RSC Publishing


Publishing

 

Cover image for Dalton Transactions, select for current issue

Dalton Transactions

The international journal for inorganic, organometallic and bioinorganic chemistry



Subscribers

  • PDF
  • HTML article

Non-subscribers

Free access



Paper

Dalton Trans., 2008, 2285 - 2292, DOI: 10.1039/b719904j

Large-bite bis(phosphite) ligand containing mesocyclic thioether moieties: synthesis, reactivity, group 11 (CuI, AuI) metal complexes and anticancer activity studies on a human cervical cancer (HeLa) cell line

D. Suresh, Maravanji S. Balakrishna, Krishnan Rathinasamy, Dulal Panda and Joel T. Mague

The large-bite bis(phosphite) ligand [{(–OC10H6(-S)C10H6O–)P{-(–OC10H6(-S)C10H6O–)}P(–OC10H6(-S)C10H6O–)}] (PP) ( 2) was obtained by the reaction of PCl3 and thiobis(2,2-naphthol) ( 1). The stoichiometric reactions of 2 with elemental sulfur and selenium afforded the corresponding chalcogenide derivatives [(E)PP(E)] ( 3, E = S; 4, E = Se) in good yield. Treatment of two equivalents of [ClAu(SMe2)] with 2 afforded a dinuclear complex [ClAu(PP)AuCl] ( 5), whereas the 1 : 1 reaction with CuI yielded the [(PP)CuI] ( 6) complex. The copper(I) complex 6 on treatment with various pyridyl derivatives, produced mixed-ligand complexes [(PP)CuI(NC5H5)] ( 7), [(PP)Cu(2,2-bpy)]I ( 8), [(PP)Cu(1,10-phen)]I ( 9) and {[(PP)Cu(4,4-bpy)]I} ( 10). The compounds 2–5 were tested for their cytotoxic activity on the human cervical cancer (HeLa) cell line. Compounds 2 and 3 were found to inhibit proliferation of HeLa cells significantly. These agents also induced apoptotic cell death in cancer cells. Evidence presented in this study indicated that the compounds 2 and 3 activate the tumor suppressor protein p53 in the colon adenocarcinoma (HCT-116) cell line.

Graphical abstract image for this article (ID: b719904j)