Efficacy of ?-diketonato complexes of titanium, zirconium, and hafnium against chemically induced autochthonous colonic tumors in rats

Bischoff, H.; Berger, Massimo; Keppler, Bernhard K.; Schmähl, D.

doi:10.1007/bf00390038

Cited by 44 publications

(13 citation statements)

References 6 publications

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“…β‐Diketonate ligands have also been used to deposit WO 3 and CuO . There are also a wide variety of β‐diketonate ligands known for metals including: Ti, Hf, Ta, Sr, Ca, Mg, and Ba, therefore a wide range of metal oxide materials are accessible via such precursors.…”

Section: Aerosol Routes To Sustainable Manufacture Of Materialsmentioning

confidence: 99%

Aerosols: A Sustainable Route to Functional Materials

Powell

Carmalt

2017

Chemistry A European J

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Sustainability is an increasingly important topic in the design and manufacture of materials, with the need to reduce the environmental impact of producing materials being of paramount significance. A competing interest to this is the ability to produce functional materials in large volumes from a fast, on-line process, which can be integrated easily into existing industrial setups. Herein, we present aerosol-assisted chemical vapour deposition (AACVD) routes to advanced functional materials. We will show that by careful design of precursors and manipulation of deposition conditions, it is possible to achieve high sustainability whilst maintaining fast growth rates and large scale production of thin film functional materials.

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Section: Aerosol Routes To Sustainable Manufacture Of Materialsmentioning

confidence: 99%

Aerosols: A Sustainable Route to Functional Materials

Powell

Carmalt

2017

Chemistry A European J

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“…6). The complexes dichlorobis(1-phenylbutane-l,3-dionato)titanium(IV) [TiIV(bzac)2C12] and diethoxybis(1-phenylbutane-l,3-dionato)titanium (IV) [TilV(bzac)2(OEt)2] (budotitane) were the most active compounds (Keppler and Schm~ihl 1986) against the mentioned animal tumours and the chemically-induced autochthonous colon adenocarcinoma in rats (Bischoff et al 1987). The complexes dichlorobis(1-phenylbutane-l,3-dionato)titanium(IV) [TiIV(bzac)2C12] and diethoxybis(1-phenylbutane-l,3-dionato)titanium (IV) [TilV(bzac)2(OEt)2] (budotitane) were the most active compounds (Keppler and Schm~ihl 1986) against the mentioned animal tumours and the chemically-induced autochthonous colon adenocarcinoma in rats (Bischoff et al 1987).…”

Section: Inorganic Bis(fi-diketonato)metal Complexes Of Titanium Zirmentioning

confidence: 99%

“…These compounds had significant antitumour activity against the animal tumours Ehrlich ascites tumour, Stockholm ascitic tumour, sarcoma 180 ascitic tumour, and the solid tumour models Walker 256 carcinosarcoma and MAC 15A colon carcinoma, whereas the leukemias P388 and L1210 responded only marginally (Keppler et al 1985(Keppler et al , 1991. The analogous zirconium and hafnium compounds were less effective than both titanium compounds (Bischoff et al 1987;Keppler et al 1991). The analogous zirconium and hafnium compounds were less effective than both titanium compounds (Bischoff et al 1987;Keppler et al 1991).…”

Section: Inorganic Bis(fi-diketonato)metal Complexes Of Titanium Zirmentioning

confidence: 99%

Complexes of metals other than platinum as antitumour agents

Köpf-Maier

1994

Eur J Clin Pharmacol

248

150

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The earliest reports on the therapeutic use of metals or metal-containing compounds in cancer and leukemia date from the sixteenth and nineteenth centuries. They were forgotten until the 1960s, when the anti-tumour activity of the inorganic complex cis-diammine-dichloroplatinum(II) (cisplatin) was discovered. This led to the development of other types of non-organic cytostatic drugs. Cisplatin has developed into one of the most frequently used and most effective cytostatic drugs for the treatment of solid carcinomas. Numerous other metal compounds containing platinum, other platinum metals, and even non-platinum metals were then shown to be effective against tumours in man and experimental tumours in animals. These compounds comprise main-group metallic compounds of gallium, germanium, tin, and bismuth, early-transition metal complexes of titanium, vanadium, niobium, molybdenum, and rhenium, and late-transition metal complexes of ruthenium, rhodium, iridium, platinum, copper, and gold. Several platnium complexes and four non-platnium-metal antitumour agents have so far entered early clinical trials. Gallium trinitrate and spirogermanium have already passed phase II clinical studies and have shown limited cytostatic activity against certain human carcinomas and lymphomas. The two early-transition metal complexes budotitane and titanocene dichloride have just reached the end of phase I clinical trials and have been found to have an unusual pattern of organ toxicity in man. Titanocene dichloride will soon enter phase II clinical studies.

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“…[15][16][17] Although much effort was undertaken to identify completely new titanium complexes that show antitumor properties, nearly all investigated complexes were derivatives of either titanocene dichloride ([TiA C H T U N G T R E N N U N G (Cl 2 )A C H T U N G T R E N N U N G (Cp 2 )]) [18][19][20][21][22] or budotitane ([TiA C H T U N G T R E N N U N G (bzac) 2 -A C H T U N G T R E N N U N G (OEt) 2 ]; Hbzac = phenylbutane-1,3-dione). [23][24][25] One characteristic of the above-mentioned complexes is their very fast rate of hydrolysis that leads to unidentified products. In an aqueous environment, the loss of the labile groups occurs within seconds, whereas the more inert lig-A C H T U N G T R E N N U N G ands hydrolyze on a timescale of hours or days.…”

Section: Introductionmentioning

confidence: 99%

Cytotoxic Titanium Salan Complexes: Surprising Interaction of Salan and Alkoxy Ligands

Immel

Groth

Huhn

2010

Chemistry A European J

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The synthesis, biochemical evaluation, and hydrolysis studies of a wide selection of alkyl- and halogen-substituted titanium salan alkoxides are presented herein. A systematic change in the employed alkoxides revealed that both the bulk of the salan ligands and the steric demand of the labile ligands are of great importance for the obtained biological activity. Surprisingly, these two factors are not independent from each other; lowering the steric demand of the alkoxide of a hitherto nontoxic complex renders it cytotoxic. Therefore, our data suggest that the overall size of the complex exerts a strong influence on its biological activity. To decide whether the correlation between the cytotoxicity and the steric demand of the whole complex is merely based on an altered hydrolysis or on the interaction with biomolecules, the behavior of selected complexes under hydrolytic conditions and the influence of transferrin were investigated. Complexes differing only in their labile alkoxy ligands gave the same hydrolysis products with similar hydrolysis rates but displayed cytotoxicities that differed in the range of one order of magnitude. Thus, it seems that the hydrolysis product is not the active species but rather that the unhydrolysed complex is important for the first interaction with a biomolecule. This promoted the idea of hydrolysis being a detoxification pathway. In accordance with the above conclusion, chloro-substituted complex [Ti(Ph(Cl)N(Me))(2)(O(iPr))(2)] displayed a high cytotoxicity (IC(50) approximately 5 microM) and surprisingly high hydrolytic stability (t(1/2)=108 h). These findings, together with the observed cytotoxicity in a cisplatin-resistant cell line, make halo-substituted salan complexes an interesting target for further studies.

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Efficacy of ?-diketonato complexes of titanium, zirconium, and hafnium against chemically induced autochthonous colonic tumors in rats

Cited by 44 publications

References 6 publications

Aerosols: A Sustainable Route to Functional Materials

Aerosols: A Sustainable Route to Functional Materials

Complexes of metals other than platinum as antitumour agents

Cytotoxic Titanium Salan Complexes: Surprising Interaction of Salan and Alkoxy Ligands

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