Abstract
The relationship between the structure and cytotoxic activity of azulenequinones and trihaloacetylazulenes was investigated based on theoretical calculations. Four different dipole moments (μG, μESP-G, μW and μESP-W) and heats of formation (ΔHf) of the azulenequinones [1-27] and trihaloacetylazulenes [28a,b-40a,b] were separately calculated in gas phase and aqueous solution using the conductor-like screening model/parametric method 3 (COSMO/PM3) method. The cytotoxic activity of azulenequinones was well correlated to ΔΔHf, HOMO energy and μESP-w. The cytotoxic activity of trihaloacetylazulenes was correlated to ΔΔHf, LUMO energy and μESP-W. QSAR may be applicable to predict the cytotoxicity of azulenequinones and trihaloacetylazulenes.
Footnotes
- Received January 25, 2007.
- Revision received March 29, 2007.
- Accepted June 11, 2007.
- Copyright © 2007 International Institute of Anticancer Research (Dr. John G. Delinassios), All rights reserved