Synthesis of Benzophenones and in vitro Evaluation of Their Anticancer Potential in Breast and Prostate Cancer Cells
authors Saidi, L; Rocha, DHA; Talhi, O; Bentarzi, Y; Nedjar-Kolli, B; Bachari, K; Paz, FAA; Helguero, LA; Silva, AMS
nationality International
journal CHEMMEDCHEM
author keywords benzophenones; cancer; cytotoxicity; drug design; synthesis design
keywords 1,3-BIS-SILYL ENOL ETHERS; ALDOL REACTIONS; DERIVATIVES; INHIBITORS; XANTHONES; PYRIDINE; ANALOGS
abstract Breast and prostate cancers are frequently treated with chemotherapy. Several novel chemicals are being reported for this purpose, particularly synthetic and natural benzophenones. This work reports the synthesis of substituted 2-hydroxybenzophenones through 1,4-conjugate addition/intramolecular cycloaddition/dehydration of nitromethane on key intermediate chromones. Structures were extensively studied by means of 2D NMR spectroscopy and single-crystal XRD. Their cytotoxicity was evaluated in vitro in two breast cancer cell lines (MDA-MB-231 and T47-D) and one prostate cancer cell line (PC3). The most potent compound exhibited good cytotoxic effects against the three cancer cell lines (IC50 values ranging from 12.09 to 26.49 mu m) and induced cell-cycle retardation only on prostate cancer cells, which suggested that it might exert cell-type-specific effects.
publisher WILEY-V C H VERLAG GMBH
issn 1860-7179
year published 2019
volume 14
issue 10
beginning page 1041
ending page 1048
digital object identifier (doi) 10.1002/cmdc.201900127
web of science category Chemistry, Medicinal; Pharmacology & Pharmacy
subject category Pharmacology & Pharmacy
unique article identifier WOS:000468773400007
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