Isoflavones inhibit the clonogenicity of human colon cancer cells

Hyun, Jiye; Shin, Soon Young; So, Kyoung-Min; Lee, Young Han; Lim, Yoongho

doi:10.1016/j.bmcl.2012.03.027

Cited by 28 publications

(14 citation statements)

References 20 publications

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“…It has been reported that afrormosin can inhibit cell clonogenicity by $4% at concentrations !10 mM [48]. Similarly, we found that afrormosin at 10 mM suppressed the number of viable Ishikawa cells.…”

Section: Discussionsupporting

confidence: 51%

Estrogenic activity of isoflavonoids from the stem bark of the tropical tree Amphimas pterocarpoides , a source of traditional medicines

Tchoumtchoua

Makropoulou

Ateba

et al. 2016

The Journal of Steroid Biochemistry and Molecular Biology

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Section: Discussionsupporting

confidence: 51%

Estrogenic activity of isoflavonoids from the stem bark of the tropical tree Amphimas pterocarpoides , a source of traditional medicines

Tchoumtchoua

Makropoulou

Ateba

et al. 2016

The Journal of Steroid Biochemistry and Molecular Biology

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“…Molecular modeling calculations were used to determine the flavonoid three‐dimensional (3D) structures. The 3D structures of 4′‐dimethylaminoflavone (4L0B.pdb), naringenin (2BRT.pdb), and biochanin A (2QYO.pdb) deposited into the protein data bank (PDB) were adapted for determining flavone, flavanone, and isoflavone as templates, respectively, using a previously published method . The 3D structures of rutinose and glucose were determined using hesperidin deposited in PubChem (https://pubchem.ncbi.nlm.nih.gov) as CID_10621.sdf, and the 3D structure of diacetylhydrazone was determined using ethyl 3‐acetyl‐2‐(diacetylhydrazinylidene)‐1,3‐thiazole‐4‐carboxyl‐ate (CID_1498137.sdf).…”

Section: Methodsmentioning

confidence: 99%

Quantitative Relationships Between the Cytotoxicity of Flavonoids on the Human Breast Cancer Stem‐Like Cells MCF7‐SC and Their Structural Properties

et al. 2015

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As some breast cancer-related deaths can be attributed to the metastasis of cancer stem cells, chemotherapeutic agents targeting breast cancer stem cells are of interest as a potential treatment. Flavonoids that exhibit cytotoxicity on breast cancer stem cells have rarely been observed. Thus, the objective of this study was to measure potential cytotoxic effects of 42 different flavonoids on the human breast cancer stem-like cell line, MCF7-SC. The relationship between flavonoid structural properties and cytotoxicity has not been reported previously; therefore, we determined quantitative structure-activity relationships using both comparative molecular field analysis and comparative molecular similarity analysis. Further biological experiments including Western blot analysis, flow cytometry, and immunofluorescence microscopy were also conducted on the most cytotoxic 8-chloroflavanone.

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“…A PLS dataset was used in both the models to select the most significant descriptors that correlates to the interaction fields. The model (CoMFA q 2 =0.783; CoMSIA q 2 =0.540, r 2 =0.960) showed best cross-validation correlation coefficient or noncross-validation coefficient [6].…”

Section: Comfa Comsia Plsmentioning

confidence: 98%

“…A more recent work described the anticancer properties of 23 isoflavones (see Table 1), which featured the impor-tance of a methyl group in different positions for the anticancer properties [6].…”

Section: Comfa Comsia Plsmentioning

confidence: 99%

“…The major groups of flavonoids are endowed with pharmacological properties. Among them, we can cite the anticancer properties, cardioprotective as the most relevant of them [5][6][7][8][9]. light of this, we here aimed here to tabulate and analyze in detail most the existing literature describing structureactivity relationships (SAR), quantitative structure-activity relationships (QSAR) and docking studies of anticancer flavonoids [10].…”

Section: Introductionmentioning

confidence: 99%

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SAR, QSAR and Docking of Anticancer Flavonoids and Variants: A Review

Scotti

Mendonça²,

Moreira³

et al. 2013

CTMC

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Flavonoids are phenolic compounds, secondary metabolites of plants that cause several benefits to our health, including helping the treatment against cancer. These pharmacological properties are associated with the ability of flavonoids in attenuating the generation of reactive oxygen species, acting as chelate compounds or affecting the oxi-redox cycle. In spite of the large number of information in term of SAR and QSAR, no recent review has tabulated and discussed in detail these data. In view of this, we bring here a detailed discussion of the structure-activity relationships (SAR) and quantitative structure-activity relationships (QSAR) models. We have also analyzed the correlation between the chemical structure of flavonoids and analogues to their anticancer activities. A large number of methodologies have been used to identify the characteristics of these compounds with their potential anticancer: multiple linear regression, principal components analysis, comparative molecular field analysis, comparative molecular similarity indices analysis, partial least squares, neural networks, configuration of classification and regression trees, Free-Wilson, docking; using topological, structural and enthalpies' descriptors. We also discussed the use of docking models, together with QSAR models, for the virtual screening of anticancer flavonoids. The importance of docking models to the medicinal chemistry of anticancer flavonoids has increased in the last decade, especially to help in identifying the structural determinants responsible for the activity. We tabulated here the most important examples of virtual screening determined for anticancer flavonoids and we highlighted the structural determinants. The mode of action, the most potent anticancer flavonoids and hints for the structural design of anticancer flavonoids are revised in details and provided here.

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Isoflavones inhibit the clonogenicity of human colon cancer cells

Cited by 28 publications

References 20 publications

Estrogenic activity of isoflavonoids from the stem bark of the tropical tree Amphimas pterocarpoides , a source of traditional medicines

Estrogenic activity of isoflavonoids from the stem bark of the tropical tree Amphimas pterocarpoides , a source of traditional medicines

Quantitative Relationships Between the Cytotoxicity of Flavonoids on the Human Breast Cancer Stem‐Like Cells MCF7‐SC and Their Structural Properties

SAR, QSAR and Docking of Anticancer Flavonoids and Variants: A Review

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