Synthesis and cytotoxic properties of new N-substituted 4-aminophenol derivatives with a potential as antimelanoma agents
| Autor: | Ferdinand Lejeune, R Morandini, Giuseppe Prota, D. Mascagna, Marco d'Ischia, Giovanna Misuraca, Ghanem Elias Ghanem |
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| Přispěvatelé: | Mascagna, D., Ghanem, G., Morandini, R., D'Ischia, Marco, Misuraca, G., Lejeune, F., Prota, G., D'Ischia, M., Prota, G |
| Rok vydání: | 1992 |
| Předmět: |
Melphalan
Cancer Research Antineoplastic Agents Dermatology Biology Pharmacology Aminophenols Structure-Activity Relationship Tumor Cells Cultured medicine Humans Structure–activity relationship Cytotoxic T cell Cytotoxicity Melanoma IC50 Monophenol Monooxygenase Fibroblasts medicine.disease Neoplasm Proteins Oncology Cell culture Toxicity Carcinoma Squamous Cell Drug Screening Assays Antitumor medicine.drug |
| Zdroj: | Melanoma Research. 2:25-32 |
| ISSN: | 0960-8931 |
| Popis: | New tyrosinase-targeted compounds based on structural variants of the prototype unit 4-aminophenol have been synthesized and screened for their potential as antitumour agents against malignant melanoma. Cytotoxicity assays showed that N-4-hydroxyphenylglycine (NHPG) and its alpha-methyl derivatives methylphenylglycine and dimethylphenylglycine exhibit significant antiproliferative effects on pigmented human melanoma cell lines (HBL), with inhibitory concentrations at 50% (IC50) around 80 micrograms/ml. A marked increase in cytotoxicity was observed with morpholine-containing 4-aminophenols, e.g. N-(2-morpholinoethyl)-4-aminophenol, which showed an IC50 of 20 micrograms/ml of HBL cells. Much more pronounced was the effect of the diacetoxy-derivative, DiAcMoAc, which showed an IC50 of 15 micrograms/ml on HBL cells and as low as 2 micrograms/ml on tyrosinase-containing, non-pigmented human melanoma cells (LND1), with a toxicity response of the same order of magnitude as that of melphalan. These results open interesting perspectives in the design of new targeted pro-drugs against malignant melanoma. |
| Databáze: | OpenAIRE |
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