Synthesis of certain tetrahydroacridine derivatives of anticipated medicinal value

Synthesis of certain tetrahydroacridine derivatives of anticipated medicinal value This study aims at the synthesis and evaluation of the chemotherapeutic activity of a number of 9-substituted tetrahydroacridine derivatives. The starting material, acridine hydrazide, could be prepared through the interaction between cyclohexanone and anthranilic acid, then chlorination of the product, then condensation of the last compound with hydrazine hydrate. The structures of the new compounds were established by IR, 1H NMR, MS spectra, and elemental analysis in certain cases. Antitumor activities as a trial to obtain more effective and less toxic agents were evaluated. The antitumor activity results indicated that the selected tetrahydroacridine derivatives showed antitumor activity against the liver cancer (HEPG2) tumor cell line tested, but with varying intensities in comparison to the known anticancer drugs, 5-fluorouracil and doxorubicin. It was found that compound VIb was the most active and induced a marked growth inhibition (0.694 μg/ml concentration) in a dose-dependent manner against liver cancer (HEPG2), while compound XVIIIa was second in regards to the growth inhibition activity (2.97 μg/ml concentration). http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Synthesis of certain tetrahydroacridine derivatives of anticipated medicinal value

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Publisher
Springer Netherlands
Copyright
Copyright © 2012 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-012-0857-6
Publisher site
See Article on Publisher Site

Abstract

This study aims at the synthesis and evaluation of the chemotherapeutic activity of a number of 9-substituted tetrahydroacridine derivatives. The starting material, acridine hydrazide, could be prepared through the interaction between cyclohexanone and anthranilic acid, then chlorination of the product, then condensation of the last compound with hydrazine hydrate. The structures of the new compounds were established by IR, 1H NMR, MS spectra, and elemental analysis in certain cases. Antitumor activities as a trial to obtain more effective and less toxic agents were evaluated. The antitumor activity results indicated that the selected tetrahydroacridine derivatives showed antitumor activity against the liver cancer (HEPG2) tumor cell line tested, but with varying intensities in comparison to the known anticancer drugs, 5-fluorouracil and doxorubicin. It was found that compound VIb was the most active and induced a marked growth inhibition (0.694 μg/ml concentration) in a dose-dependent manner against liver cancer (HEPG2), while compound XVIIIa was second in regards to the growth inhibition activity (2.97 μg/ml concentration).

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Nov 7, 2012

References

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