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Synthesis and Biological Evaluation of Acridine/Acridone Analogs as Potential Anticancer Agents

Abstrakt

Acridine and acridone analogues were prepared by Ullmann condensation and then cyclization reaction. As a result of nucleophilic substitution reaction 1-nitro-9-phenoxyacridine or 1-chloro-4-nitro-9(10H)-acridone with the corresponding peptides, the planned acridine derivatives (10a-c, 12, 17-a-d, 19) have been obtained. The cytotoxic activity of the newly obtained analogs were evaluated against melanotic (Ma) and amelanotic (Ab) melanomacell lines and neuroblastoma SH-SY5Y by using the XTT method. Apoptosis and cell cycle were analyzed by flow cytometry. Among the investigated analogs compound 12 exhibited the highest potency comparable to dacarbazine action for amelanotic Ab melanoma cells. FLICA test (flurochrome-labeled inhibitors of caspases) showed that this analog significantly increased the content of cells with activated caspases (C+) among both neuroblastoma lines and only Ab melanoma line. Using phosphatidylserine (PS) externalization assay, 12 induced changes in the Ab melanoma plasma membrane structure as the externalization of phosphatidylserine (An+ cells). These changes in neuroblastoma cells were less pronounced. Analog 12 could be proposed as the new potential chemotherapeutic against amelanotic melanoma form especially.

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Kategoria:
Publikacja w czasopiśmie
Typ:
artykuły w czasopismach
Opublikowano w:
Medicinal Chemistry nr 15, strony 729 - 737,
ISSN: 1573-4064
Język:
angielski
Rok wydania:
2019
Opis bibliograficzny:
Gensicka-Kowalewska M., Cichorek M., Ronowska A., Deptuła M., Klejbor I., Dzierzbicka K.: Synthesis and Biological Evaluation of Acridine/Acridone Analogs as Potential Anticancer Agents// Medicinal Chemistry -Vol. 15, (2019), s.729-737
DOI:
Cyfrowy identyfikator dokumentu elektronicznego (otwiera się w nowej karcie) 10.2174/1573406414666181015145120
Bibliografia: test
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Politechnika Gdańska

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