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The lipophilicity R M0 and log P TLC of thirteen novel, potentially biologically active, 12 H -quino[3,4- b] [1,4] benzothiazinium salts have been determined by reversed-phase thin-layer chromatography using RP-18 silica plates and methanol-aqueous Tris buffer solution mixtures as mobile phases. R M values of the compounds were linearly dependent on methanol concentration; extrapolation of these to 0% methanol gave the lipophilicity R M0 . log P TLC was obtained from R M0 by use of a calibration curve obtained for five standards of known experimental lipophilicity (log P). Lipophilicity log P calcd for the thirteen quinobenzothiazines was calculated by use of nine software products. The values determined were discussed in terms of structure-lipophilicity relationships. The results indicate that chromatographic lipophilicity R M0 can be used as a measure of the lipophilicity of the azaphenothiazine derivatives investigated.
Słowa kluczowe
Czasopismo
Rocznik
Tom
Strony
369--378
Opis fizyczny
Bibliogr. 20 poz., rys., tab.
Twórcy
autor
- The Medical University of Silesia Department of Organic Chemistry ul. Jagiellońska 4 41-200 Sosnowiec Poland
autor
- he University of Bielsko-Biała Institute of Environmental Protection and Engineering ul. Willowa 2 43-309 Bielsko-Biała Poland
Bibliografia
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- [2] G.M. Meisenberg and W.H. Simmons, Principles of Medical Biochemistry, Mosby, 1998
- [3] M. Sainsbury in A. Katritzky and C.W. Rees (Eds) Comprehensive Heterocyclic Chemistry, Vol. 3, Pergamon Press, Oxford, 1989, pp. 995–1038
- [4] J.E.C. Reynolds (Ed.) The Pharmacopoeia, 29th edn, The Pharmaceutical Press, London, 1989, p. 765
- [5] E.I. Isaacson in J.N. Delgado and W.A. Remers (Eds) Wilson and Gisvold’s Textbook of Organic Medicinal and Pharmaceutical Chemistry, 10th edn, Lippincott-Raven, Philadelphia, 1998, pp. 435–461
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- [8] N. Motohashi in R.R. Gupta (Ed.) Phenothiazines and 1,4-Benzothiazines: Chemical and Biomedical Aspects, Elsevier, Amsterdam, 1988, pp. 705–774
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- [11] A. Zięba, in press 2009
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- [17] S. Gocan, G. Cimpan, and J. Comer in E. Grushka and N. Grinberg (Eds) Advances in Chromatography, Vol. 44, Taylor and Francis, Boca Raton, London, New York, 2005, pp. 79–176
- [18] A. Leo, Chem. Rev., 93 , 1281 (1993)
- [19] The Cambridge Structural Database, The Cambridge Crystallographic Data Centre, Cambridge, 2005
- [20] S.S.C. Chu in R.R. Gupta (Ed.) Phenothiazines and 1,4-Benzothiazines: Chemical and Biomedical Aspects, Elsevier, Amsterdam, 1988, pp. 475–526
Typ dokumentu
Bibliografia
Identyfikator YADDA
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