiourea: total synthesis of (???)-epibatidine, Tetrahedron, 2006; 62(2-3): 365-374.
. Joly GD and Jacobsen EN, Thiourea-Catalyzed Enantioselective Hydrophosphonylation of Imines: Practical Access to Enantiomerically Enriched Î±-Amino Phosphonic Acids, J. Am. Chem. Soc., 2004; 126: 4102-4103.
. Dalko PI and Moisan L, In the golden age of organocatalysis, Angew Chem Int., 2004; 43(39): 5138-5175.
. SzemÃ¡n J, Ganzler K, SalgÃ³ A and Szejtli J, Effect of the degree of substitution of cyclodextrin derivatives on chiral separations by high-performance liquid chromatography and capillary electrophoresis, Journal of Chromatography A. 1996; 728 (1-2): 423-431.
. Weseloh G, Bartsch H and KÃ¶nig WA, Separation of basic drugs by capillary electrophoresis using selectively modified cyclodextrins as chiral selectors, Journal of Microcolumn Separations, 1995; 7(4): 355-363.
. Arnaud S, Varesio E, Dreux M, and Veuthey JL, Binding constant dependency of amphetamines with various commercial methylated-beta-cyclodextrins, Electrophoresis, 1999; 20(13): 2670-2679.
. SzemÃ¡n J, Roos N and Csabai K, Ruggedness of enantiomeric separation by capillary electrophoresis and high-performance liquid chromatography with methylated cyclodextrins as chiral selectors, Journal of Chromatography A. 1997; 763 (1): 139-147.
. Szejtli J, Introduction and General Overview of Cyclodextrin Chemistry, Chem Rev., 1998; 98(5): 1743-1754.
. Loftsson T and Brewster ME, Pharmaceutical applications of cyclodextrins. Drug solubilization and stabilization. J Pharm Sci., 1996; 85(10): 1017-1025.
. El Hassan I, Allouch A, Abou Dalle A, Tabcheh M, El-Nakat H and El Omar F, Spectrophotometric characterization of propranol-hydroxypropyl-Î²-cyclodextrin inclusion complex, Asian J Res Chem., 2012; 5(6): 718-721.
. Uekama K, Hirayama F and Irie T, Cyclodextrin drug carrier systems, Chem Rev., 1998; 98(5): 2045-2076.
. a) Szejtli J, Cyclodextrins and their inclusion complexes, Akademiai KiadÃ³, Budapest, 1982. b) Rajewski, R.A. and Stella, V.J., Pharmaceutical applications of cyclodextrins- In vivo drug delivery, J Pharm Sci., 1996; 85(11): 1142-1169.
. Irie T and Uekama K, Pharmaceutical applications of cyclodextrins, Toxicological issues and safety evaluation, J Pharm Sci., 1997; 86(2): 147-162.
. Bellec N, Lorcy D and Robert A, Towards Functionalised Quasi-planar Dithiadiazafulvalenes: Synthesis of Various Precursors, Synthesis, 1998; 10: 1442-1446.
. Job P, In Advanced Physicochemical Experiments, Ann. Chem. 16 (1936), p. 54, Oliner and Boyd, Edinburgh, UK, 2nd Edition, (1964).
. Scott RL, Some Comments on the Benesi-Hildebrand Equation. Recueil des Travaux Chimiques des Pays-Bas, Recl. Trav. Chim., 1956; 75: 787-789.
. Lamparczyk H and Zarzycki PK, Effect of temperature on separation of norgestrel enantiomers by high-performance liquid chromatography, J. Chromatogr., A, 1994; 668(2): 413-417.
. TÃ¡rkÃ¡nyi G, Quantitative approach for the screening of cyclodextrins by nuclear magnetic resonance spectroscopy in support of chiral separations in liquid chromatography and capillary electrophoresis enantioseparation of norgestrel with alpha-, beta- and gamma-cyclodextrins, J. Chromatogr., A, 2002; 961(2): 257-276.
. Butkus E, Martins JC and Berg U, 1H NMR study on the inclusion of bicyclo[3.3.1]nonanes in cyclodextrins, J. Incl. Phen., 1996; 26: 209-218.
. Grillo R, de Melo NF, Moraes CM, de Lima R, Menezes CM and Ferreira EI, Study of the interaction between hydroxymethylnitrofurazone and 2-hydroxypropyl-beta-cyclodextrin, J. Pharm. Biomed. Anal., 2008; 47: 295-302.
. Petracek FJ, Zekhmeister L, Determination of partion coefficients of carotenoids as a tool in pigment analysis, Anal. Chem., 1956; 28 (9): 1484-1485.
. Mashhood S, Santosh A and Upadhyay K, Complexation studies of pioglitazone hydrochloride and Î²-cyclodextrin: NMR. (1H, ROESY) spectroscopic study in solution, J. Incl. Phenom. Macrocycl. Chem., 2008; 62: 161-165.
How to Cite
Authors who publish with this journal agree to the following terms:
- Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution License that allows others to share the work with an acknowledgment of the work’s authorship and initial publication in this journal.
- Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal’s published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgment of its initial publication in this journal.
- Authors are permitted and encouraged to post their work online (e.g., in institutional repositories or on their website) prior to and during the submission process, as it can lead to productive exchanges, as well as earlier and greater citation of published work (SeeThe Effect of Open Access).
- The author must submit Copyright form After acceptance of the article.