ArticleChemical research in toxicology2010
Photocytotoxic trans-diam(m)ine platinum(IV) diazido complexes more potent than their cis isomers.
Article in Chemical research in toxicology, 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed, 90 citations in OpenAlex.
- Comparative study of the direct and photocatalytic light activation of platinum(IV) prodrugs.Dalton transactions (Cambridge, England : 2003) · 2026Article
- Excited-StateInorganic chemistry · 2025Article
- Ligand Evolution in the Photoactivatable Platinum(IV) Anticancer Prodrugs.Frontiers in chemistry · 2022Review
- The Role of Triplet States in the Photodissociation of a Platinum Azide Complex by a Density Matrix Renormalization Group Method.The journal of physical chemistry letters · 2021Article
- DFT Study on the Substituent Effect of Anticancer Picoline-Diazido-Pt(IV) Compounds.Frontiers in oncology · 2021Article
- New Designs for Phototherapeutic Transition Metal Complexes.Angewandte Chemie (International ed. in English) · 2020Review
- Platinum(iv) dihydroxido diazidoChemical science · 2019Article
- Platinum(iv) azido complexes undergo copper-free click reactions with alkynes.Dalton transactions (Cambridge, England : 2003) · 2018Article
- Oxygen and Pt(II) self-generating conjugate for synergistic photo-chemo therapy of hypoxic tumor.Nature communications · 2018Article
- Synthetic methods for the preparation of platinum anticancer complexes.Chemical reviews · 2014Review
- Platinum anticancer drugs and photochemotherapeutic agents: recent advances and future developments.Science progress · 2014Review
- Ruthenium dihydroxybipyridine complexes are tumor activated prodrugs due to low pH and blue light induced ligand release.Journal of inorganic biochemistry · 2014Article
- De novo generation of singlet oxygen and ammine ligands by photoactivation of a platinum anticancer complex.Angewandte Chemie (International ed. in English) · 2013Article
- Photoinduced electron transfer from PbS quantum dots to cobalt(III) Schiff base complexes: light activation of a protein inhibitor.Journal of the American Chemical Society · 2013Article
- Diazido mixed-amine platinum(IV) anticancer complexes activatable by visible-light form novel DNA adducts.Chemistry (Weinheim an der Bergstrasse, Germany) · 2013Article
- Trans,trans,trans-[PtIV(N3)2(OH)2(py)(NH3)]: a light-activated antitumor platinum complex that kills human cancer cells by an apoptosis-independent mechanism.Molecular cancer therapeutics · 2012Article
- [Ru(bpy)2(5-cyanouracil)2]2+ as a potential light-activated dual-action therapeutic agent.Inorganic chemistry · 2011Article
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5 authors at 4 institutions in 1 country.
Funding
Abstract
The photocytotoxicity of a series of anticancer trans-dihydroxido [Pt(N(3))(2)(OH)(2)(NH(3))(X)] (X = alkyl or aryl amine) platinum(IV) diazido complexes has been examined, and the influence of cis-trans isomerism has been investigated. A series of photoactivatable Pt(IV)-azido complexes has been synthesized: The synthesis, characterization, and photocytotoxicity of six mixed-ligand ammine/amine Pt(IV) diazido complexes, cis,trans,cis-[Pt(N(3))(2)(OH)(2)(NH(3))(X)] where X = propylamine (4c), butylamine (5c), or pentylamine (6c) and aromatic complexes where X = pyridine (7c), 2-methylpyridine (8c), or 3-methylpyridine (9c) are reported. Six all-trans isomers have also been studied where X = methylamine (2t), ethylamine (3t), 2-methylpyridine (8t), 4-methylpyridine (10t), 3-methylpyridine (9t), and 2-bromo-3-methylpyridine (11t). All of the complexes exhibit intense azide-to-Pt(IV) LMCT bands (ca. 290 nm for trans and ca. 260 nm for cis). When irradiated with UVA light (365 nm), the Pt(IV) complexes undergo photoreduction to Pt(II) species, as monitored by UV-vis spectroscopy. The trans isomers of complexes containing aliphatic or aromatic amines were more photocytotoxic than their cis isomers. One of the cis complexes (9c) was nonphotocytotoxic despite undergoing photoreduction. Substitution of NH(3) ligands by MeNH(2) or EtNH(2) results in more potent photocytotoxicity for the all-trans complexes. The complexes were all nontoxic toward human keratinocytes (HaCaT) and A2780 human ovarian cancer cells in the dark, apart from the 3-methylpyridine (9t), 2-bromo-3-methylpyridine (11t), and 4-methylpyridine (10t) derivatives.
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