A series of phenyl -carbonyl selenides with o-ester functionality substituted on the oxygen atom with chiral and achiral alkyl groups was synthesized. All compounds are the first examples of this type of organoselenium derivatives with an ester substituent in the ortho position. The obtained derivatives were tested as antioxidants and anticancer agents to see the influence of an ester functionality on the bioactivity of -carbonyl selenides by replacing the -amide group with an -ester group. The best results as an antioxidant agent were observed for -((1,2,5)-(-)-2-isopropyl-5-methylcyclohexyl)-2-((2-oxopropyl)selanyl)benzoate. The most cytotoxic derivative against breast cancer MCF-7 cell lines was -(methyl)-2-((2-oxopropyl)selanyl)benzoate and against human promyelocytic leukemia HL-60 was -(2-pentyl)-2-((2-oxopropyl)selanyl)benzoate.
Download full-text PDF |
Source |
---|---|
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11206731 | PMC |
http://dx.doi.org/10.3390/molecules29122866 | DOI Listing |
Org Lett
September 2024
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation.
Secondary phosphine selenides were found to react with γ-aminoacetylenic ketones (80-85 °C, MeCN, 17-40 h) to afford 1,2-dihydro-3-pyrrole-3-selones in 48-80% yields, products of unprecedented selenium transfer from the P═Se bond to replace the carbonyl oxygen and to form dihydro-3-pyrrole-3-selones having a C═Se bond stable under ambient conditions.
View Article and Find Full Text PDFMolecules
June 2024
Department of Organic Chemistry, Faculty of Chemistry, Nicolaus Copernicus University, 7 Gagarin Street, 87-100 Torun, Poland.
A series of phenyl -carbonyl selenides with o-ester functionality substituted on the oxygen atom with chiral and achiral alkyl groups was synthesized. All compounds are the first examples of this type of organoselenium derivatives with an ester substituent in the ortho position. The obtained derivatives were tested as antioxidants and anticancer agents to see the influence of an ester functionality on the bioactivity of -carbonyl selenides by replacing the -amide group with an -ester group.
View Article and Find Full Text PDFJ Mol Model
June 2024
Department of Physics, College of Science, Thi-Qar University, Nasiriyah, Iraq.
Context: This research aims to offer a deeper understanding of the bonding interactions between M-Se and M-CO and how these interactions change across the group 6 transition metal series: [SeM(CO)] (M = Cr, Mo, W). It also seeks to explore the impact of carbonyl groups on M-M interactions within the clusters. Seven criteria, which are based on QTAIM properties, have been considered and compared with the corresponding criteria in other transition metal clusters.
View Article and Find Full Text PDFMaterials (Basel)
February 2024
Department of Organic Chemistry, Faculty of Chemistry, Nicolaus Copernicus University, 7 Gagarin Street, 87-100 Torun, Poland.
A series of unsymmetrical phenyl -carbonyl selenides with -amido function substituted on the nitrogen atom with chiral alkyl groups was obtained. The compounds form a series of enantiomeric and diastereomeric pairs and present the first examples of this type of chiral Se derivatives. All obtained selenides were further evaluated as antioxidants and anticancer agents to define the influence of the particular stereochemistry of the attached functional groups on the bioactivity of the molecules.
View Article and Find Full Text PDFMaterials (Basel)
December 2023
Institute of General and Inorganic Chemistry, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria.
The tetracarbonyl complexes of transition metal chalcogenides MX(CO), where M = Fe, Co, Ni, Cu and X = S, Se, are examined by density functional theory (DFT). The MX core is cyclic with either planar or non-planar geometry. As a sulfide, it is present in natural enzymes and has a selective redox capacity.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!