Design, synthesis and inhibitory activities of naringenin derivatives on human colon cancer cells

Yoon, Hyuk; Kim, Tae Woo; Shin, Soon Young; Park, Mi Joo; Yong, Yeonjoong; Kim, Dong Ho; Islam, Tarikul; Lee, Young Han; Jung, Kyeong Youl; Lim, Yoongho

doi:10.1016/j.bmcl.2012.10.130

Cited by 60 publications

(41 citation statements)

References 25 publications

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“…However, this study is used to identify the binding site pocket against the well-known anticancer molecular targets CDK2 apo-protein receptor. To find the possible bioactive conformations of 3b and 3d, the Sybyl X 2.0 interfaced with Surflex-Dock program was operated to dock the compounds into the active site of the known human colon cancer target protein CDK2 (PDB ID: 2R3J) [15]. To evaluate the binding affinity of the inhibitors within the protein molecules, docking study was performed.…”

Section: Molecular Modeling and Analysis Of The Docked Resultsmentioning

confidence: 99%

“…Energy minimization was made through Tripos force field Optimization using a distance-dependent dielectric and Powell gradient algorithm with a convergence criterion of 0.001 kcal mol −1 for determining low energy conformations with the most favorable (lowest energy) geometry. Among various deposited crystallographic structures of human colon cancer cells in protein data bank (PDB), we have selected Cyclin-dependent kinase 2 (CDK2) [15]. The crystal structure of CDK2 in complex with 3-bromo-5-phenyl-N-(pyridin-3-ylmethyl)pyrazolo[1,5-a]pyrimidin-7-amine was obtained from the PDB http://www.…”

Section: Molecular Docking Studymentioning

confidence: 99%

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Molecular Docking and Biological Evaluation of Functionalized benzo[h]quinolines as Colon Cancer Agents

Pratap

Kumar-Yadav

Singh

et al. 2015

Bioinformatics and Biomedical Engineering

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Abstract. As a part of our drug discovery program, we have synthesized various 2-amino-benzo[h]quinoline-6-carbonitrile derivatives and analyzed them on human colon cancer cells in the form of percentage inhibition at different concentration gradient and time of incubation. Anticancer activity of these derivatives against the human HCT116 cancer cells using in vitro employing standard MTT assay. Compounds 3a-3e showed significant anti-cancer activity especially compound 3b and 3d exhibit the good inhibitory activity on HCT116 cells. Additionally, docking study was performed on colon cancer target cyclindependent kinase-2 to understand the cytotoxic mechanism of action of active compounds.

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Section: Molecular Modeling and Analysis Of The Docked Resultsmentioning

confidence: 99%

Section: Molecular Docking Studymentioning

confidence: 99%

Molecular Docking and Biological Evaluation of Functionalized benzo[h]quinolines as Colon Cancer Agents

Pratap

Kumar-Yadav

Singh

et al. 2015

Bioinformatics and Biomedical Engineering

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show abstract

“…Molecular docking studies were carried out to ascertain the mode of action towards the molecular targets, that is known human breast cancer target receptor aromatase (PDB ID: 3EQM)3738 and colon cancer target protein CDK2 (PDB ID: 2R3J)3940. Binding affinities were predicted by the Sybyl docking total score upon docking with the Surflex-Dock program (Sybyl X 2.0).…”

Section: Resultsmentioning

confidence: 99%

New arylated benzo[h]quinolines induce anti-cancer activity by oxidative stress-mediated DNA damage

Yadav

Rai

Kumar

et al. 2016

Sci Rep

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The anti-cancer activity of the benzo[h]quinolines was evaluated on cultured human skin cancer (G361), lung cancer (H460), breast cancer (MCF7) and colon cancer (HCT116) cell lines. The inhibitory effect of these compounds on the cell growth was determined by the MTT assay. The compounds 3e, 3f, 3h and 3j showed potential cytotoxicity against these human cancer cell lines. Effect of active compounds on DNA oxidation and expression of apoptosis related gene was studied. We also developed a quantitative method to measure the activity of cyclin-dependent kinases-2 (CDK2) by western blotting in the presence of active compound. In addition, molecular docking revealed that benzo[h]quinolines can correctly dock into the hydrophobic pocket of the targets receptor protein aromatase and CDK2, while their bioavailability/drug-likeness was predicted to be acceptable but requires future optimization. These findings reveal that benzo[h]quinolines act as anti-cancer agents by inducing oxidative stress-mediated DNA damage.

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“…The authors also advocated the generation of intracellular ROS formation and Poly(ADPribose)polymerase (PARP) cleavage via activation of extracellular signal regulated kinase (ERK) signalling pathway by naringenin for producing the apoptotic action (Lee et al, 2008). Studies carried out by Yoon et al (2013) highlighted the importance of substitutions at 7-C position in determining the anticancer activity of naringenin. The IC50 values of the substituted derivatives were found to be very low as compared to unsubstituted naringenin.…”

Section: Citrus Flavanones In Colon Cancermentioning

confidence: 96%

An insight into the role of citrus bioactives in modulation of colon cancer

Kaur

2015

Journal of Functional Foods

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Design, synthesis and inhibitory activities of naringenin derivatives on human colon cancer cells

Cited by 60 publications

References 25 publications

Molecular Docking and Biological Evaluation of Functionalized benzo[h]quinolines as Colon Cancer Agents

Molecular Docking and Biological Evaluation of Functionalized benzo[h]quinolines as Colon Cancer Agents

New arylated benzo[h]quinolines induce anti-cancer activity by oxidative stress-mediated DNA damage

An insight into the role of citrus bioactives in modulation of colon cancer

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