Synthesis and biological screening for cytotoxic activity of N-substituted indolines and morpholines

Doan, Phuong L.; Karjalainen, Anzhelika; Chandraseelan, Jerome G.; Sandberg, Ossi; Yli‐Harja, Olli; Rosholm, Tomi; Franzén, Robert; Candeias, Nuno R.; Kandhavelu, Meenakshisundaram

doi:10.1016/j.ejmech.2016.05.024

Cited by 50 publications

(29 citation statements)

References 45 publications

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“…As previously described (Finzel et al, 2016), cells were isolated and tracked from time-series images using custom-written MATLAB scripts based on codes developed by the Alon lab (Cohen et al, 2008) and the CellProfiler project (Doan et al, 2016). In brief, we first applied flat field correction and background subtraction to raw images.…”

Section: Image Analysismentioning

confidence: 99%

PCNA-Mediated Degradation of p21 Coordinates the DNA Damage Response and Cell Cycle Regulation in Individual Cells

et al. 2019

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Section: Image Analysismentioning

confidence: 99%

PCNA-Mediated Degradation of p21 Coordinates the DNA Damage Response and Cell Cycle Regulation in Individual Cells

et al. 2019

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“…Synthesis and spectral characterization of compounds HNPMI [25], THMPP [26] and THTMP [29] ( Figure 1A) were previously reported. These compounds and temozolomide (Sigma-Aldrich, St. Louis, MO, USA) were dissolved in dimethyl sulphoxide (DMSO, Sigma-Aldrich) to obtain a stock solution of 100 mM.…”

Section: Chemical Preparationmentioning

confidence: 78%

“…Among various phenolic compounds, alkylaminophenol moiety is found in some FDA-approved drugs such as amodiaquine and hycamtin (topotecan) is used as a promising chemotherapeutic agents [23,24]. Earlier reports from our research group have shown that several alkylaminophenols functions as an inducer of apoptosis on osteosarcoma and GBM [25][26][27][28]. Although anticancer activity of phenolic derivatives has been well reported on various cancers, their effect on GBM is not well investigated.…”

Section: Introductionmentioning

confidence: 99%

Glioblastoma Multiforme Stem Cell Cycle Arrest by Alkylaminophenol through the Modulation of EGFR and CSC Signaling Pathways

Doan

Musa

Murugesan

et al. 2020

Cells

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Cancer stem cells (CSCs), a small subpopulation of cells existing in the tumor microenvironment promoting cell proliferation and growth. Targeting the stemness of the CSC population would offer a vital therapeutic opportunity. 3,4-Dihydroquinolin-1(2H)-yl)(p-tolyl)methyl)phenol (THTMP), a small synthetic phenol compound, is proposed to play a significant role in controlling the CSC proliferation and survival. We assessed the potential therapeutic effects of THTMP on glioblastoma multiforme (GBM) and its underlying mechanism in various signaling pathways. To fully comprehend the effect of THTMP on the CSCs, CD133 + GBM stem cell (GSC) and CD133 -GBM Non-stem cancer cells (NSCC) population from LN229 and SNB19 cell lines was used. Cell cycle arrest, apoptosis assay and transcriptome analysis were performed for individual cell population. THTMP strongly inhibited NSCC and in a subtle way for GSC in a time-dependent manner and inhibit the resistance variants better than that of temozolomide (TMZ). THTMP arrest the CSC cell population at both G1/S and G2/M phase and induce ROS-mediated apoptosis. Gene expression profiling characterize THTMP as an inhibitor of the p53 signaling pathway causing DNA damage and cell cycle arrest in CSC population. We show that the THTMP majorly affects the EGFR and CSC signaling pathways. Specifically, modulation of key genes involved in Wnt, Notch and Hedgehog, revealed the significant role of THTMP in disrupting the CSCs' stemness and functions. Moreover, THTMP inhibited cell growth, proliferation and metastasis of multiple mesenchymal patient-tissue derived GBM-cell lines. THTMP arrests GBM stem cell cycle through the modulation of EGFR and CSC signaling pathways.

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“…Furthermore, oxygen displays a pharmacophoric feature by decreasing the basicity of nitrogen. In addition, if the nucleus is linked to a lipophilic skeleton, it improves the bioavailability of bioactive compound in oral administration by enhancing its solubility in water (15)(16)(17)(18)(19).…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Thiazole Derivatives as Antimicrobial Agents by Green Chemistry Techniques

Demirci¹

2018

Journal of the Turkish Chemical Society Section A: Chemistry

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Amines (2) and (26) were obtained from the condensation of the corresponding amines with 3,4-difluoronitrobenzene. The reduction of nitro group produced the corresponding amines (3 and 27). The synthesis of esters (7, 12, 19, 28) was carried out from the treatment of the amines, (1, 3, 18, 27) with ethyl bromoacetate, then these compounds were converted to the corresponding hydrazides (8, 13, 29) by the treatment with hydrazine hydrate. The triazole was obtained from the intramolecular cyclisation of the corresponding carbothioamide in basic media and this compound was then converted to the morpholine-triazole-penicillin hybrid by a mannich reaction. The cyclocondensation of hydrazine carbothioamides (9b, 14, 21) or urea (4) with 2-bromo-1-(4-chlorophenyl)ethenone generated the thiazole derivatives. On the other hand, the treatment of 4, 9b, and 14 with ethyl bromoacetate yielded 4-oxo-1,3thiazolidines (6, 11, 16). Three methods containing conventional, microwave, and ultrasoundmediated techniques were applied. Best results were assessed using microwave-and ultrasoundpromoted procedures. The structures of the newly synthesised compounds were elucidated by spectroscopic techniques, and the antimicrobial activity screening studies were also performed. Some of them exhibited good to moderate activity on the test bacteria.

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Synthesis and biological screening for cytotoxic activity of N-substituted indolines and morpholines

Cited by 50 publications

References 45 publications

PCNA-Mediated Degradation of p21 Coordinates the DNA Damage Response and Cell Cycle Regulation in Individual Cells

PCNA-Mediated Degradation of p21 Coordinates the DNA Damage Response and Cell Cycle Regulation in Individual Cells

Glioblastoma Multiforme Stem Cell Cycle Arrest by Alkylaminophenol through the Modulation of EGFR and CSC Signaling Pathways

Synthesis of Thiazole Derivatives as Antimicrobial Agents by Green Chemistry Techniques

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