title: Synthesis and cytotoxicity of a bimetallic ruthenocene dicobalt-hexacarbonyl alkyne peptide bioconjugate.
abstract: Organometallic conjugates of receptor-targeting peptides are proposed as interesting candidates for novel cancer therapies since they are capable of targeting a specific kind of cell. Here, we have synthesised a dicobalt hexacarbonyl alkyne compound linked to the neurotensin peptide hormone. In order to circumvent synthetic difficulties encountered when adding a cobalt carbonyl moiety onto the hydrophilic alkyne peptide, and to enhance the cellular uptake we functionalised the alkyne neurotensin(8-13) fragment (NT) first N-terminally by ruthenocene carboxylic acid to form the metallocene-alkyne-NT conjugate 3, before adding Co₂(CO)₈ to a propargyl glycine residue to form the Co-alkyne derivative 4. Compound 4 represents the first heterobimetallic organometallic peptide conjugate reported to date. It shows moderate cytotoxicity against HeLa, PT45 and HepG2 cell lines.
authors.affiliation: Lehrstuhl für Anorganische Chemie I - Bioanorganische Chemie, Fakultät für Chemie und Biochemie, Ruhr-Universität Bochum, Universitätsstrasse 150, D-44801, Bochum, Germany.
authors.forename: Annika
authors.initials: A
authors.lastname: Gross
authors.forename: Merja
authors.initials: M
authors.lastname: Neukamm
authors.forename: Nils
authors.initials: N
authors.lastname: Metzler-Nolte
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D045744:Cell Line, Tumor; D003035:Cobalt / Q000737:chemistry*; D005998:Glycine / Q000031:analogs & derivatives / Q000737:chemistry; D006801:Humans; D009496:Neurotensin / Q000138:chemical synthesis / Q000737:chemistry; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity
chemical_list: D000480:Alkynes; D009942:Organometallic Compounds; C016721:ruthenocene; D009496:Neurotensin; D003035:Cobalt; C009055:propargylglycine; D005998:Glycine