Tetracyclic Thioxanthene Derivatives: Studies on Fluorescence and Antitumor Activity

• Tipo: Artigo em Revista Científica Internacional
• Data: 2021

Autores

Durães, F (Autor) Outra; Silva, PMA (Autor) Outra; Novais, P (Autor) Outra; Amorim, I (Autor) Outra; Luis Gales (Autor) ICBAS; Esteves, CIC (Autor) Outra; Guieu, S (Autor) Outra; Bousbaa, H (Autor) Outra; Maria Isabel Amorim (Autor) FCUP; Emilia Sousa (Autor) FFUP

Revista

Título: Molecules

Vol. 26 Nº 17

Página Final: 3315

ISSN: 1420-3049

Editora: MDPI

Indexação

ISI Web of Knowledge - 1 Citação

Scopus - 1 Citação

Outras Informações

ID Authenticus: P-00V-1T5

DOI: 10.3390/molecules26113315

Abstract (EN): Thioxanthones are bioisosteres of the naturally occurring xanthones. They have been described for multiple activities, including antitumor. As such, the synthesis of a library of thioxanthones was pursued, but unexpectedly, four tetracyclic thioxanthenes with a quinazoline-chromene scaffold were obtained. These compounds were studied for their human tumor cell growth inhibition activity, in the cell lines A375-C5, MCF-7 and NCI-H460. Photophysical studies were also performed. Two of the compounds displayed GI(50) values below 10 mu M for the three tested cell lines, and structure-activity relationship studies were established. Three compounds presented similar wavelengths of absorption and emission, characteristic of dyes with a push-pull character. The structures of two compounds were elucidated by X-ray crystallography. Two tetracyclic thioxanthenes emerged as hit compounds. One of the two compounds accumulated intracellularly as a bright fluorescent dye in the green channel, as analyzed by both fluorescence microscopy and flow cytometry, making it a promising theranostic cancer drug candidate.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 13