@article {SHI3897, author = {HAIXIA SHI and JUNKO NAGAI and TSUKASA SAKATSUME and KENJIRO BANDOW and NORIYUKI OKUDAIRA and HIROSHI SAKAGAMI and MINEKO TOMOMURA and AKITO TOMOMURA and YOSHIHIRO UESAWA and KOICHI TAKAO and YOSHIAKI SUGITA}, title = {Quantitative Structure{\textendash}Cytotoxicity Relationship of 2-(N-cyclicamino)chromone Derivatives}, volume = {38}, number = {7}, pages = {3897--3906}, year = {2018}, doi = {10.21873/anticanres.12674}, publisher = {International Institute of Anticancer Research}, 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{\textendash}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.}, issn = {0250-7005}, URL = {https://ar.iiarjournals.org/content/38/7/3897}, eprint = {https://ar.iiarjournals.org/content/38/7/3897.full.pdf}, journal = {Anticancer Research} }