DNA Base Bioisosteres, Bis-benzoxazoles, Exert Anti-proliferative Effect on Human Prostate and Breast Cancer Cells

Abstract

A series of symmetric bis-benzoxazole derivatives were synthesized using one-pot cyclization between 4-chloro substituted 2-aminophenol and suitable dicarboxylic acids. Synthesized compounds' anticancer activities were tested by using MTT assay on human prostate (DU145) and breast (MCF7) cancer cells. Screening results revealed that all compounds possessed a high level anti-cancer potential by significantly decreasing the cell proliferation in prostate and breast cancer cell lines. Our compounds exerted their anti-proliferative effects in a dose and time dependent manner. Our results suggest that they can be highly potent since they were biologically active even at low concentrations. Our study presents a series of new bis-benzoxazole based compounds with potential therapeutic effects against tumor cells. Therefore, characterization of new generation bisbenzoxazole derivatives will have a significant contribution on the development of new era anticancer drug candidates.

Immunomodulatory and immunostimulatory effects of some bisbenzoxazole derivatives on lipopolysaccharide stimulated mammalian macrophages

“…The objective of the study was assessing the possible immunostimulatory and immunomodulatory effects of bisbenzoxazole based RHE 241 and 248 molecules on the unstimulated and LPS stimulated macrophages. Our results overlapped with the previous findings and these unique bisbenzoxazole derivatives significantly and substantially decreased the pro-inflammatory cytokine production by activated macrophages [30][31][32][33][34][35][36][37][38][39][40][41][42][43][44][45]. This effect was so stark that the cytokine production was completely knockedout in the presence of our molecules.…”

“…This anti-proliferative function is partly due to their similarities to DNA bases [30][31][32][33][34][35][36][37][38][39][40][41][42][43][44][45]. Benxoxazole derivatives probably interfere the DNA synthesis machinery and prevent cell proliferation in this way [30][31][32][33][34][35][36][37][38][39][40][41][42][43][44][45]. Due to their strong biological activities benzoxazole derivatives have been suggested as anti-cancer and anti-inflammatory drugs [30][31][32][33][34][35][36][37][38][39][40][41][42][43][44][45].…”

“…Benxoxazole derivatives probably interfere the DNA synthesis machinery and prevent cell proliferation in this way [30][31][32][33][34][35][36][37][38][39][40][41][42][43][44][45]. Due to their strong biological activities benzoxazole derivatives have been suggested as anti-cancer and anti-inflammatory drugs [30][31][32][33][34][35][36][37][38][39][40][41][42][43][44][45]. In order to generate the most active compound with the least side effects, new benzoxazole derivatives should be designed and characterized.…”

Bisbenzoxazole Derivatives Had Anti-Proliferative Effect on Human Cancer Cells

“…During the course of our research for the generation of the new bioactive benzoxazole compounds, we have synthesized a plethora of bisbenzoxazole derivatives and tested their anti-cancer activities by previous studies [23]. Benzoxazoles act as anti-cancer agents [24].…”

Anticancer activity of benzoxazole derivative (2015 onwards): a review

“…A new series of bisbenzoxazole [32,33] derivatives were prepared by heating 2 equivalents of 4-chloro 2aminophenol with substituted dicarboxylic acids in PPA. These bisbenzoxazole derivatives ( Fig.…”