Synthesis, characterization and antiproliferative effects of naphtho [2,3- b ] thiophen-4,9-quinone on bladder tumor cells

• Published in: Natural product research Vol. 37; no. 13; pp. 2285 - 2292
• Main Authors: Ferreira, Gabriel Monteze, Lima, Ana Paula Braga, Pereira, Guilherme Rocha, Silva, Glenda Nicioli da, Brandão, Geraldo Célio
• Format: Journal Article
• Language: English
• Published: England Taylor & Francis Ltd 01-07-2023
• Subjects: Anticancer properties; Antiproliferatives; Antitumor activity; Bladder; Bladder cancer; Cancer; Cell cycle; Cell migration; Cell morphology; Cytology; Cytotoxicity; Molecular structure; Morphology; Naphthalene; NMR; Nuclear magnetic resonance; Oxidation; Quinones; Reactive oxygen species; Sulfur; Toxicity; Tumor cell lines; Tumor cells; Tumors; Wound healing; naphthoquinone; cell death; Bladder cancer; oxidative stress; quinone
• ISSN: 1478-6419; 1478-6427
• DOI: 10.1080/14786419.2022.2036143

Naphthoquinones are natural plants products or synthesized compounds. They have α, β-cyclic aromatic dienones structure with a naphthalene skeleton. Little is known about naphthoquinone and nothing about naphtho [2,3-b] thiophen-4,9-quinone effects on bladder cancer. In this study, a naphthoquinone containing a hetero sulfur atom was synthesized using classical synthetic method. The molecular structure was elucidated by NMR techniques and the antitumor effects were evaluated on bladder tumor cell lines with different
status using tripan blue and MTT cytotoxic method, quantification of reactive oxygen species (ROS), wound healing, cell morphology and cell cycle progression assays. The results showed selective cytotoxicity, colonies reduction, morphological change, inhibition of the cell migration process, induction of ROS production and cell cycle arrest. Naphtho [2,3-
] thiophen-4,9-quinone presents antiproliferative activity regardless
status and may be a promising agent in the treatment of bladder cancer, as they have an oxidizing effect and interfere with cell cycle.