Comparison of structure, logP and P388 cytotoxicity of some phenyl and ferrocenyl cyclic chalcone analogues. Application of RP-TLC for logP determination of the ferrocenyl analogues-Reference-Cited by-同舟云学术

Comparison of structure, logP and P388 cytotoxicity of some phenyl and ferrocenyl cyclic chalcone analogues. Application of RP-TLC for logP determination of the ferrocenyl analogues

Published:2012-10-01 Issue:5 Volume:10 Page:1500-1505
ISSN:2391-5420
Container-title:Open Chemistry
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Author:

Perjési Pál¹,Takács-Novák Krisztina²,Rozmer Zsuzsanna¹,Sohár Pál³,Bozak Richard⁴,Allen Theresa⁵

Affiliation:

1. 1Institute of Pharmaceutical Chemistry, University of Pécs, Pécs, 7634, Hungary

2. 2Institute of Pharmaceutical Chemistry, Semmelweis University, Budapest, 1092, Hungary

3. 3Department of Chemistry, Eötvös Lóránd University (ELTE), and Protein Modelling Group ELTE-HAS, Budapest, 1117, Hungary

4. 4Department of Chemistry, California State University Hayward, Hayward, CA, 94542, USA

5. 5Department of Pharmacology, University of Alberta, Edmonton, AB, T6G 2H7, Canada

Abstract

AbstractCyclic chalcone analogues (2–5) and their ferrocenyl counterparts (6–10) were synthesized and their logP and P388 cyctotoxity were investigated. The structures of the newly synthesized compounds were confirmed by IR 1H and 13NMR spectroscopy. Comparison of conjugation and stereochemistry of the respective derivatives showed similar characteristics compared to ones with some higher degree of conjugation in the ferrocenyl series. Comparison of logP of the ferrocenyl derivatives determined by a validated RP-TLC method showed the ferrocenyl derivatives to have higher logP TLC. The results demonstrate that the differences in three dimensional shape, conjugation and lipophilicity do not have strong influence on the P388 cytotoxicity of the investigated phenyl (1−5) and ferrocenyl (6−10) enones.

Publisher

Walter de Gruyter GmbH

Subject

Materials Chemistry,General Chemistry

Link

http://link.springer.com/content/pdf/10.2478/s11532-012-0088-0.pdf

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