Oxidation of cis-Diamminediacetato PtII with Hydrogen Peroxide Can Give Rise to Two Isomeric PtIV Products
D Khattib1, M Ishan1, S Karmakar1
1Institute for Drug Research, School of Pharmacy, The Hebrew University of Jerusalem, Jerusalem, 9112102, Israel.
Abstract:
The oxidation of cis-[Pt(NH3 )2 (OAc)2 ] with H2 O2 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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