Details

Autor(en) / Beteiligte

• N. Bandeira, Paulo
• L. G. Lemos, Telma
• S. Santos, Hélcio
• C. S. de Carvalho, Mylena
• P. Pinheiro, Daniel
• O. de Moraes Filho, Manoel
• Pessoa, Cláudia
• W. A. Barros-Nepomuceno, Francisco
• H. S. Rodrigues, Tigressa
• R. V. Ribeiro, Paulo
• S. Magalhães, Herbert
• M. R. Teixeira, Alexandre

Titel

Synthesis, structural characterization, and cytotoxic evaluation of chalcone derivatives

Ist Teil von

• Medicinal chemistry research, 2019-11, Vol.28 (11), p.2037-2049

Ort / Verlag

New York: Springer US

Erscheinungsjahr

2019

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Chalcones containing amino or acetamide groups on ring A and electron donating/withdrawing groups on ring B have been shown to have great cytotoxic potential against human cancer cell lines. In this work, a series of twenty chalcones, including nine 1-(4′-aminophenyl)-3-(substituted aryl)-2-propen-1-ones ( 1 – 9 ), nine 1-(4′-acetamidophenyl)-3-(substituted aryl)-2-propen-1-ones ( 1a – 9a ), and two 1-(3′-methoxy-4′-hydroxyphenyl)-3-(substituted aryl)-2-propen-1-ones ( 10 , 11 ), were synthesized and submitted for initial biological screening using HCT-116 cells. Among the evaluated compounds, chalcone 6a showed strong and selective activity against HCT-116 cells (IC 50  = 2.37 ± 0.73 µM). The preliminary structure–activity relationship analysis indicated that the cytotoxic effect of these compounds might be attributed to the combined effect of two electron withdrawing groups: the nitro group (NO 2 ) at the meta -position of ring B and the acetyl group at the para -position of ring A. Moreover, chalcone 6a was able to induce G2/M cell cycle arrest and apoptosis at a concentration of 10 µM after 24 h of incubation. These data reinforce that compound 6a could be a promising lead compound for the future exploration of selective anti-colon carcinoma cancer agents.