How to obtain Pt(IV) complexes suitable for conjugation to nanovectors from the oxidation of [PtCl(terpyridine)]

Gabano E.; Perin E.; Fielden C.; Platts J. A.; Gallina A.; Rangone B.; Ravera M.

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How to obtain Pt(IV) complexes suitable for conjugation to nanovectors from the oxidation of [PtCl(terpyridine)]

机译：如何获得适用于纳米型氧化剂的Pt（iv）配合物免受氧化剂[PtCl（噻吩（Terpyridine）]

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Oxidation of [(PtCl)-Cl-(II)(terpy)](+) (terpy = 2,2':6',2 ''-terpyridine) has been attempted with several oxidizing agents and under different experimental conditions in order to obtain a Pt(IV) complex suitable for the conjugation to nanovectors to be used in drug delivery targeting for anticancer therapy. The best compromise in terms of yield and purity of the final complex was obtained by microwave-assisted reaction at 70 degrees C in 50% aqueous H2O2 for 2 h. Under these conditions the quantitative formation of [(PtCl)-Cl-(IV) (OH)(2)(terpy)](+) was observed. The subsequent synthetic steps were, (i) functionalization of [(PtCl)-Cl-(IV) (OH)(2)(terpy)](+) in the axial position with succinic anhydride to obtain [(PtCl)-Cl-(IV)(OH)(succinato)(terpy)](+) and (ii) reaction of the latter with nonporous silica nanoparticles (SNPs) with an external shell containing primary amino groups to obtain a nanovector able to transport the Pt(IV) antitumor prodrug in the form of a conjugate Pt-SNP. Finally, the antiproliferative activity and cell accumulation of [(PtCl)-Cl-(II)(terpy)](+), [(PtCl)-Cl-(IV) (OH)(2)(terpy)](+), and the Pt-SNP conjugate were measured on three cancer cell lines. Despite highly effective accumulation of Pt-SNP in cells, a modest increase in activity was observed with respect to the molecular species. Further experiments showed that the Pt-SNP conjugate can release [(PtCl)-Cl-(II)(terpy)](+) upon reduction, but this metabolite may undergo hydrolysis, and the resulting aquo complex could coordinate once again the free amino groups of the SNPs. In the resulting tetraamine form, the Pt-(II) complex conjugated to the SNPs cannot completely perform its antiproliferative activity.

机译：的氧化[（PTCL）-Cl-（II）（三联吡啶）]（+）（三联吡啶= 2,2 '：6'，2 '' - 三联吡啶），已经尝试与几个氧化剂并且为了不同的实验条件下为了获得适用于纳米孔的缀合的Pt（iv）复合物，用于用于药物递送靶向抗癌疗法。在最终复合物的产率和纯度方面的最佳妥协是通过在70℃下的50％H 2 O 2水溶液中的微波辅助反应获得2小时。在这些条件下，观察到[（PTCL）-Cl-（IV）（2）（2）（2）（2）（2）（2）（+）的定量形成。随后的合成步骤是（i）在轴向位置的[（PtCl）-Cl-（IV）（IV）（2）（2）（2）（+）的官能化，以获得[（PTCL）-Cl- （iv）（OH）（琥珀酸盐）（Terpy）]（+）和（+）和（II）后者用含有伯氨基的外壳的无孔二氧化硅纳米颗粒（SNP）的反应，得到能够运输Pt的纳米液（IV ）以缀合物Pt-SnP的形式的抗肿瘤前药。最后，[（PTCL）-Cl-（II）（TERPY）]（+），[（PTCL）-CL-（IV）（OH）（2）（TERPY）]（+）的抗增殖活性和细胞积累，并在三种癌细胞系上测量Pt-SNP缀合物。尽管在细胞中高效积累Pt-SnP，但相对于分子物种观察到活性的温度增加。进一步的实验表明，在还原时，Pt-SNP缀合物可以释放[（PTCL）-Cl-（II）（TERPY）]（+），但是这种代谢物可能经历水解，所得的AQUO复合物可以再次协调免费氨基SNP的群体。在得到的四胺形式中，与SNP缀合的PT-（II）复合物不能完全进行其抗增殖活性。

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来源
《Dalton transactions: An international journal of inorganic chemistry》 |2017年第31期|共9页
作者
Gabano E.; Perin E.; Fielden C.; Platts J. A.; Gallina A.; Rangone B.; Ravera M.;
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Univ Piemonte Orientale Dipartimento Sci &

Innovaz Tecnol Viale Michel 11 I-15121 Alessandria Italy;

Univ Piemonte Orientale Dipartimento Sci &

Innovaz Tecnol Viale Michel 11 I-15121 Alessandria Italy;

Cardiff Univ Sch Chem Pk Pl Cardiff CF10 3AT S Glam Wales;

Cardiff Univ Sch Chem Pk Pl Cardiff CF10 3AT S Glam Wales;

Univ Piemonte Orientale Dipartimento Sci &

Innovaz Tecnol Viale Michel 11 I-15121 Alessandria Italy;

Univ Piemonte Orientale Dipartimento Sci &

Innovaz Tecnol Viale Michel 11 I-15121 Alessandria Italy;

Univ Piemonte Orientale Dipartimento Sci &

Innovaz Tecnol Viale Michel 11 I-15121 Alessandria Italy;

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正文语种 eng
中图分类化学;无机化学;
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1. How to obtain Pt(IV) complexes suitable for conjugation to nanovectors from the oxidation of [PtCl(terpyridine)] [J] . Gabano E., Perin E., Fielden C., Dalton transactions: An international journal of inorganic chemistry . 2017,第31期

机译：如何获得适用于纳米型氧化剂的Pt（iv）配合物免受氧化剂[PtCl（噻吩（Terpyridine）]
2. N-15 NMR coordination shifts in Pd(II), Pt(II), Au(III), Co(III), Rh(III), Ir(III), Pd(IV), and Pt(IV) complexes with pyridine, 2,2 '-bipyridine, 1,10-phenanthroline, quinoline, isoquinoline, 2,2 '-biquinoline, 2,2 ': 6 ', 2 '-terpyridine and their alkyl or aryl derivatives [J] . Pazderski L Magnetic Resonance in Chemistry: MRC . 2008,第Suppla期

机译：Pd（II），Pt（II），Au（III），Co（III），Rh（III），Ir（III），Pd（IV）和Pt（IV）与吡啶配合物中的N-15 NMR配位移位，2,2'-联吡啶，1,10-菲咯啉，喹啉，异喹啉，2,2'-联喹啉，2,2'：6'，2'-联吡啶及其烷基或芳基衍生物
3. N-15 NMR coordination shifts in Pd(II), Pt(II), Au(III), Co(III), Rh(III), Ir(III), Pd(IV), and Pt(IV) complexes with pyridine, 2,2 '-bipyridine, 1,10-phenanthroline, quinoline, isoquinoline, 2,2 '-biquinoline, 2,2 ': 6 ', 2 '-terpyridine and their alkyl or aryl derivatives [J] . Pazderski L Magnetic Resonance in Chemistry: MRC . 2008,第Suppla期

机译：Pd（II），Pt（II），Au（III），Co（III），Rh（III），Ir（III），Pd（IV）和Pt（IV）与吡啶配合物中的N-15 NMR配位移位，2,2'-联吡啶，1,10-菲咯啉，喹啉，异喹啉，2,2'-联喹啉，2,2'：6'，2'-联吡啶及其烷基或芳基衍生物
4. (PtCl{sub}6){sup}(2-) and (PtCl{sub}4){sup}(2-) Reduction in Polyaniline: Methanol Oxidation at Morphologically Different Composites [C] . D. W. Hatchett, J. M. Kinyanjui Electrochemical Society . 2006

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6. Conjugation of Vitamin E Analog α-TOS to Pt(IV) Complexes for Dual-Targeting Anticancer Therapy [O] . Kogularamanan Suntharalingam, Ying Song, Stephen J. Lippard -1

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7. How to obtain Pt(IV) complexes suitable for the conjugation to nanovectors from the oxidation of PtCl(terpyridine)+ [O] . Gabano Elisabetta, Perin Elena, Fielden Catherine, 2017

机译：如何通过PtCl（terpyridine） +的氧化反应获得适合与纳米载体偶联的Pt（IV）络合物

How to obtain Pt(IV) complexes suitable for conjugation to nanovectors from the oxidation of [PtCl(terpyridine)]

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