Substituted E-3-(3-indolylmethylene)1,3-dihydroindol-2-ones with antiproliferative activity. Study of the effects on HL-60 leukemia cells

Leoni, Alberto; Locatelli, Alessandra; Morigi, Rita; Rambaldi, Mirella; Cappadone, Concettina; Farruggia, Giovanna; Iotti, Stefano; Merolle, Lucia; Zini, Maddalena; Stefanelli, Claudio

doi:10.1016/j.ejmech.2014.04.004

Cited by 5 publications

(2 citation statements)

References 29 publications

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“…The measurements were performed at the BRYTE-HS Biorad flow cytometer, using an excitation wavelength of 488 nm and an emission wavelengths of 530 nm and 600nm. The fluorescences were acquired with a logarithmic amplification [19].…”

Section: Reactive Oxygen Species Assaymentioning

confidence: 99%

Concentration and distribution of silica nanoparticles in colon cancer cells assessed by synchrotron based X-ray techniques

Procopio

Cappadone

Zaccheroni

et al. 2019

Talanta

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Section: Reactive Oxygen Species Assaymentioning

confidence: 99%

Concentration and distribution of silica nanoparticles in colon cancer cells assessed by synchrotron based X-ray techniques

Procopio

Cappadone

Zaccheroni

et al. 2019

Talanta

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“…(1) the core, tetra-substituted benzene (4a-g) and di-substituted benzene (5b-f), has been maintained, and new substituents in the indolinone systems have been introduced (Scheme 1); The 2-indolinone scaffold holds a pivotal place as a pharmacophore for the development of anticancer agents, and, in addition, this scaffold has many pharmacological activities [8]. In this field, our research group published many studies concerning new 2-indolinone derivatives as antiproliferative agents [9][10][11][12]. Some of our previous studies were devoted to the synthesis of bis-indole derivatives formed by two indole systems separated by a central moiety.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation of New Bis-Indolinone Derivatives Endowed with Cytotoxic Activity

et al. 2021

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A series of new Knoevenagel adducts, bearing two indolinone systems, has been synthesized and evaluated on 60 human cancer cell lines according to protocols available at the National Cancer Institute (Bethesda, MD, USA). Some derivatives proved to be potent antiproliferative agents, showing GI50 values in the submicromolar range. Compound 5b emerged as the most active and was further studied in Jurkat cells in order to determine the effects on cell-cycle phases and the kind of cell death induced. Finally, oxidative stress and DNA damage induced by compound 5b were also analyzed.

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Synthesis and antiproliferative and apoptosis-inducing activity of novel 3-substituted-3-hydroxy-2-oxindole compounds

Moghaddam

Jalal

Zeraatkar

2017

In Vitro Cell.Dev.Biol.-Animal

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Anticancer role of oxindole compounds is well documented. Here, we synthesized new derivatives of 3-hydroxy-2-oxindole functionalized at position 3 (1a-f) which are expected to have antiproliferative activity in cancer cells. Human prostate cancer cell line (DU145) was treated with the synthesized derivatives at 40-μM concentration for 24, 48, and 72 h. Compounds 1-ethyl-3-hydroxy-1,1',3,3'-tetrahydro-2H,2'H-3,3'-biindole-2,2'-dione (1d), 5-bromo-1-ethyl-3-hydroxy-1,1',3,3'-2H,2'H-3,3'-biindole-2,2'-dione (1e), and 5-chloro-1-ethyl-3-hydroxy-1,1',3,3'-tetrahydro-2H,2'H-3,3'-biindole-2,2'-dione (1f) were found to significantly reduce DU145 cell viability at 48 and 72 h whereas no significant changes were observed up to 24 h. The compounds 1e and 1f showed the most cytotoxicity effect and had a similar antiproliferative activity on DU145 cell line. They have halogen and ethyl substitutions at positions 5 and 1, respectively. The IC of compound 1e for DU145 and A375 cells at 48 h was determined. The apoptotic effects and cell cycle progression of compound 1e at 1/2 × IC (55 μM) concentration in DU145 cells were investigated by nuclei staining, comet assay, flow cytometry, and scanning electron microscopy (SEM). The results obtained showed that this compound increased the percentage of tail DNA, increased the occurrence of the sub-G1 phase, and induced G2M arrest and apoptosis in DU145 cells after exposure for 48 h to a 55-μM concentration. The SEM images revealed cell contraction at 24 h, cell condensation, plasma membrane blebbing, and formation of apoptotic bodies at 48 and 72 h. These observations suggest that the antiproliferative activity of compound 1e may be to induce apoptosis in DU145 cells.

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Substituted E-3-(3-indolylmethylene)1,3-dihydroindol-2-ones with antiproliferative activity. Study of the effects on HL-60 leukemia cells

Cited by 5 publications

References 29 publications

Concentration and distribution of silica nanoparticles in colon cancer cells assessed by synchrotron based X-ray techniques

Concentration and distribution of silica nanoparticles in colon cancer cells assessed by synchrotron based X-ray techniques

Synthesis and Biological Evaluation of New Bis-Indolinone Derivatives Endowed with Cytotoxic Activity

Synthesis and antiproliferative and apoptosis-inducing activity of novel 3-substituted-3-hydroxy-2-oxindole compounds

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