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Determination of the lipophilicity of new azaphenothiazines by reversed-phase thin-layer chromatography

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Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
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
Rocznik
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, zieba@edu.sum.pl
autor
  • he University of Bielsko-Biała Institute of Environmental Protection and Engineering ul. Willowa 2 43-309 Bielsko-Biała Poland
Bibliografia
  • [1] M.S. Tute in V. Pliska, B. Testa, and H. van de Waterbeemd (Eds) Lipophilicity in Drug Action and Toxicology, VCH, Weinheim, 1996, pp. 7–26
  • [2] G.M. Meisenberg and W.H. Simmons, Principles of Medical Biochemistry, Mosby, 1998
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  • [4] J.E.C. Reynolds (Ed.) The Pharmacopoeia, 29th edn, The Pharmaceutical Press, London, 1989, p. 765
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  • [16] http://www.vcclab.org/lab/alogps/start.html
  • [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
bwmeta1.element.baztech-8840bf9f-a620-4c57-9265-c4908037a720
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