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Volumn 223, Issue 8, 2008, Pages 515-523

Solid state molecular assemblies of five bile acid derivatives

Author keywords

Bile acids; Crystal packing; Hydrogen bond network; Single crystal structure analysis; X ray diffraction

Indexed keywords


EID: 55849115965     PISSN: 00442968     EISSN: None     Source Type: Journal    
DOI: 10.1524/zkri.2008.0056     Document Type: Article
Times cited : (3)

References (46)
  • 1
    • 14844348567 scopus 로고
    • Paumgartner, G, Stihel, A, Gerok, W, Eds, Kluver Academic Publishers, Dordrecht
    • Paumgartner, G.; Stihel, A.; Gerok, W. (Eds.): Trends in bile acid research. Kluver Academic Publishers, Dordrecht, 1989;
    • (1989) Trends in bile acid research
  • 2
    • 22644439708 scopus 로고    scopus 로고
    • Chemistry and Biology of Bile Acids
    • Mukhopadhyay, S; Maitra, U.: Chemistry and Biology of Bile Acids. Curr. Sci. 87 (2004) 1666-1683.
    • (2004) Curr. Sci , vol.87 , pp. 1666-1683
    • Mukhopadhyay, S.1    Maitra, U.2
  • 4
    • 34548458522 scopus 로고    scopus 로고
    • Exploitation of bile acid transport systems in prodrug design
    • Sievanen, E.: Exploitation of bile acid transport systems in prodrug design. Molecules 12 (2007) 1859-1889.
    • (2007) Molecules , vol.12 , pp. 1859-1889
    • Sievanen, E.1
  • 5
    • 0002503177 scopus 로고    scopus 로고
    • Bile acids as building blocks of supramolecular hosts
    • Tamminen, J.; Kolehmainen, E.: Bile acids as building blocks of supramolecular hosts. Molecules 6 (2001) 21-46;
    • (2001) Molecules , vol.6 , pp. 21-46
    • Tamminen, J.1    Kolehmainen, E.2
  • 6
    • 4544234923 scopus 로고    scopus 로고
    • Use of bile acids in pharmacological and supramolecular applications
    • Virtanen, E.; Kolehmainen, E.: Use of bile acids in pharmacological and supramolecular applications. Eur.J. Org. Chem. (2004) 3385-3399;
    • (2004) Eur.J. Org. Chem , pp. 3385-3399
    • Virtanen, E.1    Kolehmainen, E.2
  • 8
    • 0000747544 scopus 로고
    • Inclusion compounds of dehoxycholic acid
    • Eds J.L. Atwood; J. E. D. Davies; D. D. MacNicol Academic Press: London
    • Giglio, E.: Inclusion compounds of dehoxycholic acid. In: Inclusion Compounds (Eds J.L. Atwood; J. E. D. Davies; D. D. MacNicol) Academic Press: London, (1984) Vol. 2, pp. 207-229;
    • (1984) Inclusion Compounds , vol.2 , pp. 207-229
    • Giglio, E.1
  • 9
    • 0000360638 scopus 로고    scopus 로고
    • Dehoxycholic acid and related hosts
    • Eds. D. D. MacNicol; F. Toda; R. Bishop Pergamon: Oxford, Ch. 6;
    • Miyata, M.; Sada, K: Dehoxycholic acid and related hosts. In: Comprehensive Supramolecular Chemistry (Eds. D. D. MacNicol; F. Toda; R. Bishop) Pergamon: Oxford, 1996; Vol. 6, 147-176, Ch. 6;
    • (1996) Comprehensive Supramolecular Chemistry , vol.6 , pp. 147-176
    • Miyata, M.1    Sada, K.2
  • 12
    • 0028922369 scopus 로고
    • Topological and nontopological rearrangement in crystal lattice of cholic acid inclusion complex induced by guest exchange
    • Shibakami, M.; Tamura, M.; Sekiya, A.: Topological and nontopological rearrangement in crystal lattice of cholic acid inclusion complex induced by guest exchange. J. Am. Chem. Soc. 117 (1995) 4499-4505;
    • (1995) J. Am. Chem. Soc , vol.117 , pp. 4499-4505
    • Shibakami, M.1    Tamura, M.2    Sekiya, A.3
  • 13
    • 0034179225 scopus 로고    scopus 로고
    • The crystal structure of the 2:1 cholic acid - benzophenone clathrate
    • Nowak, E.; Gdaniec, M.; Polonski, T.: The crystal structure of the 2:1 cholic acid - benzophenone clathrate. J. Incl. Phenom. Macrocycl. Chem. 37 (2000) 155-169;
    • (2000) J. Incl. Phenom. Macrocycl. Chem , vol.37 , pp. 155-169
    • Nowak, E.1    Gdaniec, M.2    Polonski, T.3
  • 14
    • 0035808234 scopus 로고    scopus 로고
    • Importance of packing coefficients of host cavities in the isomerization of open host frameworks: Guest-size-dependent isomerization in cholic acid inclusion crystals with monosubstituted benzenes
    • Nakano, K.; Sada, K.; Kurozumi, Y.; Miyata, M.: Importance of packing coefficients of host cavities in the isomerization of open host frameworks: guest-size-dependent isomerization in cholic acid inclusion crystals with monosubstituted benzenes. Chem. Eur. J. 7 (2001) 209-220;
    • (2001) Chem. Eur. J , vol.7 , pp. 209-220
    • Nakano, K.1    Sada, K.2    Kurozumi, Y.3    Miyata, M.4
  • 15
    • 0038219454 scopus 로고    scopus 로고
    • Dependence of selective enclathraction on types of cholic acid crystals
    • Yoswathananont, N.; Sada, K.; Miyata, M.; Akita, S.; Nakano, K.: Dependence of selective enclathraction on types of cholic acid crystals. Org. Biomol. Chem. 1 (2003) 210-214;
    • (2003) Org. Biomol. Chem , vol.1 , pp. 210-214
    • Yoswathananont, N.1    Sada, K.2    Miyata, M.3    Akita, S.4    Nakano, K.5
  • 16
    • 35648981580 scopus 로고    scopus 로고
    • Cholic acid as host for long linear molecules: A series of co-crystals with n-alkylammonia
    • Tomasic, V.; Stefanie, Z.: Cholic acid as host for long linear molecules: a series of co-crystals with n-alkylammonia. CrystEngComm 9 (2007) 1124-1128.
    • (2007) CrystEngComm , vol.9 , pp. 1124-1128
    • Tomasic, V.1    Stefanie, Z.2
  • 17
    • 14844358214 scopus 로고    scopus 로고
    • Bile acid derivatives as enantiodifferentiating host molecules in inclusion processes
    • Bortolini, O.; Fantin, G.; Fogagnolo, M.: Bile acid derivatives as enantiodifferentiating host molecules in inclusion processes. Chirality 17 (2005) 121-130;
    • (2005) Chirality , vol.17 , pp. 121-130
    • Bortolini, O.1    Fantin, G.2    Fogagnolo, M.3
  • 18
    • 32444451543 scopus 로고    scopus 로고
    • Bertolasi, V.; Bortolini, O.; Fantin, G.; Fogagnolo, M.; Pretto, L.: Inclusion of cyclic carbonates by a cholic acid host: structure and enantioselection. Tetrahedron: Asymmetry 17 (2006) 308-312;
    • Bertolasi, V.; Bortolini, O.; Fantin, G.; Fogagnolo, M.; Pretto, L.: Inclusion of cyclic carbonates by a cholic acid host: structure and enantioselection. Tetrahedron: Asymmetry 17 (2006) 308-312;
  • 20
    • 0033082647 scopus 로고    scopus 로고
    • Enantioselective inclusion complexation of N-Nitrosopiperidines by steroidal bile acids
    • Gdaniec, M.; Milewska, M.; Polonski, T.: Enantioselective inclusion complexation of N-Nitrosopiperidines by steroidal bile acids. Angew. Chem. Int. Ed. 38 (1999) 392-395;
    • (1999) Angew. Chem. Int. Ed , vol.38 , pp. 392-395
    • Gdaniec, M.1    Milewska, M.2    Polonski, T.3
  • 21
    • 0348048756 scopus 로고    scopus 로고
    • Optical activity of benzophenone and thiobenzophenone generated by spontaneous crystallization and inclusion complexation with cholic acid
    • Srzyrszyng, M.; Nowak, E.; Gdaniec, M.; Milewska, M.J.; Polonski, T.: Optical activity of benzophenone and thiobenzophenone generated by spontaneous crystallization and inclusion complexation with cholic acid. Tetrahedron: Asymmetry 15 (2004) 103-107:
    • (2004) Tetrahedron: Asymmetry , vol.15 , pp. 103-107
    • Srzyrszyng, M.1    Nowak, E.2    Gdaniec, M.3    Milewska, M.J.4    Polonski, T.5
  • 22
    • 13844312525 scopus 로고    scopus 로고
    • Deoxycholic, cholic, and apocholic acids
    • Eds. J. L. Atwood; J. W. Steed Marcel Dekker: New York
    • Miyata, M.; Sada, K.; Yoswathananont, N.: Deoxycholic, cholic, and apocholic acids. In: Encyclopedia of Supramolecular Chemistry (Eds. J. L. Atwood; J. W. Steed) Marcel Dekker: New York, 2004, Vol. 1, 441-451.
    • (2004) Encyclopedia of Supramolecular Chemistry , vol.1 , pp. 441-451
    • Miyata, M.1    Sada, K.2    Yoswathananont, N.3
  • 23
    • 37049083636 scopus 로고
    • A novel molecular channel with hydrogen bond 'hook'; inclusion phenomena of cholamide and the crystal structure of a 1:1 complex of cholanamide and 1,4-dioxane
    • Sada, K.; Kondo, T.; Miyata, M.; Tamada, T.; Miki, K.: A novel molecular channel with hydrogen bond 'hook'; inclusion phenomena of cholamide and the crystal structure of a 1:1 complex of cholanamide and 1,4-dioxane. J. Chem. Soc. Chem. Commun (1993) 753-755;
    • (1993) J. Chem. Soc. Chem. Commun , pp. 753-755
    • Sada, K.1    Kondo, T.2    Miyata, M.3    Tamada, T.4    Miki, K.5
  • 26
    • 0032275936 scopus 로고    scopus 로고
    • Selective inclusion phenomena in litocholamide crystal lattices: Design of bilayered assemblies through ladder-type hydrogen bonding network
    • Hishikawa, Y.; Aoki, Y.; Sada,K.; Miyata, M.: Selective inclusion phenomena in litocholamide crystal lattices: design of bilayered assemblies through ladder-type hydrogen bonding network. Chem. Lett. (1998) 1289-1290.
    • (1998) Chem. Lett , pp. 1289-1290
    • Hishikawa, Y.1    Aoki, Y.2    Sada, K.3    Miyata, M.4
  • 27
    • 34548399805 scopus 로고    scopus 로고
    • Supramolecular chirality in crystalline assemblis of bile acids and their derivatives; three-axial, tilt, helical and bundle chirality
    • Miyata, M.; Tohnai, N.; Hisaki, I.: Supramolecular chirality in crystalline assemblis of bile acids and their derivatives; three-axial, tilt, helical and bundle chirality. Molecules 12 (2007) 1973-2000.
    • (2007) Molecules , vol.12 , pp. 1973-2000
    • Miyata, M.1    Tohnai, N.2    Hisaki, I.3
  • 29
    • 0035337360 scopus 로고    scopus 로고
    • Thompson, H. W.; Lalancette, R. A.; Brunskill, A. P.: (-)-3,6-dioxo-5β-cholanic acid: hydrogen bonding in the hemihydrate of a steroidal diketo acid. Acta Cryst. C57 (2001) 632-633.
    • Thompson, H. W.; Lalancette, R. A.; Brunskill, A. P.: (-)-3,6-dioxo-5β-cholanic acid: hydrogen bonding in the hemihydrate of a steroidal diketo acid. Acta Cryst. C57 (2001) 632-633.
  • 30
    • 0036012173 scopus 로고    scopus 로고
    • A novel host-guest supramolecular architecture of dehydrocholic acid in enantioselective inclusion of R-(+)-methyl-p-tolyl sulfoxide
    • Bertolasi, V.; Bortolini, O.; Fantin, G.; Fogagnolo, M.; Medici, A.: A novel host-guest supramolecular architecture of dehydrocholic acid in enantioselective inclusion of R-(+)-methyl-p-tolyl sulfoxide. Chem. Lett. 31 (2002) 400-401;
    • (2002) Chem. Lett , vol.31 , pp. 400-401
    • Bertolasi, V.1    Bortolini, O.2    Fantin, G.3    Fogagnolo, M.4    Medici, A.5
  • 31
    • 9644275249 scopus 로고    scopus 로고
    • Structural and analytical powder diffraction studies of the enantioselective inclusion of chiral arylmethylsulfoxides in dehydro cholic acid co-crystals
    • Fantin, G.; Fogagnolo, M.; Bortolini, O.; Masciocchi, N.; Galli, S.; Sironi, A.: Structural and analytical powder diffraction studies of the enantioselective inclusion of chiral arylmethylsulfoxides in dehydro cholic acid co-crystals. New J. Chem. 28 (2004) 1295-1300.
    • (2004) New J. Chem , vol.28 , pp. 1295-1300
    • Fantin, G.1    Fogagnolo, M.2    Bortolini, O.3    Masciocchi, N.4    Galli, S.5    Sironi, A.6
  • 33
    • 4944230527 scopus 로고
    • Tri-n-butyltin hydride as reagent in organic synthesis
    • Neumann W. P.: Tri-n-butyltin hydride as reagent in organic synthesis. Synthesis (1987) 665-682.
    • (1987) Synthesis , pp. 665-682
    • Neumann, W.P.1
  • 34
    • 24944574386 scopus 로고    scopus 로고
    • Fluorescent anion sensor derived from cholic acid: The use of flexible side chain
    • Fang, L.; Chan, W.-H.; He, Y.-B.; Kwong, D. W. J.; Lee, A. W. M.: Fluorescent anion sensor derived from cholic acid: the use of flexible side chain. J. Org. Chem. 70 (2005) 7640-7646.
    • (2005) J. Org. Chem , vol.70 , pp. 7640-7646
    • Fang, L.1    Chan, W.-H.2    He, Y.-B.3    Kwong, D.W.J.4    Lee, A.W.M.5
  • 35
    • 0026708218 scopus 로고
    • Spontaneous ketalization of 3-keto-5β-cholanic acids in methanol
    • Fantin, G.; Fogagnolo, M.; Medici, A.; Pedrini, P.; Cova, U.: Spontaneous ketalization of 3-keto-5β-cholanic acids in methanol. Tetrahedron Lett. 33 (1992) 3235-3236.
    • (1992) Tetrahedron Lett , vol.33 , pp. 3235-3236
    • Fantin, G.1    Fogagnolo, M.2    Medici, A.3    Pedrini, P.4    Cova, U.5
  • 36
    • 0000334097 scopus 로고
    • Oxidation of steroids III. Selective oxidation and acylations in the bile acid series
    • Fieser L. F.; Rajagopalan S.: Oxidation of steroids III. Selective oxidation and acylations in the bile acid series. J. Am. Chem. Soc. 72 (1950) 5530-5336.
    • (1950) J. Am. Chem. Soc , vol.72 , pp. 5530-5336
    • Fieser, L.F.1    Rajagopalan, S.2
  • 37
    • 0031059866 scopus 로고
    • Processing of X-ray diffraction data collected in oscillation mode
    • Eds. C. W. Carter; R. M. Sweet Part A, Academic Press: London
    • Otwinowski, Z.; Minor, W.: Processing of X-ray diffraction data collected in oscillation mode. In: Methods in Enzymology (Eds. C. W. Carter; R. M. Sweet) Vol. 276, Part A, Academic Press: London, 1977, 307-326.
    • (1977) Methods in Enzymology , vol.276 , pp. 307-326
    • Otwinowski, Z.1    Minor, W.2
  • 39
    • 55849141459 scopus 로고    scopus 로고
    • Sheldrick, G. M.: SHELXL-97, Program for crystal structure refinement; University of Göttingen, Göttingen, Germany, 1997.
    • Sheldrick, G. M.: SHELXL-97, Program for crystal structure refinement; University of Göttingen, Göttingen, Germany, 1997.
  • 40
    • 0001117612 scopus 로고
    • PARST95- an update to RARST: A system of Fortran routines for calculating molecular structure parameters from the results of crystal structure analyses
    • Nardelli, M.: PARST95- an update to RARST: a system of Fortran routines for calculating molecular structure parameters from the results of crystal structure analyses. J. Appl. Crystallogr. 28 (1995) 659-659.
    • (1995) J. Appl. Crystallogr , vol.28 , pp. 659-659
    • Nardelli, M.1
  • 41
    • 0141452964 scopus 로고    scopus 로고
    • WinGX suite for small-molecule single-crystal crystallography
    • Farrugia, L. J.: WinGX suite for small-molecule single-crystal crystallography. J. Appl. Crystallogr. 32 (1999) 837-838.
    • (1999) J. Appl. Crystallogr , vol.32 , pp. 837-838
    • Farrugia, L.J.1
  • 43
    • 0003649817 scopus 로고    scopus 로고
    • ORTEP-III: Oak Ridge Thermal Ellipsoids Plot Program for Crystal Structure Illustrations
    • ORNL-6895, TN
    • Burnett, M. N.; Johnson, C. K.: ORTEP-III: Oak Ridge Thermal Ellipsoids Plot Program for Crystal Structure Illustrations, Oak Ridge National Laboratory Report ORNL-6895, TN, 1996.
    • (1996) Oak Ridge National Laboratory Report
    • Burnett, M.N.1    Johnson, C.K.2
  • 44
    • 1842692143 scopus 로고
    • A general definition of ring puckering coordinates
    • Cremer, D.; Pople, J. A.: A general definition of ring puckering coordinates. J. Am. Chem. Soc. 97 (1975) 1354-1358.
    • (1975) J. Am. Chem. Soc , vol.97 , pp. 1354-1358
    • Cremer, D.1    Pople, J.A.2
  • 45
    • 0037016451 scopus 로고    scopus 로고
    • The weak hydrogen bond. Oxford University Press, Oxford, 1999; Steiner, T.: The hydrogen bond in the solid state
    • Desiraju, G. R.; Steiner, T.: The weak hydrogen bond. Oxford University Press, Oxford, 1999; Steiner, T.: The hydrogen bond in the solid state. Angew. Chem. Int. Ed. 41 (2002) 48-76;
    • (2002) Angew. Chem. Int. Ed , vol.41 , pp. 48-76
    • Desiraju, G.R.1    Steiner, T.2
  • 46
    • 3042533519 scopus 로고    scopus 로고
    • Progress toward understanding the nature and function of C-H...O interactions
    • Castellano, R. K.: Progress toward understanding the nature and function of C-H...O interactions. Curr. Org. Chem. 8 (2004) 845-865.
    • (2004) Curr. Org. Chem , vol.8 , pp. 845-865
    • Castellano, R.K.1


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