Anticancer and structure-activity relationship evaluation of 3-(naphthalen-2-yl)-N,5-diphenyl-pyrazoline-1-carbothioamide analogs of chalcone

Lee, Youngshim; Kim, Beom Soo; Ahn, Seunghyun; Koh, Dongsoo; Shin, Soon Young; Lim, Yoongho

doi:10.1016/j.bioorg.2016.08.003

Cited by 34 publications

(15 citation statements)

References 24 publications

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“…Following the screening of 73 herbal products, Song et al found that licochalcone C, chalcones and isolicoflavonol in licorice were the key compounds critical for hCES2A inhibition, which will be very helpful in developing new herbal remedies or drugs for ameliorating hCES2A-associated drug toxicity. Molecular docking with corresponding chalcones has also been applied to predict the binding mode and explain the phenotypic activity of EGFR [ 103 , 208 ], aurora kinase [ 209 , 210 ], anaplastic xanthine oxidase (XO), the colchicine binding site of the tubulin [ 211 ], the estrogen receptor [ 212 , 213 ] and acetylcholinesterase (AChE) [ 214 ]. The advantage of using a computational strategy is the convenience of predicting the binding target(s) of chalcones before biological validation.…”

Section: Representative Mechanisms Of Anticancer Action Of Chalconesmentioning

confidence: 99%

Chalcone Derivatives: Role in Anticancer Therapy

et al. 2021

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Chalcones (1,3-diaryl-2-propen-1-ones) are precursors for flavonoids and isoflavonoids, which are common simple chemical scaffolds found in many naturally occurring compounds. Many chalcone derivatives were also prepared due to their convenient synthesis. Chalcones as weandhetic analogues have attracted much interest due to their broad biological activities with clinical potentials against various diseases, particularly for antitumor activity. The chalcone family has demonstrated potential in vitro and in vivo activity against cancers via multiple mechanisms, including cell cycle disruption, autophagy regulation, apoptosis induction, and immunomodulatory and inflammatory mediators. It represents a promising strategy to develop chalcones as novel anticancer agents. In addition, the combination of chalcones and other therapies is expected to be an effective way to improve anticancer therapeutic efficacy. However, despite the encouraging results for their response to cancers observed in clinical studies, a full description of toxicity is required for their clinical use as safe drugs for the treatment of cancer. In this review, we will summarize the recent advances of the chalcone family as potential anticancer agents and the mechanisms of action. Besides, future applications and scope of the chalcone family toward the treatment and prevention of cancer are brought out.

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Section: Representative Mechanisms Of Anticancer Action Of Chalconesmentioning

confidence: 99%

Chalcone Derivatives: Role in Anticancer Therapy

et al. 2021

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“…The western blot results clearly revealed that activation of Caspase 9, Caspase 3, and PARP-cleavage in d1 treated cells, whereas in untreated cells was intact. We also found that an increase in the level of BAX leads to the activation of Caspase 9 is an indication of the activated intrinsic apoptotic pathway [42]. Activated Caspase 9 activates the Caspase 3 protein, subsequently; it helps to the cleavage of PARP protein.…”

Section: Up-regulation Of Bax By D1 Leads To the Parp Cleavage In Helmentioning

confidence: 60%

Novel 3-(3, 5-difluoro-4-hydroxyphenyl)-1-(naphthalen-2-yl) prop-2-en-1-one as a potent inhibitor of MAP-kinase in HeLa cell lines and anti-angiogenic activity is mediated by HIF-1α in EAC animal model

Guruswamy¹,

Balaji²,

Dharmappa

et al. 2020

Oncotarget

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“…HCT116 human colon cancer cells were obtained from the American Type Culture Collection (Rockville, MD, USA). The cells were maintained in Dulbecco’s modified Eagle’s medium supplemented with 10% fetal bovine serum (CellGro/Corning, Manassas, VA, USA) at 37 °C in a 5% CO 2 atmosphere [27].…”

Section: Methodsmentioning

confidence: 99%

“…The 3D structures of aurora kinases were obtained from the protein databank. The experiments followed previously reported methods [27].…”

Section: Methodsmentioning

confidence: 99%

Inhibitory Effect of Synthetic Flavone Derivatives on Pan-Aurora Kinases: Induction of G2/M Cell-Cycle Arrest and Apoptosis in HCT116 Human Colon Cancer Cells

Shin

Lee

Kim

et al. 2018

IJMS

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Members of the aurora kinase family are Ser/Thr kinases involved in regulating mitosis. Multiple promising clinical trials to target aurora kinases are in development. To discover flavones showing growth inhibitory effects on cancer cells, 36 flavone derivatives were prepared, and their cytotoxicity was measured using a long-term clonogenic survival assay. Their half-maximal growth inhibitory effects against HCT116 human colon cancer cells were observed at the sub-micromolar level. Pharmacophores were derived based on three-dimensional quantitative structure–activity calculations. Because plant-derived flavones inhibit aurora kinase B, we selected 5-methoxy-2-(2-methoxynaphthalen-1-yl)-4H-chromen-4-one (derivative 31), which showed the best half-maximal cell growth inhibitory effect, and tested whether it can inhibit aurora kinases in HCT116 colon cancer cells. We found that derivative 31 inhibited the phosphorylation of aurora kinases A, aurora kinases B and aurora kinases C, suggesting that derivative 31 is a potential pan-aurora kinase inhibitor. The results of our analysis of the binding modes between derivative 31 and aurora A and aurora B kinases using in-silico docking were consistent with the pharmacophores proposed in this study.

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Anticancer and structure-activity relationship evaluation of 3-(naphthalen-2-yl)-N,5-diphenyl-pyrazoline-1-carbothioamide analogs of chalcone

Cited by 34 publications

References 24 publications

Chalcone Derivatives: Role in Anticancer Therapy

Chalcone Derivatives: Role in Anticancer Therapy

Novel 3-(3, 5-difluoro-4-hydroxyphenyl)-1-(naphthalen-2-yl) prop-2-en-1-one as a potent inhibitor of MAP-kinase in HeLa cell lines and anti-angiogenic activity is mediated by HIF-1α in EAC animal model

Inhibitory Effect of Synthetic Flavone Derivatives on Pan-Aurora Kinases: Induction of G2/M Cell-Cycle Arrest and Apoptosis in HCT116 Human Colon Cancer Cells

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