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Matthias Tacke - One of the best experts on this subject based on the ideXlab platform.
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doi:10.1155/2012/905981 Research Article Synthesis and Biological Evaluation of Achiral Indole-Substituted
2016Co-Authors: Titanocene Dichloride Derivatives, Anthony Deally, Frauke Hackenberg, Grainne Lally, Matthias TackeAbstract:Copyright © 2012 Anthony Deally et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. Six new titanocene compounds have been isolated and characterised. These compounds were synthesised from their fulvene precursors using Super Hydride (LiBEt3H) followed by transmetallation with titanium tetrachloride to yield the corresponding titanocene dichloride derivatives. These complexes are bis-[((1-methyl-3-diethylaminomethyl)indol-2-yl)methylcyclopenta-dienyl] titanium (IV) dichloride (5a), bis-[((5-methoxy-1-methyl,3-diethylaminomethyl)indol-2-yl)methylcyclopentadienyl] titanium (IV) dichloride (5b), bis-[((1-methyl,3-diethylaminomethyl)indol-4-yl)methylcyclopentadienyl] titanium (IV) dichlo-ride (5c), bis-[((5-bromo-1-methyl)indol-3-yl)methylcyclopentadienyl] titanium (IV) dichloride (5d), bis-[((5-chloro-1-methyl)indol-3-yl)methylcyclopentadienyl] titanium (IV) dichloride (5e), and bis-[((5-fluoro-1-methyl)indol-3-yl)methylcyclo-pentadienyl] titanium (IV) dichloride (5f). All six titanocenes 5a–5f were tested for their cytotoxicity through MTT-based in vitro tests on CAKI-1 cell lines using DMSO and Soluphor P as solubilising agents in order to determine their IC50 values. Titanocenes 5a–5f were found to have IC50 values of 10 (±2), 21 (±3), 29 (±4), 140 (±6), and 450 (±10) μM when tested using DMSO. 1
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Synthesis and Cytotoxicity Studies of Silyl-Substituted Titanocene Dichloride Derivatives
Organometallics, 2012Co-Authors: Anthony Deally, Frauke Hackenberg, Grainne Lally, Helge Müller-bunz, Matthias TackeAbstract:Six new titanocene compounds have been isolated and characterized. These compounds were synthesized from their silyl-substituted fulvene or cyclopentadiene precursors using Super Hydride (LiBEt3H) or n-BuLi, followed by transmetalation with titanium tetrachloride, to yield the corresponding titanocene dichloride derivatives. These complexes are bis-[((phenyl)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3a), bis-[((4-methoxyphenyl)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3b), bis-[((4-N,N-dimethylmethanamine)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3c), bis-[((4-N,N-diethylmethanamine)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3d), bis-[((1-methyl-5-trimethylsilyl)indol-3-yl)methylcyclopentadienyl] titanium(IV) dichloride (4e), and bis-[((1-methyl-3-diethylaminomethyl-5-trimethylsilyl)indol-2-yl)methylcyclopentadienyl] titanium(IV) dichloride (4f). The two titanocenes 3a and 3b were crystallized and characterized by X-ray crystallography, while ...
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Synthesis and Biological Evaluation of Achiral Indole-Substituted Titanocene Dichloride Derivatives
International journal of medicinal chemistry, 2012Co-Authors: Anthony Deally, Frauke Hackenberg, Grainne Lally, Matthias TackeAbstract:Six new titanocene compounds have been isolated and characterised. These compounds were synthesised from their fulvene precursors using Super Hydride (LiBEt3H) followed by transmetallation with titanium tetrachloride to yield the corresponding titanocene dichloride derivatives. These complexes are bis-[((1-methyl-3-diethylaminomethyl)indol-2-yl)methylcyclopentadienyl] titanium (IV) dichloride (5a), bis-[((5-methoxy-1-methyl,3-diethylaminomethyl)indol-2-yl)methylcyclopentadienyl] titanium (IV) dichloride (5b), bis-[((1-methyl,3-diethylaminomethyl)indol-4-yl)methylcyclopentadienyl] titanium (IV) dichloride (5c), bis-[((5-bromo-1-methyl)indol-3-yl)methylcyclopentadienyl] titanium (IV) dichloride (5d), bis-[((5-chloro-1-methyl)indol-3-yl)methylcyclopentadienyl] titanium (IV) dichloride (5e), and bis-[((5-fluoro-1-methyl)indol-3-yl)methylcyclopentadienyl] titanium (IV) dichloride (5f). All six titanocenes 5a–5f were tested for their cytotoxicity through MTT-based in vitro tests on CAKI-1 cell lines using DMSO and Soluphor P as solubilising agents in order to determine their IC50 values. Titanocenes 5a–5f were found to have IC50 values of 10 (±2), 21 (±3), 29 (±4), 140 (±6), and 450 (±10) μM when tested using DMSO.
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Synthesis and Cytotoxicity Studies of Silyl-Substituted Titanocene Dichloride Derivatives
2012Co-Authors: Anthony Deally, Frauke Hackenberg, Grainne Lally, Helge Müller-bunz, Matthias TackeAbstract:Six new titanocene compounds have been isolated and characterized. These compounds were synthesized from their silyl-substituted fulvene or cyclopentadiene precursors using Super Hydride (LiBEt3H) or n-BuLi, followed by transmetalation with titanium tetrachloride, to yield the corresponding titanocene dichloride derivatives. These complexes are bis-[((phenyl)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3a), bis-[((4-methoxyphenyl)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3b), bis-[((4-N,N-dimethylmethanamine)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3c), bis-[((4-N,N-diethylmethanamine)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3d), bis-[((1-methyl-5-trimethylsilyl)indol-3-yl)methylcyclopentadienyl] titanium(IV) dichloride (4e), and bis-[((1-methyl-3-diethylaminomethyl-5-trimethylsilyl)indol-2-yl)methylcyclopentadienyl] titanium(IV) dichloride (4f). The two titanocenes 3a and 3b were crystallized and characterized by X-ray crystallography, while all six titanocenes were tested for their cytotoxicity through MTT-based in vitro tests on CAKI-1 cell lines in order to determine their IC50 values. Titanocenes were found to have IC50 values of 139 (±5), 106 (± 4), 127 (±4), 104 (±9), 90 (±6), and 15 (±2) μM
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Synthesis and preliminary cytotoxicity studies of indole-substituted vanadocenes
Transition Metal Chemistry, 2010Co-Authors: Brendan Gleeson, Megan Hogan, Helge Müller-bunz, Matthias TackeAbstract:From the reaction of various 6-indolylfulvenes ( 1a – 1e ) with Super Hydride (LiBEt_3H), followed by transmetallation with vanadium tetrachloride (VCl_4), six indole-substituted vanadocenes; bis-[(1-methylindol-2-yl)methylcyclopentadienyl] vanadium (IV) dichloride ( 3a ), bis-[(1-methyl-5-methoxyindol-2-yl)methylcyclopentadienyl] vanadium (IV) dichloride ( 3b ), bis-[(1-methylindol-3-yl)methylcyclopentadienyl] vanadium (IV) dichloride ( 3c ), bis-[(1-methyl-5-methoxyindol-3-yl)methylcyclopentadienyl] vanadium (IV) dichloride ( 3d ), a dihydrochloride derivative of bis-[(1-methyl-3-dimethylaminomethylindol-2-yl)methylcyclopentadienyl] vanadium (IV) dichloride ( 3e ), and bis-[(1-methyl-5-methoxyindol-3-yl)methylcyclopentadienyl] vanadium (IV) diselenocyanate ( 3f ), were synthesised. The six vanadocenes 3a – f were tested for their cytotoxicity through MTT-based in vitro tests on CAKI-1 cell lines in order to determine their IC50 values. Vanadocenes 3a – f were found to have IC50 values of 48 (±4), 24 (±4), 9.2 (±1.8), 2.5 (±0.8), 2.3 (±0.7) and 22 (±7) μM. Graphical Abstract Within, the syntheses of six indole-substituted vanadocene derivatives, through the hydridolithiation reaction of appropriately substituted fulvenes with LiBEt_3H followed by transmetallation with VCl_4, are reported along with structural discussion. Additionally, these compounds were tested for their anti-cancer activity, where the derivatives showed promisingly high cytotoxicity.
Nigel J. Sweeney - One of the best experts on this subject based on the ideXlab platform.
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The synthesis and cytotoxic evaluation of a series of benzodioxole substituted titanocenes
Applied Organometallic Chemistry, 2007Co-Authors: Nigel J. Sweeney, Katja Strohfeldt, Clara Pampillón, James Claffey, Helge Müller-bunz, Matthias TackeAbstract:Using 6-benzo[1,3]dioxolefulvene (1a), a series of benzodioxole substituted titanocenes was synthesized. The benzyl-substituted titanocene bis[(benzo[1,3]dioxole)-5-methylcyclopentadienyl] titanium (IV) dichloride (2a) was synthesized from the reaction of Super Hydride with 1a. An X-ray determined crystal structure was obtained for 2a. The ansa-titanocene (1,2-di(cyclopentadienyl)1,2-di-(benzo[1,3]dioxole)-ethanediyl) titanium(IV) dichloride (2b) was synthesized by reductive dimerisation of la with titanium dichloride. The diarylmethyl substituted titanocene bis(di(benzo[1,3]dioxole)-S-methylcyclopentadienyl) titanium(IV) dichloride (20 was synthesized by reacting la with the para-lithiated benzodioxole followed by transmetallation with titanium tetrachloride. When titanocenes 2a-c were tested against pig kidney (LLC-PK) cells inhibitory concentrations (IC50) of 2.8 X 10(-4), 1.6 x 10(-4) and 7.6 x 10(-5) m, respectively, were observed. These values represent improved cytotoxicity against LLC-PK, when compared with unsubstituted titanocene dichloride, but are not as impressive as values obtained for titanocenes previously synthesized using the above methods. Copyright (c) 2006 John Wiley & Sons, Ltd.
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heteroaryl substituted titanocenes as potential anti cancer drugs
Journal of Inorganic Biochemistry, 2006Co-Authors: Nigel J. Sweeney, Katja Strohfeldt, Clara Pampillón, Helge Mullerbunz, William M Gallagher, Matthias TackeAbstract:From the reaction of Super Hydride (LiBEt3H) with 6-(furyl)fulvene (1a), 6-(thiophenyl)fulvene (1b) or 6-(N-methyl-pyrrole)fulvene (1c) the corresponding lithium cyclopentadienide intermediates (2a-c) were obtained. These intermediates were reacted with titanium tetrachloride and bis-[(furyl-2-cyclopentadienylmethane)] titanium(IV) dichloride (3a) and bis-[(thiophenyl-2-cyclopentadienylmethane)] titanium(IV) dichloride (3b) and bis-[(N-methylpyrrole-2-cyclopentadienylmethane)] titanium(IV) dichloride (3c) were obtained and subsequently characterised by X-ray crystallography. When titanocenes 3a-c were tested against pig kidney (LLC-PK) cells inhibitory concentrations (IC50) of 1.6 x 10(-4) M, 1.5 x 10(-4) M and 9.1 x 10(-5) M, respectively, were observed. These values represent improved cytotoxicity against LLC-PK, when compared to their corresponding ansa substituted analogues and also in comparison to unsubstituted titanocene dichloride. (c) 2006 Elsevier Inc. All rights reserved.
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heteroaryl substituted ansa titanocene anti cancer drugs derived from fulvenes and titanium dichloride
Applied Organometallic Chemistry, 2005Co-Authors: Franzjosef K Rehmann, Katja Strohfeldt, Nigel J. Sweeney, William M Gallagher, Laurence P Cuffe, Oscar Mendoza, Dilip K Rai, Matthias TackeAbstract:Starting from 2-furylfulvene (1a), 2-thiophenylfulvene (1b), and 1-methyl-2-pyrrolylfulvene (1c), [1,2-di(cyclopentadienyl)-1,2-di-(2-furyl)ethanediyl] titanium dichloride (2a), [1,2-di(cyclopentadienyl)-1,2-di-(2-thiophenyl)ethanediyl] titanium dichloride (2b), and [1,2-di(cyclopentadienyl)-1,2-bis-(1-methyl-2-pyrrolyl)ethanediyl] titanium dichloride (2c) were synthesized. When titanocenes (2a–c) were tested against pig kidney carcinoma cells (LLC-PK), inhibitory concentrations (50%) of 4.5 × 10−4M, 2.9 × 10−4M and 2.0 × 10−4M respectively were observed. Copyright © 2005 John Wiley & Sons, Ltd.
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methoxy phenyl substituted ansa titanocenes as potential anti cancer drugs derived from fulvenes and titanium dichloride
Journal of Inorganic Biochemistry, 2004Co-Authors: Matthias Tacke, Helge Mullerbunz, William M Gallagher, Franzjosef K Rehmann, Laurence P Cuffe, Oscar Mendoza, Ying Lou, Nigel J. SweeneyAbstract:Starting from 6-(4'-methoxyphenyl)fulvene (1a), 6-(2',4',6'-trimethoxyphenyl)fulvene (1b), or 6-(3',5'-dimethoxyphenyl)fulvene (1c), [1,2-di(cyclopentadienyl)-1,2-di(4'-methoxyphenyl)-ethanediyl] titanium dichloride (2a), [1,2-di(cyclopentadienyl)-1,2-bis(2',4',6'-trimethoxyphenyl)-ethanediyl] titanium dichloride (2b), and [1,2-di(cyclopentadienyl)-1,2-bis(3',5'-dimethoxyphenyl)-ethanediyl] titanium dichloride (2c) were synthesised. When titanocenes 2a-c were tested against pig kidney carcinoma cells (LLC-PK) inhibitory concentrations (IC50) of 2.8 x 10(-4), 3.6 x 10(-4) and 2.1 x 10(-4) M, respectively, were observed.
Kenneth M. Nicholas - One of the best experts on this subject based on the ideXlab platform.
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Preparation of [2,5-Diisopropylcyclohexane-1,4- bis(indenyl)]titanium Dichloride and [2,5-Diisopropylcyclohexane-1,4-bis(tetrahydroindenyl)]- titanium Dichloride and Their Comparison as Catalysts for the Enantioselective Pinacol Coupling of Benzaldeh
Organometallics, 2000Co-Authors: Ronald L. Halterman, Chengjiang Zhu, Zhouliang Chen, Melinda S. Dunlap, And Masood A. Khan, Kenneth M. NicholasAbstract:The nonracemic bis(indene) (+)-(1R,2R,4R,5R)-1,4-bis(3‘-indenyl)-2,5-diisopropylcyclohexane (10) was synthesized in 60% yield from the addition of indenyllithium to the corresponding bis(methanesulfonate) ester of 2,4-diisopropyl-1,4-cyclohexanediol. Deprotonation of bis(indene) 10 with n-BuLi followed by metalation with TiCl3 and oxidative workup (HCl, air, chloroform) gave the single stereoisomeric 2,5-diisopropylcyclohexane-1,4-diyl-bridged bis(indenyl)titanium dichloride 3 in 80% yield. Attempts to form the corresponding bis(indenyl)zirconium dichloride were unsuccessful. Catalytic hydrogenation of bis(indenyl)titanium dichloride 3 gave the 2,5-diisopropylcyclohexane-1,4-diyl-bridged bis(tetrahydroindenyl)titanium dichloride 4 in 76% yield. The solid-state structure of 4 was determined by X-ray crystallographic methods. Nonracemic mixtures of chiral bis(indenyl)titanium dichloride 3 and bis(tetrahydroindenyl)titanium dichloride 4 were examined as catalysts for the pinacol coupling of benzaldehyde in t...
Ronald L. Halterman - One of the best experts on this subject based on the ideXlab platform.
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Preparation of [2,5-Diisopropylcyclohexane-1,4- bis(indenyl)]titanium Dichloride and [2,5-Diisopropylcyclohexane-1,4-bis(tetrahydroindenyl)]- titanium Dichloride and Their Comparison as Catalysts for the Enantioselective Pinacol Coupling of Benzaldeh
Organometallics, 2000Co-Authors: Ronald L. Halterman, Chengjiang Zhu, Zhouliang Chen, Melinda S. Dunlap, And Masood A. Khan, Kenneth M. NicholasAbstract:The nonracemic bis(indene) (+)-(1R,2R,4R,5R)-1,4-bis(3‘-indenyl)-2,5-diisopropylcyclohexane (10) was synthesized in 60% yield from the addition of indenyllithium to the corresponding bis(methanesulfonate) ester of 2,4-diisopropyl-1,4-cyclohexanediol. Deprotonation of bis(indene) 10 with n-BuLi followed by metalation with TiCl3 and oxidative workup (HCl, air, chloroform) gave the single stereoisomeric 2,5-diisopropylcyclohexane-1,4-diyl-bridged bis(indenyl)titanium dichloride 3 in 80% yield. Attempts to form the corresponding bis(indenyl)zirconium dichloride were unsuccessful. Catalytic hydrogenation of bis(indenyl)titanium dichloride 3 gave the 2,5-diisopropylcyclohexane-1,4-diyl-bridged bis(tetrahydroindenyl)titanium dichloride 4 in 76% yield. The solid-state structure of 4 was determined by X-ray crystallographic methods. Nonracemic mixtures of chiral bis(indenyl)titanium dichloride 3 and bis(tetrahydroindenyl)titanium dichloride 4 were examined as catalysts for the pinacol coupling of benzaldehyde in t...
Anthony Deally - One of the best experts on this subject based on the ideXlab platform.
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doi:10.1155/2012/905981 Research Article Synthesis and Biological Evaluation of Achiral Indole-Substituted
2016Co-Authors: Titanocene Dichloride Derivatives, Anthony Deally, Frauke Hackenberg, Grainne Lally, Matthias TackeAbstract:Copyright © 2012 Anthony Deally et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. Six new titanocene compounds have been isolated and characterised. These compounds were synthesised from their fulvene precursors using Super Hydride (LiBEt3H) followed by transmetallation with titanium tetrachloride to yield the corresponding titanocene dichloride derivatives. These complexes are bis-[((1-methyl-3-diethylaminomethyl)indol-2-yl)methylcyclopenta-dienyl] titanium (IV) dichloride (5a), bis-[((5-methoxy-1-methyl,3-diethylaminomethyl)indol-2-yl)methylcyclopentadienyl] titanium (IV) dichloride (5b), bis-[((1-methyl,3-diethylaminomethyl)indol-4-yl)methylcyclopentadienyl] titanium (IV) dichlo-ride (5c), bis-[((5-bromo-1-methyl)indol-3-yl)methylcyclopentadienyl] titanium (IV) dichloride (5d), bis-[((5-chloro-1-methyl)indol-3-yl)methylcyclopentadienyl] titanium (IV) dichloride (5e), and bis-[((5-fluoro-1-methyl)indol-3-yl)methylcyclo-pentadienyl] titanium (IV) dichloride (5f). All six titanocenes 5a–5f were tested for their cytotoxicity through MTT-based in vitro tests on CAKI-1 cell lines using DMSO and Soluphor P as solubilising agents in order to determine their IC50 values. Titanocenes 5a–5f were found to have IC50 values of 10 (±2), 21 (±3), 29 (±4), 140 (±6), and 450 (±10) μM when tested using DMSO. 1
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Synthesis and Cytotoxicity Studies of Silyl-Substituted Titanocene Dichloride Derivatives
Organometallics, 2012Co-Authors: Anthony Deally, Frauke Hackenberg, Grainne Lally, Helge Müller-bunz, Matthias TackeAbstract:Six new titanocene compounds have been isolated and characterized. These compounds were synthesized from their silyl-substituted fulvene or cyclopentadiene precursors using Super Hydride (LiBEt3H) or n-BuLi, followed by transmetalation with titanium tetrachloride, to yield the corresponding titanocene dichloride derivatives. These complexes are bis-[((phenyl)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3a), bis-[((4-methoxyphenyl)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3b), bis-[((4-N,N-dimethylmethanamine)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3c), bis-[((4-N,N-diethylmethanamine)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3d), bis-[((1-methyl-5-trimethylsilyl)indol-3-yl)methylcyclopentadienyl] titanium(IV) dichloride (4e), and bis-[((1-methyl-3-diethylaminomethyl-5-trimethylsilyl)indol-2-yl)methylcyclopentadienyl] titanium(IV) dichloride (4f). The two titanocenes 3a and 3b were crystallized and characterized by X-ray crystallography, while ...
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Synthesis and Biological Evaluation of Achiral Indole-Substituted Titanocene Dichloride Derivatives
International journal of medicinal chemistry, 2012Co-Authors: Anthony Deally, Frauke Hackenberg, Grainne Lally, Matthias TackeAbstract:Six new titanocene compounds have been isolated and characterised. These compounds were synthesised from their fulvene precursors using Super Hydride (LiBEt3H) followed by transmetallation with titanium tetrachloride to yield the corresponding titanocene dichloride derivatives. These complexes are bis-[((1-methyl-3-diethylaminomethyl)indol-2-yl)methylcyclopentadienyl] titanium (IV) dichloride (5a), bis-[((5-methoxy-1-methyl,3-diethylaminomethyl)indol-2-yl)methylcyclopentadienyl] titanium (IV) dichloride (5b), bis-[((1-methyl,3-diethylaminomethyl)indol-4-yl)methylcyclopentadienyl] titanium (IV) dichloride (5c), bis-[((5-bromo-1-methyl)indol-3-yl)methylcyclopentadienyl] titanium (IV) dichloride (5d), bis-[((5-chloro-1-methyl)indol-3-yl)methylcyclopentadienyl] titanium (IV) dichloride (5e), and bis-[((5-fluoro-1-methyl)indol-3-yl)methylcyclopentadienyl] titanium (IV) dichloride (5f). All six titanocenes 5a–5f were tested for their cytotoxicity through MTT-based in vitro tests on CAKI-1 cell lines using DMSO and Soluphor P as solubilising agents in order to determine their IC50 values. Titanocenes 5a–5f were found to have IC50 values of 10 (±2), 21 (±3), 29 (±4), 140 (±6), and 450 (±10) μM when tested using DMSO.
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Synthesis and Cytotoxicity Studies of Silyl-Substituted Titanocene Dichloride Derivatives
2012Co-Authors: Anthony Deally, Frauke Hackenberg, Grainne Lally, Helge Müller-bunz, Matthias TackeAbstract:Six new titanocene compounds have been isolated and characterized. These compounds were synthesized from their silyl-substituted fulvene or cyclopentadiene precursors using Super Hydride (LiBEt3H) or n-BuLi, followed by transmetalation with titanium tetrachloride, to yield the corresponding titanocene dichloride derivatives. These complexes are bis-[((phenyl)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3a), bis-[((4-methoxyphenyl)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3b), bis-[((4-N,N-dimethylmethanamine)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3c), bis-[((4-N,N-diethylmethanamine)dimethylsilane)cyclopentadienyl] titanium(IV) dichloride (3d), bis-[((1-methyl-5-trimethylsilyl)indol-3-yl)methylcyclopentadienyl] titanium(IV) dichloride (4e), and bis-[((1-methyl-3-diethylaminomethyl-5-trimethylsilyl)indol-2-yl)methylcyclopentadienyl] titanium(IV) dichloride (4f). The two titanocenes 3a and 3b were crystallized and characterized by X-ray crystallography, while all six titanocenes were tested for their cytotoxicity through MTT-based in vitro tests on CAKI-1 cell lines in order to determine their IC50 values. Titanocenes were found to have IC50 values of 139 (±5), 106 (± 4), 127 (±4), 104 (±9), 90 (±6), and 15 (±2) μM
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synthesis and preliminary cytotoxicity studies of achiral pyrrolyl substituted titanocenes
Polyhedron, 2010Co-Authors: Anthony Deally, James Claffey, Megan Hogan, Helge Mullerbunz, Brendan Gleeson, Siddappa A Patil, Donal F Oshea, Matthias TackeAbstract:From the reaction of various 6-indolylfulvenes (1a−f) with Super Hydride (LiBEt3H), followed by transmetalation with titanium tetrachloride (TiCl4), six indolyl-substituted titanocenes, bis[(1-methylindol-2-yl)cyclopentadienyl]titanium(IV) dichloride (3a), bis[(1-methyl-5-methoxyindol-2-yl)cyclopentadienyl]titanium(IV) dichloride (3b), a dihydrochloride derivative of bis[(1-methyl-3-dimethylaminomethylindol-2-yl)cyclopentadienyl]titanium(IV) dichloride (3c), bis[(1-methylindol-3-yl)cyclopentadienyl]titanium(IV) dichloride (3d), bis[(1-methyl-5-methoxyindol-3-yl)cyclopentadienyl]titanium(IV) dichloride (3e), and bis[(1-methylmethoxyindol-3-yl)cyclopentadienyl]titanium(IV) dichloride (3f), were obtained. The six titanocenes 3a−f were tested for their cytotoxicity through MTT-based in vitro tests on CAKI-1 cell lines in order to determine their IC50 values. Titanocenes 3a−f were found to have IC50 values of 47 (±9), 15 (±2), 8.2 (±1.9), 21 (±5), 11 (±1), and 170 (±40) μM, respectively.