TY - JOUR
T1 - Cyclometalated Complexes of Platinum and Palladium with N-(4-Chlorophenyl)-α-benzoylbenzylideneamine. in Vitro Cytostatic Activity, DNA Modification, and Interstrand Cross-Link Studies
AU - Navarro-Ranninger, Carmen
AU - López-Solera, Isabel
AU - González, Víctor M.
AU - Pérez, José M.
AU - Alvarez-Valdés, Amparo
AU - Martín, Avelino
AU - Raithby, Paul R.
AU - Masaguer, José R.
AU - Alonso, Carlos
PY - 1996/8/28
Y1 - 1996/8/28
N2 - In the present paper we report the synthesis and structural IR and 1H and 13C NMR characterization of four platinum(II) and palladium(II) cyclometalated complexes of the formula [Pd(4-ClC6H4N=C(COC6H5)C 6H4)X]2, where X = OAc (2) or Cl (3), and [Pt(4-ClC6H4N=C(COC6H5)C 6H4)X]2, where X = Cl (4) or OAc (5). The acetate-bridged compounds 2 and 5 have an open-book structure. The chloro-bridged compounds 3 and 4 have an unfolded structure. Complex 2 crystallizes in the centrosymmetric triclinic space group P1̄, with Z = 2. Unit cell parameters are as follows: a = 11.765(3) Å,b = 12.862(4) Å, c = 15.022(5) Å, α = 84.08(2)°, β= 78.56(2)°, γ = 83.13(2)°. All these compounds were screened against MDA-MB 468 (breast carcinoma) and HL-60 (leukemic) tumor cells. The low IC50 values of compound 5 (1.05 μM) and of compound 4 (1.58 μM) against MDA-MB 468 and of 0.82 μM (5) and 1.37 μM (4) against HL-60 relative to cis-DDP (2.67 and 2.07 μM, respectively) and other cyclometalated compounds suggest that the synthesized compounds may be regarded as having potential antitumor properties. The data suggest that the antiproliferative activity of compound 5 may correlate with its covalent binding to DNA and the induction of important modifications on the helix.
AB - In the present paper we report the synthesis and structural IR and 1H and 13C NMR characterization of four platinum(II) and palladium(II) cyclometalated complexes of the formula [Pd(4-ClC6H4N=C(COC6H5)C 6H4)X]2, where X = OAc (2) or Cl (3), and [Pt(4-ClC6H4N=C(COC6H5)C 6H4)X]2, where X = Cl (4) or OAc (5). The acetate-bridged compounds 2 and 5 have an open-book structure. The chloro-bridged compounds 3 and 4 have an unfolded structure. Complex 2 crystallizes in the centrosymmetric triclinic space group P1̄, with Z = 2. Unit cell parameters are as follows: a = 11.765(3) Å,b = 12.862(4) Å, c = 15.022(5) Å, α = 84.08(2)°, β= 78.56(2)°, γ = 83.13(2)°. All these compounds were screened against MDA-MB 468 (breast carcinoma) and HL-60 (leukemic) tumor cells. The low IC50 values of compound 5 (1.05 μM) and of compound 4 (1.58 μM) against MDA-MB 468 and of 0.82 μM (5) and 1.37 μM (4) against HL-60 relative to cis-DDP (2.67 and 2.07 μM, respectively) and other cyclometalated compounds suggest that the synthesized compounds may be regarded as having potential antitumor properties. The data suggest that the antiproliferative activity of compound 5 may correlate with its covalent binding to DNA and the induction of important modifications on the helix.
UR - http://www.scopus.com/inward/record.url?scp=0001327862&partnerID=8YFLogxK
U2 - 10.1021/ic960050y
DO - 10.1021/ic960050y
M3 - Article
AN - SCOPUS:0001327862
SN - 0020-1669
VL - 35
SP - 5181
EP - 5187
JO - Inorganic Chemistry
JF - Inorganic Chemistry
IS - 18
ER -