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Synthesis of Benzophenones and in vitro Evaluation of Their Anticancer Potential in Breast and Prostate Cancer Cells.
- Source :
-
ChemMedChem [ChemMedChem] 2019 May 17; Vol. 14 (10), pp. 1041-1048. Date of Electronic Publication: 2019 Apr 24. - Publication Year :
- 2019
-
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 (IC <subscript>50</subscript> values ranging from 12.09 to 26.49 μm) and induced cell-cycle retardation only on prostate cancer cells, which suggested that it might exert cell-type-specific effects.<br /> (© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
- Subjects :
- Antineoplastic Agents pharmacology
Apoptosis
Benzophenones pharmacology
Cell Line, Tumor
Cell Survival
Cycloaddition Reaction
Drug Screening Assays, Antitumor methods
Female
Humans
Male
Methane analogs & derivatives
Methane chemistry
Models, Molecular
Molecular Structure
Nitroparaffins chemistry
Structure-Activity Relationship
Antineoplastic Agents chemistry
Benzophenones chemical synthesis
Breast Neoplasms drug therapy
Prostatic Neoplasms drug therapy
Subjects
Details
- Language :
- English
- ISSN :
- 1860-7187
- Volume :
- 14
- Issue :
- 10
- Database :
- MEDLINE
- Journal :
- ChemMedChem
- Publication Type :
- Academic Journal
- Accession number :
- 30950201
- Full Text :
- https://doi.org/10.1002/cmdc.201900127