Synthesis of Some Hybrid 7-Hydroxy Quinolinone Derivatives As Anti Breast Cancer Drugs

Moustafa, Amal M. Youssef; Bakare, Safyah B.

doi:10.1007/s11164-019-03827-y

Cited by 18 publications

(10 citation statements)

References 32 publications

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“…The results indicated that the mechanism interrupting the cell cycle was at S and G2/M phase. The best active compound 26 showed IC 50 value of 5.51 μM among all the synthesized derivatives (Moustafa & Bakare, 2019). C. Karthikeyan et al reported pyrazole ring fused with quinoline scaffolds and their biological activity evaluation on different cell lines, compound 27 showed best results against HCT‐116 (colon cell line) with an IC 50 values of 2.3 μM, as the most active compound and also active against other HT‐29 , HCT‐15 and LOVO (colon cell lines), provided data with IC 50 values of 3.9, 9.6 and 10.2 μM, respectively (Karthikeyan et al, 2018).…”

Section: Biological Activitiesmentioning

confidence: 98%

Quinoline‐derivatives as privileged scaffolds for medicinal and pharmaceutical chemists: A comprehensive review

et al. 2022

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The quinoline scaffolds are privileged for their numerous biological activities in the pharmaceutical field. This moiety constitutes a well‐known space in several marketed preparations. The quinoline scaffolds gained attention in modern days being an important chemical moiety in the identification, designing, and synthesis of novel potent derivatives. The current review is developed to shine the light on critical and significant insights on the quinoline derivatives possessing diverse biological activities such as analgesic, anti‐inflammatory, antialzheimer, anti‐convulsant, anti‐oxidant, antimicrobial, anti‐cancer activities and so on. A detailed summary of quinoline ring from its origin to the recent advancements regarding its synthesis, green chemistry approaches, patented methods, and its marketed drugs is presented in the review. We attempted to review the literature compiling the critical information that has potential to encourage fellow researchers and scientists for the design and development of quinoline scaffold based active molecules that have improved therapeutic performance along with profound pharmacological properties.

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Section: Biological Activitiesmentioning

confidence: 98%

Quinoline‐derivatives as privileged scaffolds for medicinal and pharmaceutical chemists: A comprehensive review

et al. 2022

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“…The synthesis of 7-hydroxy-4-methylcoumarin (1) and 7-hydroxy-4-methyl-1-amino-2quinolinone (2) were carried out according to literature procedure [30][31][32].…”

Section: Synthesis Of 3-(7-hydroxy-4-methyl-2-oxo-2h-quinolin-1-ylamino)-3-phenyl Acrylic Acid (3)mentioning

confidence: 99%

Synthesis and biological evaluation of some hybrid 2-quinolinone derivatives containing cinnamic acid as anti-breast cancer drugs

Bakare¹

2022

Bull. Chem. Soc. Eth.

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ABSTRACT. A new series of hybrid 2-quinolinone derivatives were synthesized by using 7-hydroxy-4-methyl-1-amino-quinolin-2-one (2) and cinnamic acid. Hybrid halogenated 2-quinolinone derivatives (3-(7-hydroxy-4-methyl-3,6,8-tribromo-2-oxo-2H-quinolin-1-ylamino)-3-phenyl acrylic acid (4) and 3-(7-acetoxy-4-methyl-3,6,8-tribromo-2-oxo-1H-quinolin-1-ylamino)-3-phenyl acrylic acid (7)) were prepared via the halogenation of 3-(7-hydroxy-4-methyl-2-oxo-2H-quinolin-1-ylamino)-3-phenyl acrylic acid (3) with bromine to give compound 4 with acetic anhydride led to the formation of hydride halogenated 2-quinolinone derivative (7). All the synthesized hybrid 2-quinolinone and hybrid halogenated 2-quinolinone derivatives were tested for their cytotoxicity against MCF-7 cell line. DNA flow cytometric analysis of compounds 3 showed cell cycle arrest at G2/M phase with concomitant increase of cells in apoptotic phase. Dual annexin-V/propidium iodide staining assay of compound 3 revealed that, the selected molecule increases the apoptosis of MCF-7 cells more than control. KEY WORDS: Quinolinone, Hybrid, Cinnamic acid, Apoptosis, MCF-7 cells Bull. Chem. Soc. Ethiop. 2021, 35(3), 551-564. DOI: https://dx.doi.org/10.4314/bcse.v35i3.7

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“…Moustafa et al [47] synthesized a novel series of 2-quinolinone derivatives and evaluated their anti-proliferative activity against the BC MCF-7 cell line. The results revealed that compounds 12 and 13 (Figure 3) elicited the highest anti-proliferative activity.…”

Section: Quinazoline-and Quinazolinone-based Small Moleculesmentioning

confidence: 99%

“…Preliminary screening revealed that compounds 10a-d demonstrated potent growth inhibitory potential against breast cancer MCF-7 cell line compared to the reference drug. In addition, compound 11 (Figure3) showed a significant growth inhibitory potential against three breast cancer cell lines: T47D, MCF-7 and MDA-MB-231, with IC 50 values equal 2.20 ± 1.5, 3.03 ± 1.5 and 11.90 ± 2.6 µM, respectively[46].Moustafa et al[47] synthesized a novel series of 2-quinolinone derivatives and evaluated their anti-proliferative activity against the BC MCF-7 cell line. The results revealed that compounds 12 and 13 (Figure3) elicited the highest anti-proliferative activity.…”

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confidence: 99%

Recent Advancements in the Development of Anti-Breast Cancer Synthetic Small Molecules

Elkaeed

Salam²,

Sabt³

et al. 2021

Molecules

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Among all cancer types, breast cancer (BC) still stands as one of the most serious diseases responsible for a large number of cancer-associated deaths among women worldwide, and diagnosed cases are increasing year by year worldwide. For a very long time, hormonal therapy, surgery, chemotherapy, and radiotherapy were used for breast cancer treatment. However, these treatment approaches are becoming progressively futile because of multidrug resistance and serious side effects. Consequently, there is a pressing demand to develop more efficient and safer agents that can fight breast cancer belligerence and inhibit cancer cell proliferation, invasion and metastasis. Currently, there is an avalanche of newly designed and synthesized molecular entities targeting multiple types of breast cancer. This review highlights several important synthesized compounds with promising anti-BC activity that are categorized according to their chemical structures.

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Synthesis of Some Hybrid 7-Hydroxy Quinolinone Derivatives As Anti Breast Cancer Drugs

Cited by 18 publications

References 32 publications

Quinoline‐derivatives as privileged scaffolds for medicinal and pharmaceutical chemists: A comprehensive review

Quinoline‐derivatives as privileged scaffolds for medicinal and pharmaceutical chemists: A comprehensive review

Synthesis and biological evaluation of some hybrid 2-quinolinone derivatives containing cinnamic acid as anti-breast cancer drugs

Recent Advancements in the Development of Anti-Breast Cancer Synthetic Small Molecules

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