Issue 46, 2022

Synthesis, antioxidant and antitumoral activity of new 5′-arylchalcogenyl-3′-N-(E)-feruloyl-3′, 5′-dideoxy-amino-thymidine (AFAT) derivatives

Abstract

The synthesis of a new class of 5′-arylchalcogenyl-3′-N-(E)-feruloyl-3′-amino-3′-deoxythymidine (AFAT) derivatives is disclosed. The compounds were obtained in good yields by an amidation reaction employing soft conditions. Both antitumoral activity against bladder carcinoma cells T24 and the antioxidant effect of the new derivatives were assessed. The results obtained demonstrated a notable inhibition of TBARS production and the DPPH scavenging activity compared with the commercial standards or the precursor building blocks. Additionally, the tellurium AFAT derivatives showed prominent antiproliferative activities. The in vivo studies revealed that the mice group treated with AFAT derivatives kept a normal healthy condition after 1 week of treatment and no kidney or liver toxicity was observed in the in vivo biochemical assays. The in silico evaluation corroborated the experimental results and demonstrated a prominent ability of these compounds to be employed as multitarget drugs.

Graphical abstract: Synthesis, antioxidant and antitumoral activity of new 5′-arylchalcogenyl-3′-N-(E)-feruloyl-3′, 5′-dideoxy-amino-thymidine (AFAT) derivatives

Supplementary files

Article information

Article type
Paper
Submitted
14 7 2022
Accepted
17 10 2022
First published
19 10 2022

New J. Chem., 2022,46, 22306-22313

Synthesis, antioxidant and antitumoral activity of new 5′-arylchalcogenyl-3′-N-(E)-feruloyl-3′, 5′-dideoxy-amino-thymidine (AFAT) derivatives

J. G. Leal, B. C. Piccoli, C. S. Oliveira, F. D’Avila da Silva, F. B. Omage, J. B. T. D. Rocha, M. S. Sonego, N. V. Segatto, F. K. Seixas, T. V. Collares, R. S. da Silva, J. M. Sarturi, L. Dornelles, M. A. F. Faustino and O. E. D. Rodrigues, New J. Chem., 2022, 46, 22306 DOI: 10.1039/D2NJ03487E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements