Design synthesis and anti-proliferative activity of some new coumarin substituted hydrazide–hydrazone derivatives

Duangdee, Nongnaphat; Mahavorasirikul, Wiratchanee; Prateeptongkum, Saisuree

doi:10.1007/s12039-020-01767-4

Cited by 15 publications

(14 citation statements)

References 32 publications

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“…The investigations revealed that the hybrid N28 exhibited the highest antitumor activity against HepG2 cells, whereas the hybrid N30 showed the best cytotoxic effect against SKBR-3 line cells. Based on these results, it was concluded that the potent antitumor effect of these hybrids could be related to the presence of specific substituents on the para position of the phenyl ring [32].…”

Section: Introductionmentioning

confidence: 97%

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4-Methylumbelliferone And Its Derived Compounds: A Brief Review Of Their Cytotoxicity

2021

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Many efforts have been directed toward the isolation of natural products, and using them to synthesize new chemical agents, and explore their cytotoxic attributes. However, finding new chemotherapeutic agents with towering potentials in the terms of high activity and target-selectivity, as well as minimal side effects is still out of hand. To satisfy that, medicinal chemists directed much of their research toward screening the cytotoxic activity of the isolated products and synthetic compounds. One of the most investigated bands of compounds is those belong to coumarin-family. Although most of these family members exhibited characteristic cytotoxic attributes, the compound termed 4-methylumbelliferone and chemically named 7-hydroxy-4-methylcoumarin showed, with its derived compounds, an exceptional activity in cancer therapy. This effect included the ability of these compounds to counteract the mechanisms of the multidrug-tumor resistance, cover the side potentials of the currently used chemotherapeutic drugs, and boost the tumor sensitivity to phototherapy. In this report, we browsed the literature to report the recent advances for the application of 4-methylumbelliferone and its derived compounds as cytotoxic agents and identify the structural requirements for the maximum selectivity versus each cancer-phenotype. The outcomes of this report may help in the direction of research toward designing and synthesizing new 4-methylumbelliferone-derived products exhibiting the best selectivity and green-side potentials.

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Section: Introductionmentioning

confidence: 97%

“…Scheme 5: Synthesis of the hydrazide part as described via Duangdee et al [32]. Scheme 6: Condensation reaction applied to prepare the compounds titled N25-N31 [32]. The antitumor effect of these compounds was tested against Ehrlich ascites cancer.…”

Section: Introductionmentioning

confidence: 99%

4-Methylumbelliferone And Its Derived Compounds: A Brief Review Of Their Cytotoxicity

2021

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“…They can inhibit many important signal transduction pathways affecting cellular proliferation, growth, and survival [22][23][24][25][26][27][28] such as coumarin-hydrazone hybrid (I) was reported to have cytotoxic activity against HepG2, SKBR-3, & Caco-2 cell lines. 29 Derivative 7,8-dihydroxy-4-methyl coumarin (II) was reported to induce apoptosis through the caspase-dependent pathway and inhibition of ERK/MAPK signaling 30 Also, compound III was reported to arrest the cell cycle during G2/M phase triggering apoptosis induction. 31 Similarly, compound IV another coumarinhydrazone hybrid induced apoptosis via activating caspase 3/7.…”

Section: Introductionmentioning

confidence: 99%

Coumarin-acetohydrazide derivatives as novel antiproliferative agents via VEGFR-2/AKT axis inhibition and apoptosis triggering

et al. 2022

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“…For example, the Prateeptongkum team has synthesized a series of combined 7-hydroxy-4-methylcoumarin II with different aryl hydrazide–hydrazones and screened them for their anti-cancer activity. Based on their results, compounds III and IV showed potent cytotoxic activity against HepG2 with IC 50 values of 2.84 ± 0.48 µg/mL and 4.67 ± 0.78 µg/mL, respectively, compared to the standard doxorubicin (IC 50 = 2.11 ± 0.13 µg/mL) [ 37 ]. The Viola group reported the synthesis of some modified analogs of geiparvarin (natural coumarin) and their biological assay against several human tumor cell lines.…”

Section: Introductionmentioning

confidence: 99%

Design and Synthesis of Coumarin Derivatives as Cytotoxic Agents through PI3K/AKT Signaling Pathway Inhibition in HL60 and HepG2 Cancer Cells

Kishk

Eltamany²,

Nafie³

et al. 2022

Molecules

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In this study, a series of coumarin derivatives, either alone or as hybrids with cinnamic acid, were synthesized and evaluated for their cytotoxicity against a panel of cancer cells using the MTT assay. Then, the most active compounds were inspected for their mechanism of cytotoxicity by cell-cycle analysis, RT-PCR, DNA fragmentation, and Western blotting techniques. Cytotoxic results showed that compound (4) had a significant cytotoxic effect against HL60 cells (IC50 = 8.09 µM), while compound (8b) had a noticeable activity against HepG2 cells (IC50 = 13.14 µM). Compounds (4) and (8b) mediated their cytotoxicity via PI3K/AKT pathway inhibition. These results were assured by molecular docking studies. These results support further exploratory research focusing on the therapeutic activity of coumarin derivatives as cytotoxic agents.

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Design synthesis and anti-proliferative activity of some new coumarin substituted hydrazide–hydrazone derivatives

Cited by 15 publications

References 32 publications

4-Methylumbelliferone And Its Derived Compounds: A Brief Review Of Their Cytotoxicity

4-Methylumbelliferone And Its Derived Compounds: A Brief Review Of Their Cytotoxicity

Coumarin-acetohydrazide derivatives as novel antiproliferative agents via VEGFR-2/AKT axis inhibition and apoptosis triggering

Design and Synthesis of Coumarin Derivatives as Cytotoxic Agents through PI3K/AKT Signaling Pathway Inhibition in HL60 and HepG2 Cancer Cells

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