Effects of Spiro-bisheterocycles on Proliferation and Apoptosis in Human Breast Cancer Cell Lines

Ramdani, Lamia Hamdan; Talhi, Oualid; Taïbi, Nadia; Delort, Laëtitia; Decombat, Caroline; Silva, Artur M. S.; Bachari, Khaldoun; Vasson, Marie‐Paule; Caldefie-Chézet, Florence

doi:10.21873/anticanres.11237

Cited by 14 publications

(13 citation statements)

References 32 publications

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“…Cells were placed in 96-well plates and incubated with the compounds for 24 h. Then resazurin (25 µg/mL) was added to the medium to track their viability. Fluorescence (excitation/emission: 544/590 nm) was recorded for 2 h using a microplate fluorometric reader (Tecan Spark®) [35].…”

Section: Cytotoxicity Evaluation Of the Compoundsmentioning

confidence: 99%

Anti-Inflammatory and Cytotoxic Potential of New Phenanthrenoids from Luzula sylvatica

et al. 2020

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Phenanthrenoids have been widely described, in the Juncaceae family, for their biological properties such as antitumor, anxiolytic, anti-microbial, spasmolytic, and anti-inflammatory activities. The Juncaceae family is known to contain a large variety of phenanthrenoids possessing especially anti-inflammatory and cytotoxic properties. Luzula sylvatica, a Juncaceae species, is widely present in the Auvergne region of France, but has never been studied neither for its phytochemical profile nor for its biological properties. We investigated the phytochemical profile and evaluated the potential anti-inflammatory activities of L. sylvatica aerial parts extracts. A bioassay-guided fractionation was carried out to identify the most active fractions. Nine compounds were isolated, one coumarin 1 and eight phenanthrene derivatives (2–9), including four new compounds (4, 5, 8 and 9), from n-hexane and CH2Cl2, fractions. Their structures were established by HRESIMS, 1D and 2D NMR experiments. The biological properties, especially the anti-inflammatory/antioxidant activities (ROS production) and antiproliferative activity on THP-1, a monocytic leukemia cell line, of each compound, were evaluated. Three phenanthrene derivatives 4, 6, and 7 showed very promising antiproliferative activities.

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Section: Cytotoxicity Evaluation Of the Compoundsmentioning

confidence: 99%

Anti-Inflammatory and Cytotoxic Potential of New Phenanthrenoids from Luzula sylvatica

et al. 2020

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“…Many studies have revealed numerous anti-proliferative and anti-tumor properties of a variety of coumarin and spirocompounds and they were reported to inhibit the proliferation of a number of human malignant cell lines in vitro (9,10,59).…”

Section: Discussionmentioning

confidence: 99%

Anti-proliferative, Cytotoxic and NF-ĸB Inhibitory Properties of Spiro(Lactone-Cyclohexanone) Compounds in Human Leukemia

Bouhenna

Orlikova

Talhi

et al. 2017

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“…There is also great interest in studying heterocyclic spiro compounds for drug discovery. This is due to their wide range of biological activities, of which mention should made of antioxidant [3], anticancer [4], antidiabetic [5] and antibacterial [6] activities. It is also worth noting that spiro compounds have found application in agriculture as fungicides [7], as well as in materials science as organic semiconductors [8].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of bis-spirocyclic derivatives of 3-azabicyclo[3.1.0]hexane via cyclopropene cycloadditions to the stable azomethine ylide derived from Ruhemann's Purple

Stepakov¹,

Filatov²,

Khoroshilova³

et al. 2022

Preprint

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A reliable method for the synthesis of bis-spirocyclic derivatives of 3-azabicyclo[3.1.0]hexane through the 1,3-dipolar cycloaddition (1,3-DC) reactions of cyclopropenes to the stable azomethine ylide – protonated form of Ruhemann's Purple (PRP) has been developed. Both 3-substituted and 3,3-disubstituted cyclopropenes reacted with PRP, affording corresponding bis-spirocyclic 3-azabicyclo[3.1.0]hexane cycloadducts in moderate to good yields with high diastereofacial selectivity. Moreover, several unstable 1,2-disubstituted cyclopropenes were successfully trapped by the stable 1,3-dipole under mild conditions. The mechanism of cycloaddition reactions of cyclopropenes with PRP has been thoroughly studied using density functional theory (DFT) methods at the M11/cc-pVDZ level of theory. The cycloaddition reactions have been found to be HOMOcyclopropene – LUMOylide controlled while transition-state energies for the reaction of 3-methyl-3-phenylcyclopropene with PRP are fully consistent with the experimentally observed stereoselectivity.

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Effects of Spiro-bisheterocycles on Proliferation and Apoptosis in Human Breast Cancer Cell Lines

Cited by 14 publications

References 32 publications

Anti-Inflammatory and Cytotoxic Potential of New Phenanthrenoids from Luzula sylvatica

Anti-Inflammatory and Cytotoxic Potential of New Phenanthrenoids from Luzula sylvatica

Anti-proliferative, Cytotoxic and NF-ĸB Inhibitory Properties of Spiro(Lactone-Cyclohexanone) Compounds in Human Leukemia

Synthesis of bis-spirocyclic derivatives of 3-azabicyclo[3.1.0]hexane via cyclopropene cycloadditions to the stable azomethine ylide derived from Ruhemann's Purple

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