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.
keywords
1,3-BIS-SILYL ENOL ETHERS; ALDOL REACTIONS; DERIVATIVES; INHIBITORS; XANTHONES; PYRIDINE; ANALOGS
subject category
Pharmacology & Pharmacy
authors
Saidi, L; Rocha, DHA; Talhi, O; Bentarzi, Y; Nedjar-Kolli, B; Bachari, K; Paz, FAA; Helguero, LA; Silva, AMS
our authors
Djenisa Rocha
Researcher
Filipe Alexandre Almeida Paz
Principal Researcheracknowledgements
Thanks are due to the University of Aveiro and FCT/MEC for financial support of the QOPNA research unit (FCT UID/QUI/00062/2019), IBIMED (FCT UID/BIM/04501/2019), as well as CICECO-Aveiro Institute of Materials (POCI-01-0145-FEDER-007679-UID/CTM/50011/2013) through national funds and, where applicable, co-financed by the FEDER, within the PT2020 Partnership Agreement, and bilateral project PT-DZ/0005 and the Portuguese NMR Network. The infrastructure used for biological screening was supported by national funds through FCT within the projects UID/BIM/04501/2013 and POCI-01-0145-FEDER-007628 granted to the iBiMED research unit. Microscopy image acquisition was performed at the LiM facility of iBiMED, a node of PPBI (Portuguese Platform of BioImaging): POCI-01-0145-FEDER-022122. L.S. is grateful for financial support from the Ministry of Higher Education and Scientific Research (Algeria) and the University of Sciences and Technology Houari Boumediene USTHB (Algeria). D.H.A.R. is grateful for grant BI/UI51/4889/2018, in the scope of the project UID/QUI/00062/2013 QOPNA. We also thank the Agence Thematique de Recherche en Sciences et Technologie ATRST for approving the co-financed bilateral project PT-DZ/0005.