Water-Soluble Platinum(II) Complexes Featuring 2-Alkyl-2H-tetrazol-5-ylacetic Acids: Synthesis, Characterization, and Antiproliferative Activity

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Water-Soluble Platinum(II) Complexes Featuring 2-Alkyl-2H-tetrazol-5-ylacetic Acids: Synthesis, Characterization, and Antiproliferative Activity. / Popova, E.A.; Serebryanskaya, T.V.; Selivanov, S.I.; Haukka, M.; Panikorovsky, T.L.; Gurzhiy, V.V.; Ott, I.; Trifonov, R.E.; Kukushkin, V.Y.

в: European Journal of Inorganic Chemistry, Том 2016, № 28, 2016, стр. 4659-4667.

Результаты исследований: Научные публикации в периодических изданиях › статья

BibTeX

@article{3a2c0eba118d448c855452ac24e047ca,

title = "Water-Soluble Platinum(II) Complexes Featuring 2-Alkyl-2H-tetrazol-5-ylacetic Acids: Synthesis, Characterization, and Antiproliferative Activity",

abstract = "{\textcopyright} 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim2-R-2H-Tetrazol-5-ylacetic acids (abbreviated as 2-R-taa; R = Me, iPr, tBu) react with K2[PtCl4] in 1 m HCl in H2O at r.t. furnishing trans-platinum(II) complexes trans-[PtCl2(2-R-taa)2] (1–3), whereas cis-isomeric species cis-[PtCl2(2-R-taa)2] (R = iPr, 4; tBu, 5) are isolated at lower temperature (4–6 °C). In the presence of EtOH in the reaction mixture, esterification of the tetrazol-5-ylacetoxy group of 2-tBu-taa leads to trans-[PtCl2(ethyl 2-tert-butyl-2H-tetrazol-5-ylacetate)2] (6). Complexes 1–6 were characterized by elemental analyses (CHN), HRESI+-MS, 1H, 13C{1H}, 195Pt{1H} NMR and IR spectroscopy, differential scanning calorimetry/thermogravimetry (DSC/TG), and X-ray diffraction (for 1·H2O, 2, 3·2H2O, 4, 5·2H2O, and 6). The generation of the tetrazole-based complexes in solution (1 m DCl in D2O, 25 °C) was studied by 1H NMR spectroscopy and HPLC-MS. The obtained data indicate the initial formation of anionic [PtCl3(2-R-taa)]– complexes that are subseq",

author = "E.A. Popova and T.V. Serebryanskaya and S.I. Selivanov and M. Haukka and T.L. Panikorovsky and V.V. Gurzhiy and I. Ott and R.E. Trifonov and V.Y. Kukushkin",

year = "2016",

doi = "10.1002/ejic.201600626",

language = "English",

volume = "2016",

pages = "4659--4667",

journal = "Berichte der deutschen chemischen Gesellschaft",

issn = "0365-9496",

publisher = "Wiley-Blackwell",

number = "28",

}

RIS

TY - JOUR

T1 - Water-Soluble Platinum(II) Complexes Featuring 2-Alkyl-2H-tetrazol-5-ylacetic Acids: Synthesis, Characterization, and Antiproliferative Activity

AU - Popova, E.A.

AU - Serebryanskaya, T.V.

AU - Selivanov, S.I.

AU - Haukka, M.

AU - Panikorovsky, T.L.

AU - Gurzhiy, V.V.

AU - Ott, I.

AU - Trifonov, R.E.

AU - Kukushkin, V.Y.

PY - 2016

Y1 - 2016

N2 - © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim2-R-2H-Tetrazol-5-ylacetic acids (abbreviated as 2-R-taa; R = Me, iPr, tBu) react with K2[PtCl4] in 1 m HCl in H2O at r.t. furnishing trans-platinum(II) complexes trans-[PtCl2(2-R-taa)2] (1–3), whereas cis-isomeric species cis-[PtCl2(2-R-taa)2] (R = iPr, 4; tBu, 5) are isolated at lower temperature (4–6 °C). In the presence of EtOH in the reaction mixture, esterification of the tetrazol-5-ylacetoxy group of 2-tBu-taa leads to trans-[PtCl2(ethyl 2-tert-butyl-2H-tetrazol-5-ylacetate)2] (6). Complexes 1–6 were characterized by elemental analyses (CHN), HRESI+-MS, 1H, 13C{1H}, 195Pt{1H} NMR and IR spectroscopy, differential scanning calorimetry/thermogravimetry (DSC/TG), and X-ray diffraction (for 1·H2O, 2, 3·2H2O, 4, 5·2H2O, and 6). The generation of the tetrazole-based complexes in solution (1 m DCl in D2O, 25 °C) was studied by 1H NMR spectroscopy and HPLC-MS. The obtained data indicate the initial formation of anionic [PtCl3(2-R-taa)]– complexes that are subseq

AB - © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim2-R-2H-Tetrazol-5-ylacetic acids (abbreviated as 2-R-taa; R = Me, iPr, tBu) react with K2[PtCl4] in 1 m HCl in H2O at r.t. furnishing trans-platinum(II) complexes trans-[PtCl2(2-R-taa)2] (1–3), whereas cis-isomeric species cis-[PtCl2(2-R-taa)2] (R = iPr, 4; tBu, 5) are isolated at lower temperature (4–6 °C). In the presence of EtOH in the reaction mixture, esterification of the tetrazol-5-ylacetoxy group of 2-tBu-taa leads to trans-[PtCl2(ethyl 2-tert-butyl-2H-tetrazol-5-ylacetate)2] (6). Complexes 1–6 were characterized by elemental analyses (CHN), HRESI+-MS, 1H, 13C{1H}, 195Pt{1H} NMR and IR spectroscopy, differential scanning calorimetry/thermogravimetry (DSC/TG), and X-ray diffraction (for 1·H2O, 2, 3·2H2O, 4, 5·2H2O, and 6). The generation of the tetrazole-based complexes in solution (1 m DCl in D2O, 25 °C) was studied by 1H NMR spectroscopy and HPLC-MS. The obtained data indicate the initial formation of anionic [PtCl3(2-R-taa)]– complexes that are subseq

U2 - 10.1002/ejic.201600626

DO - 10.1002/ejic.201600626

M3 - Article

VL - 2016

SP - 4659

EP - 4667

JO - Berichte der deutschen chemischen Gesellschaft

JF - Berichte der deutschen chemischen Gesellschaft

SN - 0365-9496

IS - 28

ER -

ID: 7967214