Abstract
Three new Pt complexes, [PtCl2(N(SO2(2-nap))dpa)], [PtCl2(N(SO2(1-nap))dpa)] and [PtCl2(N(SO2pip)dpa)], containing a rare 8-membered ring were synthesized in good yield and high purity by utilizing the ligands N(SO2(2-nap))dpa, N(SO2(1-nap))dpa and N(SO2pip)dpa, which contain a dipicolylamine moiety. Structural studies of all three complexes confirmed that the ligands are bound in a bidentate mode via Pt–N(pyridyl) bonds forming a rare 8-membered ring. The intense fluorescence displayed by the ligands is quenched upon coordination to Pt. According to time dependent density functional theory (TDDFT) calculations, the key excitations of N(SO2(2-nap))dpa and [PtCl2(N(SO2(1-nap))dpa)] involve the 2-nap-ligand-centered π → π* excitations. While all six compounds have shown antiproliferative activity against human breast cancer cells (MCF-7), the N(SO2pip)dpa and N(SO2(2-nap))dpa ligands and [PtCl2((NSO2pip)dpa)] complex have shown significantly high cytotoxicity, directing them to be further investigated as potential anti-cancer drug leads.
Highlights
Metals play a major role in therapeutic and diagnostic[1] applications of cancer, prompting the exploration of novel metal organic compounds towards this end
Important organometallic complexes have been used for the synthesis of effective diagnostic agents.[2]
[Tc(CNR)6]+ is the rst example of an organometallic complex to be clinically used in nuclear medicine.3 99mTc and other short lived isotopes are used as radiopharmaceuticals in disease diagnosis and treatment.[4]
Summary
Metals play a major role in therapeutic and diagnostic[1] applications of cancer, prompting the exploration of novel metal organic compounds towards this end. Important organometallic complexes have been used for the synthesis of effective diagnostic agents.[2] [Tc(CNR)6]+ is the rst example of an organometallic complex to be clinically used in nuclear medicine.3 99mTc and other short lived isotopes are used as radiopharmaceuticals in disease diagnosis and treatment.[4] Such radionuclide cationic complexes containing 123I nuclide[5] and 99mTc nuclide[6] are broadly used as potential diagnostic agents while complexes bearing the 188Re tricarbonyl core are used as therapeutic agents.[7] In addition to that, inorganic compounds have found use in chemotherapeutic agents. These N(SO2R)Mendpa (R 1⁄4 Me, Tol; n 1⁄4 2, 4) ligands are coordinated in a bidentate fashion in [PtCl2(N(SO2R)3,30,5,50-Me4dpa)]
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