TY - JOUR T1 - Relationship between Electronic Structure and Cytotoxic Activity of Dopamine and 3-Benzazepine Derivatives JF - In Vivo JO - In Vivo SP - 443 LP - 447 VL - 18 IS - 4 AU - TERUO KURIHARA AU - TOMOYA YAMADA AU - AYAKO YAMAMOTO AU - MASAMI KAWASE AU - NOBORU MOTOHASHI AU - HIROSHI SAKAGAMI AU - JOSEPH MOLNAR Y1 - 2004/07/01 UR - http://iv.iiarjournals.org/content/18/4/443.abstract N2 - A structure-activity relationship of dopamine and 3-benzazepine derivatives is discussed, using theoretically calculated results. In order to clearly divide dopamines and 3-benzazepines into a strongly active and a weakly active group, the CC50, two different dipole moments (μESP-G and μESP-W) and heat of formation (ΔHf) of dopamine [1-13] and 3-benzazepine derivatives [14-23] were separately calculated in two states of gas-phase and water-solution by the COSMO/PM3 method. It was found that ten derivatives [1-3, 9, 12-13 and 20-23] (CC50: 0.056 to 2.5 mM) showed the strongest cytotoxic activity with small ΔΔHf values, whereas thirteen derivatives [4-8, 10-11, 14-19] (CC50: > 3.6 mM) showed the weakest cytotoxic activity with large ΔΔHf values. ER -