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Synthesis and anticancer activity of two highly water-soluble and ionic Pt(iv) complexes as prodrugs for Pt(ii) anticancer drugs.

ABSTRACT: Two new Pt(iv) complexes featuring mesylate as the outer sphere anion, cis,trans,cis-[PtCl2(OH2)2(NH3)2](CH3SO3)2 (SPt-1) and cis,trans,cis-[PtCl2(OH2)2(1R,2R-DACH)](CH3SO3)2 (SPt-2), were synthesized and characterized by elemental analysis, 1H and 13C NMR, IR, and ESI-MS. Both complexes have excellent water-solubility, high molar conductivity and good water stability. They exhibit an irreversible two-electron reduction event with the peak potentials (E p) for the processes being -0.40 V for SPt-1 and -0.52 V for SPt-2. The biological tests reveal that SPt-2 possesses high in vitro anticancer activity against three human cancer cell lines (HCT-116, A549 and MKN-1) and its overall anticancer activity is slightly greater than that of oxaliplatin, whereas SPt-1 is less active than cisplatin. Moreover, the antitumor efficacy of SPt-2 on human colon carcinoma HCT-116 xenografts in nude mice is also greater than that of oxaliplatin, suggesting that SPt-2 deserves further evaluation as a prodrug for oxaliplatin.

SUBMITTER: Gao A 

PROVIDER: S-EPMC9132197 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature

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Synthesis and anticancer activity of two highly water-soluble and ionic Pt(iv) complexes as prodrugs for Pt(ii) anticancer drugs.

Gao Anli A   Wu Yaxi Y   Yu Juan J   Gong Hongyu H   Jiang Jing J   Yang Caihong C   Liu Weiping W   Qing Chen C  

RSC medicinal chemistry 20220318 5

Two new Pt(iv) complexes featuring mesylate as the outer sphere anion, <i>cis</i>,<i>trans</i>,<i>cis</i>-[PtCl<sub>2</sub>(OH<sub>2</sub>)<sub>2</sub>(NH<sub>3</sub>)<sub>2</sub>](CH<sub>3</sub>SO<sub>3</sub>)<sub>2</sub> (<b>SPt-1</b>) and <i>cis</i>,<i>trans</i>,<i>cis</i>-[PtCl<sub>2</sub>(OH<sub>2</sub>)<sub>2</sub>(1<i>R</i>,2<i>R</i>-DACH)](CH<sub>3</sub>SO<sub>3</sub>)<sub>2</sub> (<b>SPt-2</b>), were synthesized and characterized by elemental analysis, <sup>1</sup>H and <sup>13</sup>C N  ...[more]

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