title: Estimation of relationship between structure of newly synthesized dihydroimidazoles determined by a semiempirical molecular-orbital method and their cytotoxicity.
abstract: A semiempirical molecular-orbital method (CAChe 4.9, PM5) was applied to delineate the relationship between the cytotoxicity (evaluated by 50% cytotoxic concentration, CC(50)) of twelve dihydroimidazole derivatives, their molecular weight and the eleven chemical parameters (descriptors) determined by CONFLEX/PM5 method. There was no correlation between the CC(50) value and heat of formation, dipole moment, E(HOMO), E(LUMO), absolute hardness (eta), absolute electron negativity (chi), reaction index (omega), length of substituted group in all cell lines tested. However, there was good correlation between the CC(50) and the log P, or molecular size in all cell lines used. Surface and volume calculated by this method are useful in evaluating the cytotoxicity of dihydroimidazole derivatives.
authors.affiliation: Division of Pharmacology, Meikai University School of Dentistry, Sakado, Saitama 350-0283, Japan.
authors.forename: Fumihiro
authors.initials: F
authors.lastname: Takekawa
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Sakagami
authors.forename: Mariko
authors.initials: M
authors.lastname: Ishihara
mesh_terms: D000970:Antineoplastic Agents / Q000494:pharmacology; D002294:Carcinoma, Squamous Cell / Q000188:drug therapy* / Q000473:pathology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007093:Imidazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D008970:Molecular Weight; D009062:Mouth Neoplasms / Q000188:drug therapy* / Q000473:pathology; D021281:Quantitative Structure-Activity Relationship; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D007093:Imidazoles