TY - JOUR T1 - Relationship between Electronic Structure and Cytotoxic Activity of Azulenes JF - In Vivo JO - In Vivo SP - 385 LP - 389 VL - 20 IS - 3 AU - TERUO KURIHARA AU - MAYUMI NOGUCHI AU - TAKASHI NOGUCHI AU - HIDETSUGU WAKABAYASHI AU - NOBORU MOTOHASHI AU - HIROSHI SAKAGAMI Y1 - 2006/05/01 UR - http://iv.iiarjournals.org/content/20/3/385.abstract N2 - The structure-activity relationship of the cytotoxic activity of azulene and azulene derivatives was discussed, using theoretically calculated results. In order to clearly divide the azulenes into three groups according to their functional groups, the CC50, four different dipole moments (μG, μESP-G, μW and μESP-W) and heats of formation (ΔHf) of the azulenes [1-24] were separately calculated in two states, gas-phase and water, by the conductor-like screening model/parametric method 3 (COSMO/PM3). For the halogenated azulenes and isopropyl azulenes, the cytotoxic activity might follow the three quantitative structure-activity relationship (QSAR) parameters: ΔΔHf, HOMO energy and μw. Whereas, for the other ten compounds [3-5, 7-8, 10, 15-18], the cytotoxic activity might be related to the three QSAR parameters, ΔΔHf, LUMO energy and μG. Copyright © 2006 International Institute of Anticancer Research (Dr. John G. Delinassios), All rights reserved ER -