2,2′-Fluorine mono-carbonyl curcumin induce reactive oxygen species-Mediated apoptosis in Human lung cancer NCI-H460 cells

Liu, Guoyun; Zeng, Qiang; Chen, Jia-Zhuang; Zhang, Zhuo-Qing; Yang, Jie

doi:10.1016/j.ejphar.2016.06.009

Cited by 27 publications

(17 citation statements)

References 29 publications

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“…[11][12][13][14][15] In this process, a major chemical class, namely the MCACs, evolves that is characterized by 1, 5-diaryl/heteroaryl penta-1, 4-dien-3-one and incorporating a range of alternative substituent groups into the terminal aryl rings. These MCACs display multiple biological activities, such as antitumor, [16][17][18][19][20][21] anti-inflammatory, [22][23][24] antioxidant 25 and neuroprotection. 25 Meanwhile, most of the MCACs show better stabilities and activities than curcumin does in both in vivo and in vitro model.…”

Section: Introductionmentioning

confidence: 99%

<p>Synthesis and Biological Evaluations of Monocarbonyl Curcumin Inspired Pyrazole Analogues as Potential Anti-Colon Cancer Agent</p>

Min¹,

Yue²,

Hong³

et al. 2020

DDDT

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The monocarbonyl analogs of curcumin (MCACs) have been widely studied for their promising antitumor activity. Pyrazole is a five-membered aromatic heterocyclic system with various bioactivities incorporated frequently in drugs. However, few of MCACs inspired pyrazole analogues were investigated. To search for more potent cytotoxic agents based on MCACs, a series of new 1,5-diaryl/heteroaryl-1,4-pentadien-3-ones inspired pyrazole moiety was synthesized and evaluated on their anti-colon cancer activities. Methods: Fifteen new compounds were synthesized and characterized by spectral datum, and then they were tested preliminarily by MTT assay for their cytotoxic activities against a panel of four human cancer cell lines, namely, gastric (SGC-7901), liver (HepG2), lung (A549), and colon (SW620) cancer cells. Compound 7h exhibited excellent selectivity and outstanding anti-proliferation activity against SW620 cells among these 15 compounds. Further, the mechanisms were investigated by transwell migration and invasion assay, clonogenic assay, cell apoptosis analysis, cell cycle analysis, Western blot analysis. Results: The IC 50 value of 7h against SW620 cells was 12 nM, being more potent than curcumin (IC 50 = 9.36 μM), adriamysin (IC 50 = 3.28 μM) and oxaliplatin (IC 50 = 13.33 μM). Further assays showed that 7h inhibited SW620 cell migration, invasion and colony formation obviously, which was due to its ability to induce cell cycle arrest in the G2/M and S phases and apoptosis. Western blot assay revealed that 7h decreased the protein expression of ATM gene, which may primarily contribute to its anticancer activity against SW620 cells. Conclusion: A new MCACs 7h was synthesized and found to exhibit excellent antiproliferation activity against SW620 cells. Further studies indicated that 7h exerted its anticancer activity against SW620 cells probably via decreasing the ATM protein expression. The present study suggested that 7h was a promising candidate as an anti-colon cancer drug for future development.

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Section: Introductionmentioning

confidence: 99%

<p>Synthesis and Biological Evaluations of Monocarbonyl Curcumin Inspired Pyrazole Analogues as Potential Anti-Colon Cancer Agent</p>

Min¹,

Yue²,

Hong³

et al. 2020

DDDT

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“…Another analog of curcumin, 2,2 / ‐fluorine monocarbonyl curcumin (25 μM for 20–140 hr) elevates ROS production in lung cancer cells to induce MMP loss, resulting in apoptotic cell death through the mitochondrial pathway (G.‐Y. Liu, Zhai, Chen, Zhang, & Yang, 2016). A novel derivative of curcumin known as compound 10 (2.7, 4.1, and 5.4 µM) has a more inhibitory effect on P‐gp expression compared with curcumin.…”

Section: Curcumin and Lung Cancermentioning

confidence: 99%

Versatile role of curcumin and its derivatives in lung cancer therapy

Ashrafizadeh

Najafi

Makvandi

et al. 2020

Journal Cellular Physiology

101

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Lung cancer is a main cause of death all over the world with a high incidence rate. Metastasis into neighboring and distant tissues as well as resistance of cancer cells to chemotherapy demand novel strategies in lung cancer therapy. Curcumin is a naturally occurring nutraceutical compound derived from Curcuma longa (turmeric) that has great pharmacological effects, such as anti‐inflammatory, neuroprotective, and antidiabetic. The excellent antitumor activity of curcumin has led to its extensive application in the treatment of various cancers. In the present review, we describe the antitumor activity of curcumin against lung cancer. Curcumin affects different molecular pathways such as vascular endothelial growth factors, nuclear factor‐κB (NF‐κB), mammalian target of rapamycin, PI3/Akt, microRNAs, and long noncoding RNAs in treatment of lung cancer. Curcumin also can induce autophagy, apoptosis, and cell cycle arrest to reduce the viability and proliferation of lung cancer cells. Notably, curcumin supplementation sensitizes cancer cells to chemotherapy and enhances chemotherapy‐mediated apoptosis. Curcumin can elevate the efficacy of radiotherapy in lung cancer therapy by targeting various signaling pathways, such as epidermal growth factor receptor and NF‐κB. Curcumin‐loaded nanocarriers enhance the bioavailability, cellular uptake, and antitumor activity of curcumin. The aforementioned effects are comprehensively discussed in the current review to further direct studies for applying curcumin in lung cancer therapy.

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“…The stability of piperlongumine and its analog 1k in PBS buffer (100 mM) at 25 C was monitored at their maximum absorbance for 120 min at 10 min intervals as described previously. 24 Cell cycle and apoptosis analysis A549 cells (3 Â 10 5 ) were seeded in 6-well plates and treated with vehicle alone or the tested compounds for 15 h (for cell cycle analysis) or 18 h (for cell apoptosis analysis). Then, the cells were harvested, washed with PBS, labeled with PI or FITC Annexin-V and PI, and analyzed by using a ow cytometry as described previously 23 Intracellular ROS assay A549 (3 Â 10 5 ) cells were plated in 6-well plates and incubated with the vehicle alone or the tested compounds for 6 h. Then, the cells were collected, stained with DCFH-DA at the dark, and subsequently analyzed with a ow cytometry as described previously.…”

Section: Stability Assaymentioning

confidence: 99%

“…23 Measurement of GSH and GSSG levels A549 (3 Â 105 cells per well) cells treated with the vehicle alone or the tested compounds for 6 h. Then, the cells were collected, lysed and centrifugated, the supernatant was used to determine the level of GSH and GSSG using a GSH and GSSG Assay Kit. 24 Measurement of lipid peroxidation A549 cells (3 Â 105 cells per well) were cultured in 6-well plates and incubated with the vehicle alone or the test compounds for 15 h before harvesting. Then, the cells were lysed and the supernatant were tested for assessment of the lipid peroxidation as previously described.…”

Section: Stability Assaymentioning

confidence: 99%

The potential role of the 5,6-dihydropyridin-2(1H)-one unit of piperlongumine on the anticancer activity

Liu

et al. 2020

RSC Adv.

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2,2′-Fluorine mono-carbonyl curcumin induce reactive oxygen species-Mediated apoptosis in Human lung cancer NCI-H460 cells

Cited by 27 publications

References 29 publications

<p>Synthesis and Biological Evaluations of Monocarbonyl Curcumin Inspired Pyrazole Analogues as Potential Anti-Colon Cancer Agent</p>

<p>Synthesis and Biological Evaluations of Monocarbonyl Curcumin Inspired Pyrazole Analogues as Potential Anti-Colon Cancer Agent</p>

Versatile role of curcumin and its derivatives in lung cancer therapy

The potential role of the 5,6-dihydropyridin-2(1H)-one unit of piperlongumine on the anticancer activity

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