BIBLIOS

Document type
Journal articles

Document subtype
Full paper

Title
Synthesis and the In Vitro Evaluation of Antitumor Activity of Novel Thiobenzanilides

Participants in the publication
Maria João Álvaro-Martins (Author)
FACULDADE DE CIÊNCIAS DA UNIVERSIDADE DE LISBOA
Violeta Railean (Author)
BioISI - Biosystems & Integrative Sciences Institute
Filomena Martins (Author)
Dep. Química e Bioquímica
CQE
Miguel Machuqueiro (Author)
Dep. Química e Bioquímica
BioISI
BioISI
Rita Pacheco (Author)
INSTITUTO SUPERIOR DE ENGENHARIA DE LISBOA
Susana Santos (Author)
FACULDADE DE CIÊNCIAS DA UNIVERSIDADE DE LISBOA
Dep. Química e Bioquímica
CQE

Summary
Cancer is a generic term for a large group of diseases that are the second-leading cause of death worldwide, accounting for nearly 10 million deaths in 2020. Melanoma is a highly aggressive skin tumor with an increasing incidence and poor prognosis in the metastatic stage. Breast cancer still stands as one of the major cancer-associated deaths among women, and diagnosed cases are increasing year after year worldwide. Despite the recent therapeutic advances for this type of cancer, novel drugs and treatment strategies are still urgently needed. In this paper, the synthesis of 18 thiobenzanilide derivatives (17 of them new) is described, and their cytotoxic potential against melanoma cells (A375) and hormone-dependent breast cancer (MCF-7) cells is evaluated using the MTT assay. In the A375 cell line, most of the tested thiobenzanilides derivatives showed EC50 values in the order of μM. Compound 17 was the most promising, with an EC50 (24 h) of 11.8 μM. Compounds 8 and 9 are also interesting compounds that deserve to be further improved. The MCF-7 cell line, on the other hand, was seen to be less susceptible to these thiobenzanilides indicating that these compounds show different selectivity towards skin and breast cancer cells. Compound 15 showed the highest cytotoxic potential for MCF-7 cells, with an EC50 (24 h) of 43 μM, a value within the range of the EC50 value determined for tamoxifen (30.0 μM). ADME predictions confirm the potential of the best compounds. Overall, this work discloses a new set of thiobenzanilides that are worth being considered as new scaffolds for the further development of anticancer agents.


Institution
FACULDADE DE CIÊNCIAS DA UNIVERSIDADE DE LISBOA

Where published
Molecules

Publication Identifiers
ISSN - 1420-3049

Publisher
MDPI AG



Document Identifiers
DOI - https://doi.org/10.3390/molecules28041877
URL - http://dx.doi.org/10.3390/molecules28041877

Rankings
Web Of Science Q2 (2023) - 4.2 - Chemistry, Multidisciplinary
SCIMAGO Q1 (2023) - 0.744 - Pharmaceutical Science

Keywords
cancer thiobenzanilide derivatives melanoma breast cancer