RRC ID 54119
著者 Shi H, Nagai J, Sakatsume T, Bandow K, Okudaira N, Sakagami H, Tomomura M, Tomomura A, Uesawa Y, Takao K, Sugita Y.
タイトル Quantitative Structure-Cytotoxicity Relationship of 2-(N-cyclicamino)chromone Derivatives.
ジャーナル Anticancer Res
Abstract BACKGROUND/AIM:4H-1-Benzopyran-4-ones (chromones) have provided backbone structure for the chemical synthesis of potent anticancer drugs. In this study, the cytotoxicity of fifteen 2-(N-cyclicamino)chromone derivatives was investigated and subjected to quantitative structure-activity relationship (QSAR) analysis.
MATERIALS AND METHODS:Cytotoxicity against four human oral squamous cell carcinoma cell lines and three oral normal mesenchymal cells was determined by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) method. Tumor specificity (TS) was evaluated by ratio of mean 50% cytotoxic concentration (CC50) against normal oral cells to that against human oral squamous cell carcinoma cell lines. Potency-selectivity expression (PSE) value was calculated by dividing the TS value by CC50 against tumor cells. Apoptosis induction was evaluated by morphological observation, western blot analysis and cell-cycle analysis. For QSAR analysis, a total of 3,089 physicochemicals, structural and quantum chemical features were calculated from the most stabilized structure optimized using Corina.
RESULTS:7-Methoxy-2-(4-morpholinyl)-4H-1-benzopyran-4-one (5c) showed highest tumor-specificity, comparable with that of doxorubicin, without inducing apoptosis. Tumor-specificity of fifteen 2-(N-cyclicamino) chromones was correlated with molecular shape, especially 3D-structure.
CONCLUSION:Chemical modification of 5c may be a potential choice for designing a new type of anticancer drugs.
巻・号 38(7)
ページ 3897-3906
公開日 2018-7-1
DOI 10.21873/anticanres.12674
PII 38/7/3897
PMID 29970510
MeSH Antineoplastic Agents / chemistry* Antineoplastic Agents / pharmacology* Apoptosis / drug effects Carcinoma, Squamous Cell / drug therapy Carcinoma, Squamous Cell / pathology Cell Cycle / drug effects Cell Line, Tumor Chromones / chemistry* Chromones / pharmacology* Drug Screening Assays, Antitumor Humans Mouth Neoplasms / drug therapy Mouth Neoplasms / pathology Quantitative Structure-Activity Relationship
IF 1.994
引用数 5
リソース情報
ヒト・動物細胞 HSC-2(RCB1945) HSC-3(RCB1975) HSC-4(RCB1902)