ArticleMolecular cancer2007
Antiproliferative and pro-apoptotic activity of eugenol-related biphenyls on malignant melanoma cells.
Article in Molecular cancer, 2007. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 50 papers.
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Who cites it
50 citing papers in PubMed, 146 citations in OpenAlex.
- Neuroprotective Effects of Eugenol in Alzheimer's Disease: Mitigating Oxidative Stress, Inflammation and Amyloid Plaques.Current pharmaceutical design · 2026Review
- Folic Acid-Conjugated PLGA Nanoparticles of Eugenol: Development, Characterization, and In Vitro Cytotoxicity Studies on Breast Cancer Cell Line.BioMed research international · 2026Article
- Antiviral Activity of Eugenol Against Largemouth Bass Ranavirus Through Regulation of Autophagy and Apoptosis In Vitro and In Vivo.Microorganisms · 2025Article
- Eugenol: An Insight Into the Anticancer Perspective and Pharmacological Aspects.Food science & nutrition · 2025Review
- In Vitro and In Silico Evaluation ofPlants (Basel, Switzerland) · 2024Article
- Fluoxetine as a Potential Therapeutic Agent for Inhibiting Melanoma Brain and Lung Metastasis: Induction of Apoptosis, G0/G1 Cell Cycle Arrest, and Disruption of Autophagy Flux.Journal of Cancer · 2024Article
- A novel EGFR inhibitor, HNPMI, regulates apoptosis and oncogenesis by modulating BCL-2/BAX and p53 in colon cancer.British journal of pharmacology · 2024Article
- Article
- An Update on the Therapeutic Anticancer Potential ofMolecules (Basel, Switzerland) · 2023Review
- Eugenol modulates the NOD1-NF-κB signaling pathwayFrontiers in endocrinology · 2023Article
- Molecular Mechanisms of Action of Eugenol in Cancer: Recent Trends and Advancement.Life (Basel, Switzerland) · 2022Review
- In Vitro Assessment of the Cytotoxic and Antiproliferative Profile of Natural Preparations Containing Bergamot, Orange and Clove Essential Oils.Molecules (Basel, Switzerland) · 2022Article
- Anticancer Properties of Eugenol: A Review.Molecules (Basel, Switzerland) · 2021Review
- A value-added application of eugenol as acaricidal agent: The mechanism of action and the safety evaluation.Journal of advanced research · 2021Article
- Light- and Melanin Nanoparticle-Induced Cytotoxicity in Metastatic Cancer Cells.Pharmaceutics · 2021Article
- Pleiotropic Effects of Eugenol: The Good, the Bad, and the Unknown.Oxidative medicine and cellular longevity · 2021Review
- Pharmacological Properties and Health Benefits of Eugenol: A Comprehensive Review.Oxidative medicine and cellular longevity · 2021Review
- Essential Oils and Their Main Chemical Components: The Past 20 Years of Preclinical Studies in Melanoma.Cancers · 2020Review
- Antioxidant, Antimicrobial, and Other Biological Properties of Pompia Juice.Molecules (Basel, Switzerland) · 2020Article
- Gas chromatography-mass spectrometry (GM-MS) analysis and biological activities of the aerial part of Cleome amblyocarpa Barr. and Murb.Environmental science and pollution research international · 2020Article
Corrections and comments
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Authors and funding
11 authors at 3 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
backgroundMalignant melanoma is one of the most aggressive skin cancer and chemotherapeutic agents currently in use are still unsatisfactory. Prevention and early diagnosis are the only effective tools against this tumour whose incidence and mortality rates are highly increased during the last decades in fair skin populations. Therefore the search for novel therapeutic approaches is warranted. Aim of this work was to identify and test new compounds with antiproliferative and cytotoxic activity on melanoma cells. We tested eugenol together with six natural and synthetic eugenol-related compounds for their capability to inhibit cell growth on primary melanoma cell lines established from patients' tissue samples.
resultsEugenol and isoeugenol monomers and their respective O-methylated forms did not show to inhibit melanoma cells proliferation. Conversely, the dimeric forms (biphenyls) showed some antiproliferative activity which was mild for dehydrodieugenol, higher for its O,O'-methylated form (O,O'-dimethyl-dehydrodieugenol), and markedly pronounced for the racemic mixture of the brominated biphenyl (6,6'-dibromo-dehydrodieugenol) (S7), being its enantiomeric form (S) the most effective compared to the other compounds. Such activity resulted to be selective against tumour cells, without affecting cultured normal human skin fibroblasts. Dose and time dependence curves have been obtained for the enantiomeric form S7-(S). Then IC50 and minimal effective doses and times have been established for the melanoma cell lines tested. TUNEL and phosphatidylserine exposure assays demonstrated the occurrence of apoptotic events associated with the antiproliferative activity of S7-(S). Cytotoxic activity and apoptosis induced by treating melanoma cells with eugenol-related biphenyls was partially dependent by caspase activation.
conclusionOur findings demonstrate that the eugenol related biphenyl (S)-6,6'-dibromo-dehydrodieugenol elicits specific antiproliferative activity on neuroectodermal tumour cells partially triggering apoptosis and its activity should be further investigated on in vivo melanoma models in order to evaluate the real anticancer effectiveness on such tumour.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.