Synthesis, characterization, and biological evaluation of new tetrazole-based platinum(II) and palladium(II) chlorido complexes--potent cisplatin analogues and their trans isomers.
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Synthesis, characterization, and biological evaluation of new tetrazole-based platinum(II) and palladium(II) chlorido complexes--potent cisplatin analogues and their trans isomers. / Serebryanskaya, Tatiyana V; Yung, Tatiana; Bogdanov, Alexey A; Shchebet, Andrei; Johnsen, Steven A.; Lyakhov, Alexander S; Ivashkevich, Ludmila S; Ibrahimava, Zhanna A; Garbuzenco, Tatiyana S; Kolesnikova, Tatiyana S; Melnova, Natalya I; Gaponik, Pavel N; Ivashkevich, Oleg A.
In: J INORG BIOCHEM, Vol. 120, 2013, p. 44-53.Research output: SCORING: Contribution to journal › SCORING: Journal article › Research › peer-review
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TY - JOUR
T1 - Synthesis, characterization, and biological evaluation of new tetrazole-based platinum(II) and palladium(II) chlorido complexes--potent cisplatin analogues and their trans isomers.
AU - Serebryanskaya, Tatiyana V
AU - Yung, Tatiana
AU - Bogdanov, Alexey A
AU - Shchebet, Andrei
AU - Johnsen, Steven A.
AU - Lyakhov, Alexander S
AU - Ivashkevich, Ludmila S
AU - Ibrahimava, Zhanna A
AU - Garbuzenco, Tatiyana S
AU - Kolesnikova, Tatiyana S
AU - Melnova, Natalya I
AU - Gaponik, Pavel N
AU - Ivashkevich, Oleg A
PY - 2013
Y1 - 2013
N2 - Two series of tetrazole-containing platinum(II) and palladium(II) chlorido complexes, trans-[ML(2)Cl(2)] (M=Pt, Pd) and cis-[PtL(2)Cl(2)]·nH(2)O (n=0, 1), where L is 1- or 2-substituted 5-aminotetrazole, have been synthesized and thoroughly characterized. Configuration of platinum(II) complexes obtained from the reaction of 5-aminotetrazoles with K(2)PtCl(4) has been found to vary depending on the nature of tetrazole derivatives and reaction conditions. According to in vitro cytotoxic evaluation, only platinum complexes display noticeable antiproliferative effect, and their cytotoxicity depends strongly on their geometry and hydrophobicity of the carrier ligands. The most promising complexes are cis-[Pt(1-apt)(2)Cl(2)]·H(2)O and cis-[Pt(2-abt)(2)Cl(2)]·H(2)O, where 1-apt is 5-amino-1-phenyltetrazole and 2-abt is 5-amino-2-tert-butyltetrazole. In comparison with cisplatin, they show comparable cytotoxic potency against cisplatin-sensitive human cancer cell lines, cis-[Pt(2-abt)(2)Cl(2)]·H(2)O performing substantially higher activity against cisplatin-resistant cell lines. Cell cycle studies in H1299 cell line indicated that cis-[Pt(2-abt)(2)Cl(2)]·H(2)O induced apoptosis launched from G2 accumulations. The DNA interaction with cis-[Pt(1-apt)(2)Cl(2)]·H(2)O was followed by UV spectroscopy, circular dichroism, hydrodynamic and electrophoretic mobility studies. Both cis-[Pt(1-apt)(2)Cl(2)]·H(2)O and cis-[Pt(2-abt)(2)Cl(2)]·H(2)O complexes appeared to be significantly less toxic than cisplatin in mice, while only compound cis-[Pt(1-apt)(2)Cl(2)]·H(2)O displayed noticeable efficacy in vivo.
AB - Two series of tetrazole-containing platinum(II) and palladium(II) chlorido complexes, trans-[ML(2)Cl(2)] (M=Pt, Pd) and cis-[PtL(2)Cl(2)]·nH(2)O (n=0, 1), where L is 1- or 2-substituted 5-aminotetrazole, have been synthesized and thoroughly characterized. Configuration of platinum(II) complexes obtained from the reaction of 5-aminotetrazoles with K(2)PtCl(4) has been found to vary depending on the nature of tetrazole derivatives and reaction conditions. According to in vitro cytotoxic evaluation, only platinum complexes display noticeable antiproliferative effect, and their cytotoxicity depends strongly on their geometry and hydrophobicity of the carrier ligands. The most promising complexes are cis-[Pt(1-apt)(2)Cl(2)]·H(2)O and cis-[Pt(2-abt)(2)Cl(2)]·H(2)O, where 1-apt is 5-amino-1-phenyltetrazole and 2-abt is 5-amino-2-tert-butyltetrazole. In comparison with cisplatin, they show comparable cytotoxic potency against cisplatin-sensitive human cancer cell lines, cis-[Pt(2-abt)(2)Cl(2)]·H(2)O performing substantially higher activity against cisplatin-resistant cell lines. Cell cycle studies in H1299 cell line indicated that cis-[Pt(2-abt)(2)Cl(2)]·H(2)O induced apoptosis launched from G2 accumulations. The DNA interaction with cis-[Pt(1-apt)(2)Cl(2)]·H(2)O was followed by UV spectroscopy, circular dichroism, hydrodynamic and electrophoretic mobility studies. Both cis-[Pt(1-apt)(2)Cl(2)]·H(2)O and cis-[Pt(2-abt)(2)Cl(2)]·H(2)O complexes appeared to be significantly less toxic than cisplatin in mice, while only compound cis-[Pt(1-apt)(2)Cl(2)]·H(2)O displayed noticeable efficacy in vivo.
KW - Animals
KW - Humans
KW - Male
KW - Female
KW - Molecular Structure
KW - Apoptosis/drug effects
KW - Drug Resistance, Neoplasm
KW - Cell Cycle/drug effects
KW - Cell Line, Tumor/drug effects
KW - Spectrophotometry, Ultraviolet
KW - Antineoplastic Agents/chemical synthesis/chemistry/pharmacology
KW - Benzothiazoles/chemistry
KW - Circular Dichroism
KW - Cisplatin/analogs & derivatives/pharmacology
KW - DNA/chemistry
KW - Drug Screening Assays, Antitumor/methods
KW - Isomerism
KW - Organoplatinum Compounds/chemical synthesis/chemistry/pharmacology
KW - Palladium/chemistry
KW - Tetrazoles/chemistry
KW - Animals
KW - Humans
KW - Male
KW - Female
KW - Molecular Structure
KW - Apoptosis/drug effects
KW - Drug Resistance, Neoplasm
KW - Cell Cycle/drug effects
KW - Cell Line, Tumor/drug effects
KW - Spectrophotometry, Ultraviolet
KW - Antineoplastic Agents/chemical synthesis/chemistry/pharmacology
KW - Benzothiazoles/chemistry
KW - Circular Dichroism
KW - Cisplatin/analogs & derivatives/pharmacology
KW - DNA/chemistry
KW - Drug Screening Assays, Antitumor/methods
KW - Isomerism
KW - Organoplatinum Compounds/chemical synthesis/chemistry/pharmacology
KW - Palladium/chemistry
KW - Tetrazoles/chemistry
M3 - SCORING: Journal article
VL - 120
SP - 44
EP - 53
JO - J INORG BIOCHEM
JF - J INORG BIOCHEM
SN - 0162-0134
ER -
