Microwave-assisted solid-phase synthesis, cellular uptake, and cytotoxicity studies of cymantrene–peptide bioconjugates

Somatostatin Subtype-2 Receptor-Targeted Metal-Based Anticancer Complexes

“…25 In recent years, several coordination or organometallic complexes have also been conjugated to carrier molecules such as receptor-binding peptides or known delivery peptides to improve both cellular uptake to cancer cells and cytotoxic activity of the metal-based drug. 26,27,28,29,30,31,32,33 Herein we report on the use of conjugates between octreotide and several metal complexes as new chemotherapeutic agents. In particular, the synthesis of hybrid compounds between the dicarba analogue of octreotide (2) and platinum(II), ruthenium(II) and osmium(II) metal complexes has been accomplished by efficient solid-phase procedures (compounds 3-6 in Chart 1).…”

The Synthesis, Structure, and FTIR Spectroelectrochemistry of W(CO)5 Complexes of 4‐Oxo‐4‐(2,5‐dimethylazaferrocen‐1′‐yl)butanoic and 5‐Oxo‐5‐(2,5‐dimethylazaferrocen‐1′‐yl)pentanoic Acids

“…[7] Moreover, attachment of metal-carbonyls to cell penetrating peptide vectors [8] is a promising direction of research combining biological selectivity of specific peptides with the cytotoxic properties of their IR detectable organometallic "cargo". Another hot topic of bioorganometallic chemistry where metal-carbonyls have a role to play is the synthesis of complexes that model the hydrogenase active site.…”

Synthesis, characterization, X-ray crystallography, and cytotoxicity of a cymantrene keto carboxylic acid for IR labelling of bioactive peptides on a solid support

“…In contrast, cymantrene (CpMn(CO) 3 ) appeared to us as a robust and easy to functionalize molecule, since it is known to be stable towards air and water, and the Cp ring undergoes most substitution reactions also established for purely organic aromatic systems. Cymantrene carboxylic acid was thus initially selected for N-terminal labelling of peptides [26]. However, the original two-step synthesis by Biehl et al in our hands repeatedly lead to variable yields and issues with the purity of the product [27].…”