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An Automated Differential Nuclear Staining Assay for Accurate Determination of Mitocan Cytotoxicity
Published on: May 12, 2020
Quantitative Structure-Cytotoxicity Relationship of Aurones
Yoshihiro Uesawa1, Hiroshi Sakagami2, Naruhiko Ikezoe3
1Department of Clinical Pharmaceutics, Meiji Pharmaceutical University, Tokyo, Japan uesawa@my-pharm.ac.jp.
Background/Aim:
Seventeen aurones were subjected to quantitative structure-activity relationship (QSAR) analysis based on their cytotoxicity and tumor-specificity, in order to find their new biological activities.
Materials And Methods:
Cytotoxicity against three human oral squamous cell carcinoma cell lines and three oral mesenchymal cells was determined by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) method. Tumor specificity (TS) was evaluated by the ratio of the mean 50% cytotoxic concentration (CC50) against normal cells to that against tumor cell lines. Potency-selectivity expression (PSE) value was calculated by dividing TS by CC50 against tumor cells. Physicochemical, structural and quantum-chemical parameters were calculated based on the conformations optimized by force-field minimization.
Results:
Sixteen out of seventeen aurones showed relatively higher cytotoxicity and tumor specificity. Among them, (2Z)-2-[(4-hydroxyphenyl)methylene]-3(2H)-benzofuranone [7] showed the highest TS value and PSE values, comparable with those of doxorubicin and higher than 5-FU, respectively. TS values were correlated with molecular shape, size and polarizability rather than the types of substituted groups.
Conclusion:
Chemical modification of the lead compound may be a potential choice for designing a new type of anticancer drugs.
Insights
Quantitative structure-activity relationship (QSAR) analysis identified potent aurone anticancer agents. Aurone compound 7 demonstrated high tumor specificity and potency, suggesting potential for novel anticancer drug design.
Area of Science:
- Medicinal Chemistry
- Computational Chemistry
- Pharmacology
Background:
- Aurones are a class of natural products with potential biological activities.
- Understanding the structure-activity relationships of aurones is crucial for drug discovery.
- Cytotoxicity and tumor specificity are key parameters for evaluating anticancer drug candidates.
Purpose of the Study:
- To perform quantitative structure-activity relationship (QSAR) analysis on seventeen aurones.
- To identify novel biological activities of aurones, focusing on cytotoxicity and tumor specificity.
- To discover potential anticancer drug leads from the aurone class.
Main Methods:
- Assessed cytotoxicity against oral squamous cell carcinoma and oral mesenchymal cell lines using the MTT assay.
- Calculated tumor specificity (TS) and potency-selectivity expression (PSE) values.
- Optimized aurone conformations using force-field minimization to compute physicochemical, structural, and quantum-chemical parameters.
Main Results:
- Sixteen of seventeen aurones exhibited significant cytotoxicity and tumor specificity.
- Aurone compound 7 displayed the highest TS and PSE values, outperforming 5-FU and comparable to doxorubicin.
- TS values correlated with molecular shape, size, and polarizability, not substituent groups.
Conclusions:
- Aurone compound 7 is a promising lead for anticancer drug development.
- Chemical modification of aurones can lead to new anticancer therapeutics.
- QSAR analysis is effective in identifying potent and tumor-specific aurone derivatives.
