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Number of results

Journal

2005 | 3 | 4 | 742-746

Article title

Inclusion-dependent mechanism of modification of cyclodextrins with heterocycles

Content

Title variants

Languages of publication

EN

Abstracts

EN
Mono(6-deoxy-dimethylpyridinium)-β-cyclodextrins have been synthesized in reaction of mono (p-toluenesulfonyl) derivative of β cyclodextrin with the appropriate lutidine under microwave irradiation and conventional conditions. The results indicate that the mechanism consists of inclusion complex formation.

Publisher

Journal

Year

Volume

3

Issue

4

Pages

742-746

Physical description

Dates

published
1 - 12 - 2005
online
1 - 12 - 2005

Contributors

author
  • Institute of Chemistry, University of Silesia, Szkolna 9, 40-006, Katowice, Poland
author
  • Institute of Chemistry, Pedagogical University, Armii Krajowej Ave 13/15, 42-200, Czestochowa, Poland

References

  • [1] Ch.J. Eastonand S.F. Lincoln: Modified cyclodextrins Scaffolds and Templates for Supramolecular Chemistry, World Scientific, 1999.
  • [2] J. Szejtli and T. Osa: Comprehensive Supramolecular Chemistry, Vol. 3: Cyclodextrins, Pergamon/Elsevier, Oxford, 1996.
  • [3] J. Szejtli: Cyclodextrin technology, Kluwer Academic Publishers 1988.
  • [4] M. Narita, S. Koshizaka and F. Hamada: “Fluorescent Pyrrolinone-modified Cyclodextrins as a Chemo-sensor for Organic Guests”, J. Incl. Phenon. Macrocycl. Chem., Vol. 35, (1999), pp. 605–619. http://dx.doi.org/10.1023/A:1008090403417[Crossref]
  • [5] Y. Liu, B.H. Han, S.X. Sun, T. Wada and Y. Inoue: “Molecular Recognition Study on Supramolecular Systems. 20. Molecular Recognition and Enantioselectivity of Aliphatic Alcohols by L-Tryptophan-Modified beta-Cyclodextrin”, J. Org. Chem., Vol. 64, (1999), pp. 1487–1493. http://dx.doi.org/10.1021/jo981891k[Crossref]
  • [6] D. Duchene, D. Wouessidjewe and G. Ponchel: “Cyclodextrins and carrier systems”, J. Control. Relase, Vol. 62, (1999), pp. 263–268. http://dx.doi.org/10.1016/S0168-3659(99)00046-2[Crossref]
  • [7] M. Masson, T. Loftsson, F. Jonsdottir, F. Fridriksdottir and D.S. Petersen: “Stabilisation of ionic drugs through complexation with non-ionic and ionic cyclodextrins”, Int. J. Pharm., Vol. 164, (1998), pp. 45–55. http://dx.doi.org/10.1016/S0378-5173(97)00387-6[Crossref]
  • [8] M. Yalpani: “New approaches to the synthesis of heteroatom containing cyclodextrins”, Minutes 6th Int. Symp. Cyclodextrins, (1992), pp. 80–85.
  • [9] Z. Gengxin and T. Zaiyou: “Synthesis of methyl-beta-cyclodextrin by microwave radiation”, Guangzhou Huagong, Vol. 26, (1998), pp. 17–18.
  • [10] M. Siu, V.A. Yaylayan, J.M.R. Belanger and J.R.J. Pare: “Microwave-assisted immobilization of beta-cyclodextrin on PEGylated Merrifield resins”, Tetrahedron Lett., Vol. 46, (2005), pp. 3737–3739. http://dx.doi.org/10.1016/j.tetlet.2005.03.154[Crossref]
  • [11] D.Y. Zhao, S.H. Yang, M. Hu and X.Y. Ma: “Structural study of inclusion complex of andrographolide with beta-cyclodextrin prepared under microwave irradiation”, Chin. Chem. Lett., Vol. 14, (2003), pp. 155–158.
  • [12] Y. Liu, B.H. Han, B. Li, Y.M. Zhang, P. Zhao, Y.T. Chen, T. Wada and Y. Inoue: “Molecular Recognition Study on Supramolecular Systems. 14. Synthesis of modified cyclodextrin and their inclusion complexation thermodynamics with L-tryptophan and some naphthalene derivatives”, J. Org. Chem., Vol. 63, (1998), pp. 1444–1454. http://dx.doi.org/10.1021/jo971466b[Crossref]
  • [13] A.P. Croft and R.A. Bartsch: “Synthesis of chemically modified cyclodextrins”, Tetrahedron, Vol. 39, (1983), pp. 1417–1474. http://dx.doi.org/10.1016/S0040-4020(01)88551-3[Crossref]
  • [14] K. Takahashi, K. Hattori and F. Toda: “Monotosylated α-and β-cyclodextrins prepared in an alkaline aqueous solution”, Tetrahedron Lett., Vol. 25, (1984), pp. 3331–3334. http://dx.doi.org/10.1016/S0040-4039(01)81377-0[Crossref]
  • [15] Y. Matsui, K. Ogawa, S. Mikami, M. Yoshimoto and K. Mochida: “Binding and catalytic properties of charged β-cyclodextrins”, Bull. Chem. Soc. Jpn., Vol. 60, (1987), pp. 1219–1223. http://dx.doi.org/10.1246/bcsj.60.1219[Crossref]

Document Type

Publication order reference

Identifiers

YADDA identifier

bwmeta1.element.-psjd-doi-10_2478_BF02475201
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