To combine the neutron-capturing and photodynamic properties of boron nanoclusters and derivatives of natural chlorins, respectively, in one molecule, conjugate of chlorin e6 methyl ester with cyclen and dioxane and nitrile derivatives of cobalt bis(dicarbollide) were synthesized. The conditions for the purification of compounds by HPLC were selected since the work with natural compounds is complicated by the production of closely related impurities.
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Modification of cobalt bis(dicarbollide) ions with nitrile groups on carbon atoms: a unique low-temperature skeletal rearrangement due to the specific electron-donor character of CN substitution.
Dalton Trans
November 2024
Institute of Inorganic Chemistry, Czech Academy of Sciences, 25068 Řež, Czech Republic.
Herein, we report on the synthesis and stereochemistry of mono- and isomeric dinitrile derivatives of [(1,2-CBH)-3,3'-Co] ions. The shape and electronic properties of CN groups can apparently surmount the strain associated with the substitution of two vicinal carbon positions. Owing to electron donation to the cage, this results in a substituent-induced rearrangement of one of the carbon atoms to the upper pentagonal ring.
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- * This study presents the first successful synthesis of cobaltacarborane compounds with one or two primary amino groups directly bonded to carbon atoms, using azide reductions or Curtius rearrangements.
- * Significant changes in chemical properties were noted based on the position of amino groups in relation to carbon or boron atoms, indicating their potential applications in medicinal chemistry and material science, supported by X-ray diffraction analysis of the new compounds.
Metallacarboranes in Medicinal Chemistry: Current Advances and Future Perspectives.
J Med Chem
June 2024
Laboratory of Biomedical Chemistry, Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, 53-114 Wrocław, Poland.
Metallacarboranes, exemplified by cobalt bis(dicarbollide) ([COSAN]), have excelled their historical metallocene analogue label to become promising in drug design, medical studies, and fundamental biological research. Serving as a unique platform for conjugation with biomolecules, they also constitute an auspicious building block for biologically active derivatives and a carrier for cellular transport of membrane-impermeable cargos. Modified [COSAN] exhibits specific antimicrobial, antiviral, and anticancer actions showing promise for preclinical trials.
View Article and Find Full Text PDFCorrection: Synthetic routes to carbon substituted cobalt bis(dicarbollide) alkyl halides and aromatic amines along with closely related irregular pathways.
Dalton Trans
May 2024
Institute of Inorganic Chemistry of the Czech Academy of Sciences, Hlavní 1001, Husinec-Řež 25068, Czech Republic.
Correction for 'Synthetic routes to carbon substituted cobalt bis(dicarbollide) alkyl halides and aromatic amines along with closely related irregular pathways' by Jan Nekvinda , , 2024, , 5816-5826, https://doi.org/10.1039/D4DT00072B.
View Article and Find Full Text PDFSynthetic routes to carbon substituted cobalt bis(dicarbollide) alkyl halides and aromatic amines along with closely related irregular pathways.
Dalton Trans
March 2024
Institute of Inorganic Chemistry of the Czech Academy of Sciences, Hlavní 1001, Husinec-Řež 25068, Czech Republic.
Carbon substituted cobalt bis(dicarbollide) alkyl halides [(1-X-(CH)-1,2-CBH)(1,2-CBH)-3,3'-Co]MeN (X = Br, I; = 1-3) are prepared in high yields (>90%) from their corresponding alcohols without side skeletal substitutions. These species offer access to the synthesis of aromatic cobalt bis(dicarbollide) amines, however only for particular terminal halogen substitution, the propylene pendant arm, and under appropriately controlled reaction conditions. Thus, the compounds substituted at cage carbon atoms with a propylene linker and terminal aromatic amine groups could be prepared.
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