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S ‐(4‐Methoxyphenyl)‐4‐methoxybenzenesulfonothioate as a Promising Lead Compound for the Development of a Renal Carcinoma Agent
Author(s) -
Nantes Camilla I.,
Pereira Ingrid D.,
Bai Ruoli,
Hamel Ernest,
Burnett James C.,
Oliveira Rodrigo J.,
F. C. Matos Maria,
Beatriz Adilson,
Yonekawa Murilo K. A.,
Perdomo Renata T.,
Lima Dênis P.,
Bogo Danielle,
A. dos Santos Edson
Publication year - 2020
Publication title -
chemmedchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.817
H-Index - 100
eISSN - 1860-7187
pISSN - 1860-7179
DOI - 10.1002/cmdc.201900566
Subject(s) - apoptosis , cytotoxic t cell , cell culture , chemistry , unfolded protein response , programmed cell death , cell cycle checkpoint , endoplasmic reticulum , cell growth , cell cycle , cell , cytotoxicity , cancer research , biochemistry , biology , in vitro , genetics
Organosulfur compounds show cytotoxic potential towards many tumor cell lines. Disulfides and thiosulfonates act through apoptotic processes, inducing proteins associated with apoptosis, endoplasmic reticulum stress, and the unfolded protein response. Three p ‐substituted symmetric diaryl disulfides and three diaryl thiosulfonates were synthesized and analyzed for inhibition of tubulin polymerization and for human cancer cell cytotoxic activity against seven tumor cell lines and a non‐tumor cell line. S ‐(4‐methoxyphenyl)‐4‐methoxybenzenesulfonothioate ( 6 ) exhibited inhibition of tubulin polymerization and showed the best antiproliferative potential, especially against the 786‐0 cell line, being six times more selective as compared with the non‐tumor cell line. In addition, compound 6 was able to activate caspase‐3 after 24 and 48 h treatments of the 786‐0 cell line and induced cell‐cycle arrest in the G2/M stage at the highest concentration evaluated at 24 and 48 h. Compound 6 was able to cause complete inhibition of proliferation, inducing the death of 786‐0 cells, by increasing the number of cells at G2/M and greater activation of caspase‐3.