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Volumn 40, Issue 13, 2005, Pages 2745-2759

Enantiomeric separation of fused polycycles by HPLC with cyclodextrin and macrocyclic glycopeptide chiral stationary phases

Author keywords

Chiral stationary phase; Cyclodextrin; Enantiomeric separation; Fused polycycles; Macrocyclic glycopeptide

Indexed keywords

HIGH PRESSURE LIQUID CHROMATOGRAPHY; PHASE COMPOSITION; POLYPEPTIDES; SEPARATION;

EID: 29744448946     PISSN: 01496395     EISSN: 15205754     Source Type: Journal    
DOI: 10.1080/01496390500290535     Document Type: Article
Times cited : (6)

References (35)
  • 1
    • 29744446472 scopus 로고
    • (-)-Misramine: An unusual proaporphine alkaloid
    • Kende, A.S. and Johnson, S. (1985) (-)-Misramine: an unusual proaporphine alkaloid. J. Org. Chem., 50 (5): 729-730.
    • (1985) J. Org. Chem. , vol.50 , Issue.5 , pp. 729-730
    • Kende, A.S.1    Johnson, S.2
  • 2
    • 0006958254 scopus 로고
    • Labrandine: A new pentacyclic proaporphine alkaloid from roemeria hybrida
    • Gözler, B. (1990) Labrandine: a new pentacyclic proaporphine alkaloid from roemeria hybrida. Heterocycles, 31 (1): 149-152.
    • (1990) Heterocycles , vol.31 , Issue.1 , pp. 149-152
    • Gözler, B.1
  • 3
    • 0027738041 scopus 로고
    • Biogenetically diverse, bioactive constituents of a sponge, order verongida: Bromotyramines and sesquiterpene-shikimate derived metabolites
    • Hamann, M.T. and Scheuer, P.J. (1993) Biogenetically diverse, bioactive constituents of a sponge, order verongida: bromotyramines and sesquiterpene-shikimate derived metabolites. J. Org. Chem., 58 (24): 6565-6569.
    • (1993) J. Org. Chem. , vol.58 , Issue.24 , pp. 6565-6569
    • Hamann, M.T.1    Scheuer, P.J.2
  • 4
    • 33749109182 scopus 로고
    • A new antibiotic chlorosesquiterpene from the Caribbean sponge Smenospongia aurea
    • Aiello, A., Fattorusso, E., and Menna, M. (1993) A new antibiotic chlorosesquiterpene from the Caribbean sponge Smenospongia aurea. Z. Naturforsch., 48b (2): 209-212.
    • (1993) Z. Naturforsch. , vol.48 B , Issue.2 , pp. 209-212
    • Aiello, A.1    Fattorusso, E.2    Menna, M.3
  • 5
    • 0027714776 scopus 로고
    • Biosynthesis of the phenazine antibiotics, the saphenamycins and esmeraldins, in Streptomyces antibioticus
    • Van't Land, C.W., Mocek, U., and Floss, H.G. (1993) Biosynthesis of the phenazine antibiotics, the saphenamycins and esmeraldins, in Streptomyces antibioticus. J. Org. Chem., 58 (24): 6576-6582.
    • (1993) J. Org. Chem. , vol.58 , Issue.24 , pp. 6576-6582
    • Van't Land, C.W.1    Mocek, U.2    Floss, H.G.3
  • 7
    • 29744446475 scopus 로고    scopus 로고
    • Preparation of condensed pyrazole compounds as a kynurenine-3-hydroxylase inhibitors. WO Patent 9906374
    • Varasi, M., Pevarello, P., Heidempergher, F., Toma, S., and Speciale, C. Preparation of condensed pyrazole compounds as a kynurenine-3-hydroxylase inhibitors. WO Patent 9906374, 1999.
    • (1999)
    • Varasi, M.1    Pevarello, P.2    Heidempergher, F.3    Toma, S.4    Speciale, C.5
  • 8
    • 29744436867 scopus 로고    scopus 로고
    • Preparation of substituted 4,9-dihydrocyclopenta[lmn]-phenanthridine-5- ones and derivatives thereof as PARP inhibitors. WO Patent 2002006240
    • Li, J.-H., Zhang, J., and Kalish, V.-J. Preparation of substituted 4,9-dihydrocyclopenta[lmn]-phenanthridine-5-ones and derivatives thereof as PARP inhibitors. WO Patent 2002006240, 2002.
    • (2002)
    • Li, J.-H.1    Zhang, J.2    Kalish, V.-J.3
  • 9
    • 29744448725 scopus 로고    scopus 로고
    • Preparation of substituted 4,9-dihydrocyclopenta[lmn]-phenanthridine-5- ones as PARP inhibitors. WO Patent 2003057145
    • Li, J.-H., Zhang, J., and Kalish, V.-J. Preparation of substituted 4,9-dihydrocyclopenta[lmn]-phenanthridine-5-ones as PARP inhibitors. WO Patent 2003057145, 2003.
    • (2003)
    • Li, J.-H.1    Zhang, J.2    Kalish, V.-J.3
  • 10
    • 2942643950 scopus 로고    scopus 로고
    • Pd-catalyzed alkyl to aryl migration and cyclization: An efficient synthesis of fused polycycles via multiple C-H activation
    • Huang, Q., Fazio, A., Dai, G., Campo, M.A., and Larock, R.C. (2004) Pd-catalyzed alkyl to aryl migration and cyclization: An efficient synthesis of fused polycycles via multiple C-H activation. J. Am. Chem. Soc., 126 (24): 7460-7461.
    • (2004) J. Am. Chem. Soc. , vol.126 , Issue.24 , pp. 7460-7461
    • Huang, Q.1    Fazio, A.2    Dai, G.3    Campo, M.A.4    Larock, R.C.5
  • 11
    • 0026437190 scopus 로고
    • FDA's policy statement for the development of new stereoisomeric drugs
    • FDA's policy statement for the development of new stereoisomeric drugs. Chirality, 1992, 4: 338-340.
    • (1992) Chirality , Issue.4 , pp. 338-340
  • 12
    • 0021491345 scopus 로고
    • Cyclodextrin bonded phases for the liquid Chromatographic separation of optical, geometrical, and structural isomers
    • Armstrong, D.W. and DeMond, W. (1984) Cyclodextrin bonded phases for the liquid Chromatographic separation of optical, geometrical, and structural isomers. J. Chromatogr. Sci., 22 (9): 411-415.
    • (1984) J. Chromatogr. Sci. , vol.22 , Issue.9 , pp. 411-415
    • Armstrong, D.W.1    DeMond, W.2
  • 13
    • 0022498516 scopus 로고
    • Separation of drug stereoisomers by the formation of β-cyclodextrin inclusion complexes
    • Armstrong, D.W., Ward, T.J., Armstrong, R.D., and Beesley, T.E. (1986) Separation of drug stereoisomers by the formation of β-cyclodextrin inclusion complexes. Science, 232: 1132-1135.
    • (1986) Science , vol.232 , pp. 1132-1135
    • Armstrong, D.W.1    Ward, T.J.2    Armstrong, R.D.3    Beesley, T.E.4
  • 14
    • 0025365130 scopus 로고
    • (S)-2-Hydroxypropyl-β-cyclodextrin, a new chiral stationary phase for reversed-phase liquid chromatography
    • Stalcup, A.M., Chang, S.-C., and Armstrong, D.W. (1990) (S)-2-Hydroxypropyl-β-cyclodextrin, a new chiral stationary phase for reversed-phase liquid chromatography. J. Chromatogr., 513: 181-194.
    • (1990) J. Chromatogr. , vol.513 , pp. 181-194
    • Stalcup, A.M.1    Chang, S.-C.2    Armstrong, D.W.3
  • 15
    • 0001062002 scopus 로고
    • Derivatized cyclodextrins for normal-phase liquid Chromatographic separation of enantiomers
    • Armstrong, D.W., Stalcup, A.M., Hilton, A.M., Duncan, J.D., Faulkner, J.R., Jr., and Chang, J.R. (1990) Derivatized cyclodextrins for normal-phase liquid Chromatographic separation of enantiomers. Anal. Chem., 62 (15): 1610-1615.
    • (1990) Anal. Chem. , vol.62 , Issue.15 , pp. 1610-1615
    • Armstrong, D.W.1    Stalcup, A.M.2    Hilton, A.M.3    Duncan, J.D.4    Faulkner Jr., J.R.5    Chang, J.R.6
  • 16
    • 0022011425 scopus 로고
    • Separation of metallocene enantiomers by liquid chromatography: Chiral recognition via cyclodextrin bonded phases
    • Armstrong, D.W., DeMond, W., and Czech, B.P. (1985) Separation of metallocene enantiomers by liquid chromatography: chiral recognition via cyclodextrin bonded phases. Anal. Chem., 57 (2): 481-484.
    • (1985) Anal. Chem. , vol.57 , Issue.2 , pp. 481-484
    • Armstrong, D.W.1    DeMond, W.2    Czech, B.P.3
  • 17
    • 0001137384 scopus 로고
    • Synthesis, rapid resolution, and determination of absolute configuration of racemic 2,2′-binaphthyldiyl crown ethers and analogs via β-cyclodextrin complexation
    • Armstrong, D.W., Ward, T.J., Czech, A., Czech, B.P., and Bartsch, R.A. (1985) Synthesis, rapid resolution, and determination of absolute configuration of racemic 2,2′-binaphthyldiyl crown ethers and analogs via β-cyclodextrin complexation. J. Org. Chem., 50 (26): 5556-5559.
    • (1985) J. Org. Chem. , vol.50 , Issue.26 , pp. 5556-5559
    • Armstrong, D.W.1    Ward, T.J.2    Czech, A.3    Czech, B.P.4    Bartsch, R.A.5
  • 18
    • 0028270627 scopus 로고
    • Chiral recognition of structurally related aminoalkylphosphonic acid derivatives on an acetylated beta-cyclodextrin bonded phase
    • Camilleri, P., Reid, C.A., and Manallack, D.T. (1994) Chiral recognition of structurally related aminoalkylphosphonic acid derivatives on an acetylated beta-cyclodextrin bonded phase. Chromatographia, 38 (11-12): 771-775.
    • (1994) Chromatographia , vol.38 , Issue.11-12 , pp. 771-775
    • Camilleri, P.1    Reid, C.A.2    Manallack, D.T.3
  • 19
    • 0031405076 scopus 로고    scopus 로고
    • Comparison of the enantioselectivity of β-cyclodextrin vs. heptakis-2,3-O-dimethyl-β-cyclodextrin LC stationary phases
    • Armstrong, D.W., Chang, L.W., Chang, S.C., Wang, X., Ibrahim, H., Reid, G.R., III, and Beesley, I.E. (1997) Comparison of the enantioselectivity of β-cyclodextrin vs. heptakis-2,3-O-dimethyl-β-cyclodextrin LC stationary phases. J. Liq. Chromatogr. Rel. Technol., 20 (20): 3279-3295.
    • (1997) J. Liq. Chromatogr. Rel. Technol. , vol.20 , Issue.20 , pp. 3279-3295
    • Armstrong, D.W.1    Chang, L.W.2    Chang, S.C.3    Wang, X.4    Ibrahim, H.5    Reid III, G.R.6    Beesley, I.E.7
  • 20
    • 0034655735 scopus 로고    scopus 로고
    • Chiral separations of polar compounds by hydrophilic interaction chromatography with evaporative light scattering detection
    • Risley, D.S. and Strege, M.A. (2000) Chiral separations of polar compounds by hydrophilic interaction chromatography with evaporative light scattering detection. Anal. Chem., 72 (8): 1736-1739.
    • (2000) Anal. Chem. , vol.72 , Issue.8 , pp. 1736-1739
    • Risley, D.S.1    Strege, M.A.2
  • 21
    • 0036346104 scopus 로고    scopus 로고
    • Use of native and derivatized cyclodextrin chiral stationary phases for the enantioseparation of aromatic and aliphatic sulfoxides by high performance liquid chromatography
    • Mitchell, C., Desai, M., McCulla, R., Jenks, W., and Armstrong, D. (2002) Use of native and derivatized cyclodextrin chiral stationary phases for the enantioseparation of aromatic and aliphatic sulfoxides by high performance liquid chromatography. Chromatographia, 56 (3/4): 127-135.
    • (2002) Chromatographia , vol.56 , Issue.3-4 , pp. 127-135
    • Mitchell, C.1    Desai, M.2    McCulla, R.3    Jenks, W.4    Armstrong, D.5
  • 22
    • 0042521049 scopus 로고    scopus 로고
    • Cyclodextrin-based liquid Chromatographic enantiomeric separation of chiral dihydrofurocoumarins, an emerging class of medicinal compounds
    • Schumacher, D.D., Mitchell, C.R., Xiao, T.L., Rozhkov, R.V., Larock, R.C., and Armstrong, D.W. (2003) Cyclodextrin-based liquid Chromatographic enantiomeric separation of chiral dihydrofurocoumarins, an emerging class of medicinal compounds. J. Chromatogr. A, 1011 (1-2): 37-47.
    • (2003) J. Chromatogr. A , vol.1011 , Issue.1-2 , pp. 37-47
    • Schumacher, D.D.1    Mitchell, C.R.2    Xiao, T.L.3    Rozhkov, R.V.4    Larock, R.C.5    Armstrong, D.W.6
  • 23
    • 11344282304 scopus 로고    scopus 로고
    • Separation of chiral furan derivatives by liquid chromatography using cyclodextrin-based chiral stationary phases
    • Han, X., Yao, T., Liu, Y., Larock, R.C., and Armstrong, D.W. (2005) Separation of chiral furan derivatives by liquid chromatography using cyclodextrin-based chiral stationary phases. J. Chromatogr. A, 1063 (1-2): 111-120.
    • (2005) J. Chromatogr. A , vol.1063 , Issue.1-2 , pp. 111-120
    • Han, X.1    Yao, T.2    Liu, Y.3    Larock, R.C.4    Armstrong, D.W.5
  • 24
    • 0028227322 scopus 로고
    • Macrocyclic antibiotics as a new class of chiral selectors for liquid chromatography
    • Armstrong, D.W., Tang, Y., Chen, S., Zhou, Y., Bagwill, C., and Chen, J.-R. (1994) Macrocyclic antibiotics as a new class of chiral selectors for liquid chromatography. Anal. Chem., 66 (9): 1473-1484.
    • (1994) Anal. Chem. , vol.66 , Issue.9 , pp. 1473-1484
    • Armstrong, D.W.1    Tang, Y.2    Chen, S.3    Zhou, Y.4    Bagwill, C.5    Chen, J.-R.6
  • 25
    • 0028352697 scopus 로고
    • Use of a macrocyclic antibiotic as the chiral selector for enantiomeric separations by TLC
    • Armstrong, D.W. and Zhou, Y. (1994) Use of a macrocyclic antibiotic as the chiral selector for enantiomeric separations by TLC. J. Liq. Chromatogr., 17 (8): 1695-1707.
    • (1994) J. Liq. Chromatogr. , vol.17 , Issue.8 , pp. 1695-1707
    • Armstrong, D.W.1    Zhou, Y.2
  • 26
    • 0028884832 scopus 로고
    • Enantiomeric resolution using the macrocyclic antibiotics rifamycin B and rifamycin SV as chiral selectors for capillary electrophoresis
    • Ward, T.J., Dann, C.I., and Blaylock, A. (1995) Enantiomeric resolution using the macrocyclic antibiotics rifamycin B and rifamycin SV as chiral selectors for capillary electrophoresis. J. Chromatogr. A, 715 (2): 337-344.
    • (1995) J. Chromatogr. A , vol.715 , Issue.2 , pp. 337-344
    • Ward, T.J.1    Dann, C.I.2    Blaylock, A.3
  • 27
    • 0029740198 scopus 로고    scopus 로고
    • Comparison and modeling study of vancomycin, ristocetin A, and teicoplanin for CE enantio-separations
    • Gasper, M.P., Berthod, A., Nair, U.B., and Armstrong, D.W. (1996) Comparison and modeling study of vancomycin, ristocetin A, and teicoplanin for CE enantio-separations. Anal. Chem., 68 (15): 2501-2514.
    • (1996) Anal. Chem. , vol.68 , Issue.15 , pp. 2501-2514
    • Gasper, M.P.1    Berthod, A.2    Nair, U.B.3    Armstrong, D.W.4
  • 28
    • 0029913244 scopus 로고    scopus 로고
    • Facile LC enantio-resolution of native amino acids and peptides using a teicoplanin chiral stationary phase
    • Berthod, A., Liu, Y., Bagwill, C., and Armstrong, D.W. (1996) Facile LC enantio-resolution of native amino acids and peptides using a teicoplanin chiral stationary phase. J. Chromatogr. A, 731 (1/2): 123-137.
    • (1996) J. Chromatogr. A , vol.731 , Issue.1-2 , pp. 123-137
    • Berthod, A.1    Liu, Y.2    Bagwill, C.3    Armstrong, D.W.4
  • 30
    • 0031860109 scopus 로고    scopus 로고
    • Enantiomeric separation of several cyclic imides on a macrocyclic antibiotic (vancomycin) chiral stationary phase under normal and reversed phase conditions
    • Aboul-Enein, H.Y. and Serignese, V. (1998) Enantiomeric separation of several cyclic imides on a macrocyclic antibiotic (vancomycin) chiral stationary phase under normal and reversed phase conditions. Chirality, 10 (4): 358-361.
    • (1998) Chirality , vol.10 , Issue.4 , pp. 358-361
    • Aboul-Enein, H.Y.1    Serignese, V.2
  • 32
    • 0034665694 scopus 로고    scopus 로고
    • Evaluation of a vancomycin chiral stationary phase in capillary electrochromatography using polar organic and reversed-phase modes
    • Karlsson, C., Karlsson, L., Armstrong, D.W., and Owens, P.K. (2000) Evaluation of a vancomycin chiral stationary phase in capillary electrochromatography using polar organic and reversed-phase modes. Anal. Chem., 72 (18): 4394-4401.
    • (2000) Anal. Chem. , vol.72 , Issue.18 , pp. 4394-4401
    • Karlsson, C.1    Karlsson, L.2    Armstrong, D.W.3    Owens, P.K.4
  • 33
    • 0034815421 scopus 로고    scopus 로고
    • Reversal of enantiomeric elution order on macrocyclic glycopeptide chiral stationary phases
    • Xiao, T.L., Zhang, B., Lee, J.T., Hui, F., and Armstrong, D.W. (2001) Reversal of enantiomeric elution order on macrocyclic glycopeptide chiral stationary phases. J. Liq. Chromatogr. Rel. Technol., 24 (17): 2673-2684.
    • (2001) J. Liq. Chromatogr. Rel. Technol. , vol.24 , Issue.17 , pp. 2673-2684
    • Xiao, T.L.1    Zhang, B.2    Lee, J.T.3    Hui, F.4    Armstrong, D.W.5
  • 34
    • 0037177506 scopus 로고    scopus 로고
    • Separation of chiral sulfoxides by liquid chromatography using macrocyclic glycopeptide chiral stationary phases
    • Berthod, A., Xiao, T.L., Liu, Y., Jenks, W.S., and Armstrong, D.W. (2002) Separation of chiral sulfoxides by liquid chromatography using macrocyclic glycopeptide chiral stationary phases. J. Chromatogr. A, 955 (1): 53-69.
    • (2002) J. Chromatogr. A , vol.955 , Issue.1 , pp. 53-69
    • Berthod, A.1    Xiao, T.L.2    Liu, Y.3    Jenks, W.S.4    Armstrong, D.W.5
  • 35
    • 0347468896 scopus 로고    scopus 로고
    • Separation of the enantiomers of substituted dihydrofurocoumarins by HPLC using macrocyclic glycopeptide chiral stationary phases
    • Xiao, T.L., Rozhkov, R.V., Larock, R.C., and Armstrong, D.W. (2003) Separation of the enantiomers of substituted dihydrofurocoumarins by HPLC using macrocyclic glycopeptide chiral stationary phases. Anal. Bioanal. Chem., 377 (4): 639-654.
    • (2003) Anal. Bioanal. Chem. , vol.377 , Issue.4 , pp. 639-654
    • Xiao, T.L.1    Rozhkov, R.V.2    Larock, R.C.3    Armstrong, D.W.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.