Some uses of transition metal complexes as anti-cancer and anti-HIV agents

Sun, Raymond Wai‐Yin; Ma, Dik‐Lung; Wong, Ella Lai‐Ming; Che, Chi‐Ming

doi:10.1039/b705079h

Cited by 99 publications

(56 citation statements)

References 84 publications

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“…2 Moreover, a myriad of artificial species have been synthesized and used as building blocks and functional units for various nanoscale applications 3, 4 such as chemosensors, 5, 6 active nanocatalysts, [7][8][9] and organic light emitting diodes, 10 as well as for bio-medical applications such as anti-cancer and anti-HIV drugs. 11,12 Because of their photophysical properties, porphyrins are extensively studied as components in organic solar cells, 13 notably in combination with fullerenes 14 or as sensitizers in dye-sensitized solar cells. [15][16][17] These approaches are based on the formation of donor-acceptor systems and therefore rely on charge transfer processes.…”

Section: Introductionmentioning

confidence: 99%

Investigating the molecule-substrate interaction of prototypic tetrapyrrole compounds: Adsorption and self-metalation of porphine on Cu(111)

Diller

Klappenberger

Allegretti

et al. 2013

The Journal of Chemical Physics

122

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We report on the adsorption and self-metalation of a prototypic tetrapyrrole compound, the free-base porphine (2H-P), on the Cu(111) surface. Our multitechnique study combines scanning tunneling microscopy (STM) results with near-edge X-ray absorption fine-structure (NEXAFS) and X-ray photoelectron spectroscopy (XPS) data whose interpretation is supported by density functional theory calculations. In the first layer in contact with the copper substrate the molecules adsorb coplanar with the surface as shown by angle-resolved NEXAFS measurements. The quenching of the first resonance in the magic angle spectra of both carbon and nitrogen regions indicates a substantial electron transfer from the substrate to the LUMO of the molecule. The stepwise annealing of a bilayer of 2H-P molecules sequentially transforms the XP and NEXAFS signatures of the nitrogen regions into those indicative of the coordinated nitrogen species of the metalated copper porphine (Cu-P), i.e., we observe a temperature-induced self-metalation of the system. Pre- and post-metalation species are clearly discriminable by STM, corroborating the spectroscopic results. Similar to the free-base porphine, the Cu-P adsorbs flat in the first layer without distortion of the macrocycle. Additionally, the electron transfer from the copper surface to the molecule is preserved upon metalation. This behavior contrasts the self-metalation of tetraphenylporphyrin (2H-TPP) on Cu(111), where both the molecular conformation and the interaction with the substrate are strongly affected by the metalation process.

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Section: Introductionmentioning

confidence: 99%

Investigating the molecule-substrate interaction of prototypic tetrapyrrole compounds: Adsorption and self-metalation of porphine on Cu(111)

Diller

Klappenberger

Allegretti

et al. 2013

The Journal of Chemical Physics

122

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“…Cisplatin ( cis -diammine dichloroplatinum II) is one of the most remarkable drugs which is used separately or in combination with other chemotherapy agents to treat different types of tumors [16,17]. Despite the success of cisplatin and platinum-based drugs, they have presented serious clinical side effects [18,19].…”

Section: Introductionmentioning

confidence: 99%

Potentiation of a novel palladium (II) complex lethality with bee venom on the human T-cell acute lymphoblastic leukemia cell line (MOLT-4)

Safaeinejad

Nabiuni

Nazari

2013

J Venom Anim Toxins incl Trop Dis

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BackgroundAlthough honeybee venom (BV) has been reported to induce apoptosis in different types of cancerous cells, its synergistic effects with customary anti-cancer drugs remain largely unknown. In the present study, we evaluated the cytotoxic effect of BV alone (as a natural product) and the synergistic cytological effects of this component in combination with [Pd (bpy) (Pi-Pydtc)]NO3 – a novel palladium complex on human T-cell lymphoblastic leukemia cells. To investigate the cytotoxic effect of the BV alone and in combination with palladium complex on MOLT-4 cells MTT assay was performed. In order to determine the apoptotic effects of BV separately and in combination with Pd (II) complex on these cells and its ability to induce apoptosis, morphological examination, flowcytometric analysis and caspase-3 colorimetric assay were done.ResultsWe found that BV induced morphological changes, namely nuclear shrinkage, and inhibited MOLT-4 cell proliferation; both effects were dose- and time-dependent. Flow cytometry by Annexin-V antibody demonstrated that BV induced apoptosis in MOLT-4 cells. Furthermore, BV induced apoptosis independently of caspase-3 in these cells. In addition, we proved a clear synergistic effect of BV on [Pd (bpy) (Pi-Pydtc)]NO3. The apoptotic pathway activated by BV in combination with Pd complex was caspase-3-dependent.ConclusionsThese observations provide an explanation for the anti-proliferative properties of BV, and suggest that this agent may be useful for treating lymphoblastic leukemia alone or in combination with chemotherapy drugs pending further investigations on animal models as preclinical tests.

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“…5 However, analogous complexes containing phosphine ligands have also been investigated in therapeutic applications. 5b,6 The use of phosphine ligands in place of amines, as used in gold-containing complexes, have been successfully employed as therapeutic agents. 6,7 Considerable efforts have been made during the past 3 decades to synthesize novel complexes of platinum to overcome the shortcomings associated with cisplatin.…”

Section: Introductionmentioning

confidence: 99%

“…5b,6 The use of phosphine ligands in place of amines, as used in gold-containing complexes, have been successfully employed as therapeutic agents. 6,7 Considerable efforts have been made during the past 3 decades to synthesize novel complexes of platinum to overcome the shortcomings associated with cisplatin. Toward this goal, utilizing a rational design approach may provide the most effective means of discovering more clinically relevant platinum complexes.…”

Section: Introductionmentioning

confidence: 99%

“…2c A promising example of these attempts is the discovery of cyclometallated platinum(II) complexes which have recently been investigated as anticancer drugs. 6,8 The biphosphine ligands bis(diphenylphosphino)methane, dppm = Ph 2 PCH 2 PPh 2 , and to a lesser extent, its amine analogous bis(diphenylphosphino)amine, dppa = Ph 2 PNHPPh 2 , are versatile and robust ligands that are known to have different coordinating abilities. 9 Whether these coordinating capabilities play a role in augmenting the therapeutic activity of platinum complexes have yet to be understood.…”

Section: Introductionmentioning

confidence: 99%

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In Vitro and In Vivo Antitumor Activities and DNA Binding Mode of Five Coordinated Cyclometalated Organoplatinum(II) Complexes Containing Biphosphine Ligands

et al. 2011

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New complexes [Pt(C^N)Cl(dppa)], 1, and [Pt(C^N)Cl(dppm)], 2, C^N, deprotonated 2-phenylpyridine; dppa, bis(diphenylphosphino)amine; dppm, bis(diphenylphosphino)methane, were suggested to have penta-coordinated geometry, as investigated by NMR and conductometry. Pharmacological effects of 1 and 2 were evaluated for their proteasome-inhibitory and apoptosis-inducing activities under in vitro and in vivo conditions, showing significant proteasome-inhibitory activity against purified 20S proteasome, while 2 demonstrated superior inhibitory activity against cellular 26S proteasome. Consistently, this effect was associated with higher levels of proteasome target proteins and apoptosis induction in breast cancer cells. Importantly, preliminary studies show 1 and 2 were able to exert a similar effect in vivo by inhibiting the growth of breast cancer xenografts in mice, which was associated with proteasome inhibition and apoptosis induction. Interaction of 1 and 2 with herring sperm DNA was investigated by fluorimeteric emission suggesting that PtII-containing biphosphine complexes with DNA binding capabilities can also target and inhibit the tumor proteasome.

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Some uses of transition metal complexes as anti-cancer and anti-HIV agents

Cited by 99 publications

References 84 publications

Investigating the molecule-substrate interaction of prototypic tetrapyrrole compounds: Adsorption and self-metalation of porphine on Cu(111)

Investigating the molecule-substrate interaction of prototypic tetrapyrrole compounds: Adsorption and self-metalation of porphine on Cu(111)

Potentiation of a novel palladium (II) complex lethality with bee venom on the human T-cell acute lymphoblastic leukemia cell line (MOLT-4)

In Vitro and In Vivo Antitumor Activities and DNA Binding Mode of Five Coordinated Cyclometalated Organoplatinum(II) Complexes Containing Biphosphine Ligands

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