Authors:
Krisztina Takács-Novák Department of Pharmaceutical Chemistry, Semmelweis University, Hõgyes E. str. 9, H-1092 Budapest, Hungary

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Pál Perjési Department of Medical Chemistry, University of Pécs, Szigeti str. 12, H-7623 Pécs, Hungary

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József Vámos Department of Pharmaceutical Chemistry, Semmelweis University, Hõgyes E. str. 9, H-1092 Budapest, Hungary

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LogP values of 41 biologically active chalcones (Figure 1, 1) and their cyclic analogs, E-2-(X-benzylidene)-1-indanones (Figure 1, 2), -tetralones (Figure 1, 3) and -benzosuberones (Figure 1, 4) have been determined by an optimized and validated RPTLC method. The optimized RPTLC investigations were performed on silanized silica gel 60F254 as stationary phase with methanol–water, 60 + 40 (v/v) as mobile phase. The RPTLC method was validated by analysis of three drugs, diazepam, progesterone, and PGE1 ethyl ester, with known experimental logP values. The calibration equation used for the logPTLC calculations was: logP = 4.315RM + 1.436 (n = 11, r = 0.996, s = 0.02, F = 1089). On the basis of the logPTLC values obtained structure–lipophilicity relationships for the investigated chalcones (1) and cyclic chalcone analogs (2–4) were studied. The effects of ring closure, ring size, and the nature and the position of the aromatic substituents on the logPTLC values of the compounds are discussed.

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Journal of Planar Chromatography - Modern TLC
Language English
Size A4
Year of
Foundation
1988
Volumes
per Year
1
Issues
per Year
6
Founder Akadémiai Kiadó
Founder's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
Publisher Akadémiai Kiadó
Springer Nature Switzerland AG
Publisher's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
CH-6330 Cham, Switzerland Gewerbestrasse 11.
Responsible
Publisher
Chief Executive Officer, Akadémiai Kiadó
ISSN 0933-4173 (Print)
ISSN 1789-0993 (Online)

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