Oxidation of cis-Diamminediacetato PtII with Hydrogen Peroxide Can Give Rise to Two Isomeric PtIV Products |
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| Authors: | D Khattib M Ishan Dr S Karmakar Dr H Kostrhunova Prof V Brabec Prof D Gibson |
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| Institution: | 1. Institute for Drug Research, School of Pharmacy, The Hebrew University of Jerusalem, Jerusalem, 9112102 Israel;2. Institute of Biophysics, Czech Academy of Sciences, Kralovopolska 135, 61265 Brno, Czech Republic |
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| Abstract: | The oxidation of cis-Pt(NH3)2(OAc)2] with H2O2 yields a mixture of two isomers: ctc-Pt(NH3)2(OH)2(OAc)2] and ctc-Pt(NH3)2(OH)(OAc)(OH)(OAc)]. Following modification with 4-phenylbutyric (PhB) anhydride, two isomers were separated and characterized; the symmetric ctc-Pt(NH3)2(PhB)2(OAc)2] ( 1 ) and the nonsymmetric ctc-Pt(NH3)2(PhB)(OAc)(PhB)(OAc)] ( 2 ). They differ in their log P values and despite having similar cellular uptake and similar DNA platination levels, the symmetric ctc-Pt(NH3)2(OH)2(OAc)2] is more than 4-fold more potent than the nonsymmetric isomer in a panel of 4 cancer cell lines. |
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| Keywords: | cytotoxicity diammindiacetatoplatinum(II) isomerization oxidation PtIV anticancer agents |
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