Glen Deacon - Academia.edu (original) (raw)
Papers by Glen Deacon
AIMS Materials Science, 2015
The influence of organic structure and rare earth metal cation on the corrosion efficiency observ... more The influence of organic structure and rare earth metal cation on the corrosion efficiency observed on AS1020 steel compared with La(4OHCin)3
![Research paper thumbnail of Oxidation of the Platinum(II) Anticancer Agent [Pt{(p-BrC6F4)NCH2CH2NEt2}Cl(py)] to Platinum(IV) Complexes by Hydrogen Peroxide](https://attachments.academia-assets.com/105715255/thumbnails/1.jpg)
](Molecules
PtIV coordination complexes are of interest as prodrugs of PtII anticancer agents, as they can av... more PtIV coordination complexes are of interest as prodrugs of PtII anticancer agents, as they can avoid deactivation pathways owing to their inert nature. Here, we report the oxidation of the antitumor agent [PtII(p-BrC6F4)NCH2CH2NEt2}Cl(py)], 1 (py = pyridine) to dihydroxidoplatinum(IV) solvate complexes [PtIV{(p-BrC6F4)NCH2CH2NEt2}Cl(OH)2(py)].H2O, 2·H2O with hydrogen peroxide (H2O2) at room temperature. To optimize the yield, 1 was oxidized in the presence of added lithium chloride with H2O2 in a 1:2 ratio of Pt: H2O2, in CH2Cl2 producing complex 2·H2O in higher yields in both gold and red forms. Despite the color difference, red and yellow 2·H2O have the same structure as determined by single-crystal and X-ray powder diffraction, namely, an octahedral ligand array with a chelating organoamide, pyridine and chloride ligands in the equatorial plane, and axial hydroxido ligands. When tetrabutylammonium chloride was used as a chloride source, in CH2Cl2, another solvate, [PtIV{(p-BrC6F4...
Inorganic and Nuclear Chemistry Letters, 1971
Although pentafluorophenylthallium compounds have been studied extensively (1), only three pentaf... more Although pentafluorophenylthallium compounds have been studied extensively (1), only three pentafluorophenylindium compounds have been reported (2,3) Both trispentafluorophenylindium etherate and bromobispentafluorophenylindium have been isolated from the reaction of indium triohloride with pentafluorophenylmagnesium bromide, whilst (C6F5)2InBr has also been obtained from the cortesponding reaction of indium tribromide (2). Recently trispentafluorophenylindium
The journal of physical chemistry letters, Jan 16, 2017
The lack of molecular mechanistic understanding of the interaction between metal complexes and bi... more The lack of molecular mechanistic understanding of the interaction between metal complexes and biomolecules hampers their potential medical use. Herein we present a robust procedure combining resonant X-ray emission spectroscopy and multiscale molecular dynamics simulations, which allows for straightforward elucidation of the precise interaction mechanism at the atomic level. The report unveils an unforeseen hydrolysis process and DNA binding of [Pt{N(p-HC6F4)CH2}2py2] (Pt103), which showed potential cytotoxic activity in the past. Pt103 preferentially coordinates to adjacent adenine sites, instead of guanine sites as in cisplatin, because of its hydrogen bond ability. Comparison with previous research on cisplatin suggests that selective binding to guanine or adenine may be achieved by controlling the acidity of the compound.
Drug Discovery Today: Technologies, 2015
This review presents a new application of Resonant X-ray Emission Spectroscopy (RXES) to study th... more This review presents a new application of Resonant X-ray Emission Spectroscopy (RXES) to study the mechanism of action of metal containing anticancer derivatives and in particular platinum in situ and in vivo. The technique is an example of a photon-in photon-out X-ray spectroscopic approach, which enables chemical speciation of drugs to be determined and therefore to derive action mechanisms, and to determine drug binding rates under physiological conditions and therapeutic concentrations. This is made feasible due to the atomic specificity and high penetration depth of RXES. The review presents examples of the three main types of information that can be obtained by RXES and establishes an experimental protocol to perfect the measurements within cells.
Platinum and Other Metal Coordination Compounds in Cancer Chemotherapy, 1991
Inorganic and Nuclear Chemistry Letters, 1969
Dalton Trans., 2014
The binding of the antitumor drug cisplatin with DNA was determined by means of in situ resonant ... more The binding of the antitumor drug cisplatin with DNA was determined by means of in situ resonant inelastic X-ray scattering (RIXS) spectroscopy.
Journal of organometallic chemistry, 1996
... Chim. Acta, 201 (1992) 69. [27] SP Nolan and TJ Marks, J. Am. Chem. Soc., 111 (1989) 8538. ..... more ... Chim. Acta, 201 (1992) 69. [27] SP Nolan and TJ Marks, J. Am. Chem. Soc., 111 (1989) 8538. ... Commun., (1987) 837. [35] WJ Evans, RA Keyer and JW Ziller, Organometallics, 9 (1990) 2628. [36] SP Nolan, D. Stem and TJ Marks, J. Am. Chem. Soc., 111 (1989) 7844. ...
Journal of Organometallic Chemistry, 1968
ABSTRACT
Journal of Organometallic Chemistry, 1969
Australian Journal of Chemistry, 1972
The complexes (C6F5In,L [L = pyridine (py), Ph3P, Ph3PO, Ph3AsO, or N,N,N?,N'-tetramethylethy... more The complexes (C6F5In,L [L = pyridine (py), Ph3P, Ph3PO, Ph3AsO, or N,N,N?,N'-tetramethylethylenediamine (tmed)], (CeF5)31n(OSMe2)2, and [(C6F5)3)aIn]2bipy (bipy = 2,2'-bipyridyl) have been prepared by reaction of (C6F5)3In,diox (diox = 1,4-dioxan) with the appropriate ligands, and (C6F5)31n,AsPh3,( C6F5)3 (THF)2 (THF = tetrahydrofuran), and (C6F5)31n]2(Ph2PCH2)2 have been similarly obtained from (C6F5)3In,OEt2. Monomeric structures with four-coordinate indium are proposed for the complexes (C6F5)3In,L (L = py, Ph3P, Ph3As, Ph3PO,or Ph3AsO), and monomeric five-coordinate structures for the complexes (C6F5)31n(L)2 (L = Me2SO or THF). The derivatives [(C6F5)31n]2L [L = bipy or (Ph2PCH2)2] and (C6F5)3In,tmed are considered to have bridging ligands with four- and five- coordinate indium respectively.
Australian Journal of Chemistry, 1972
2,3,5,6.Tetrafluorophenylmercuric trifluoroacetate and acetate, 1,4-bis(tri-fluoroacetatomercuri)... more 2,3,5,6.Tetrafluorophenylmercuric trifluoroacetate and acetate, 1,4-bis(tri-fluoroacetatomercuri)tetrafluorobenzene, and 1,4-di(acetatomercuri)tetraffuorobenzene have been prepared by mercuration of 1,2,4,5-tetrafluorobenzene with mercuric trifluoroacetate or acetate while 2,3,5,6-tetrafluorophenglmercuric chloride and acetate, 1,4-di(chloromercuri)tetrafluorobenzene, and 1,4-di(acetatomercuri)tetrafluorobenzene have been obtained from the corresponding trifluoroacetates by metathesis reactions. The di(chloromercuri) derivative has also been isolated from reaction of thallous tetrafluoroterephthalate with mercuric chloride. Bis(2,3,5,6-tetrafluorophenyl)mercury has been prepared by rearrangement of 2,3,5,6-tetrafluorophenglmercuric trifluoroacetate with iodide ions, and by mercuration of 1,2,4,5-tetrafluorobenzene with tetrabromomercurate(11) ions under alkaline conditions. The latter reaction also gave a low yield of 1,4-bis(2,3,5,6-tetrafluorophenylmercuri)tetrafluorobenzene, whic...
AIMS Materials Science, 2015
The influence of organic structure and rare earth metal cation on the corrosion efficiency observ... more The influence of organic structure and rare earth metal cation on the corrosion efficiency observed on AS1020 steel compared with La(4OHCin)3
Molecules
PtIV coordination complexes are of interest as prodrugs of PtII anticancer agents, as they can av... more PtIV coordination complexes are of interest as prodrugs of PtII anticancer agents, as they can avoid deactivation pathways owing to their inert nature. Here, we report the oxidation of the antitumor agent [PtII(p-BrC6F4)NCH2CH2NEt2}Cl(py)], 1 (py = pyridine) to dihydroxidoplatinum(IV) solvate complexes [PtIV{(p-BrC6F4)NCH2CH2NEt2}Cl(OH)2(py)].H2O, 2·H2O with hydrogen peroxide (H2O2) at room temperature. To optimize the yield, 1 was oxidized in the presence of added lithium chloride with H2O2 in a 1:2 ratio of Pt: H2O2, in CH2Cl2 producing complex 2·H2O in higher yields in both gold and red forms. Despite the color difference, red and yellow 2·H2O have the same structure as determined by single-crystal and X-ray powder diffraction, namely, an octahedral ligand array with a chelating organoamide, pyridine and chloride ligands in the equatorial plane, and axial hydroxido ligands. When tetrabutylammonium chloride was used as a chloride source, in CH2Cl2, another solvate, [PtIV{(p-BrC6F4...
Inorganic and Nuclear Chemistry Letters, 1971
Although pentafluorophenylthallium compounds have been studied extensively (1), only three pentaf... more Although pentafluorophenylthallium compounds have been studied extensively (1), only three pentafluorophenylindium compounds have been reported (2,3) Both trispentafluorophenylindium etherate and bromobispentafluorophenylindium have been isolated from the reaction of indium triohloride with pentafluorophenylmagnesium bromide, whilst (C6F5)2InBr has also been obtained from the cortesponding reaction of indium tribromide (2). Recently trispentafluorophenylindium
The journal of physical chemistry letters, Jan 16, 2017
The lack of molecular mechanistic understanding of the interaction between metal complexes and bi... more The lack of molecular mechanistic understanding of the interaction between metal complexes and biomolecules hampers their potential medical use. Herein we present a robust procedure combining resonant X-ray emission spectroscopy and multiscale molecular dynamics simulations, which allows for straightforward elucidation of the precise interaction mechanism at the atomic level. The report unveils an unforeseen hydrolysis process and DNA binding of [Pt{N(p-HC6F4)CH2}2py2] (Pt103), which showed potential cytotoxic activity in the past. Pt103 preferentially coordinates to adjacent adenine sites, instead of guanine sites as in cisplatin, because of its hydrogen bond ability. Comparison with previous research on cisplatin suggests that selective binding to guanine or adenine may be achieved by controlling the acidity of the compound.
Drug Discovery Today: Technologies, 2015
This review presents a new application of Resonant X-ray Emission Spectroscopy (RXES) to study th... more This review presents a new application of Resonant X-ray Emission Spectroscopy (RXES) to study the mechanism of action of metal containing anticancer derivatives and in particular platinum in situ and in vivo. The technique is an example of a photon-in photon-out X-ray spectroscopic approach, which enables chemical speciation of drugs to be determined and therefore to derive action mechanisms, and to determine drug binding rates under physiological conditions and therapeutic concentrations. This is made feasible due to the atomic specificity and high penetration depth of RXES. The review presents examples of the three main types of information that can be obtained by RXES and establishes an experimental protocol to perfect the measurements within cells.
Platinum and Other Metal Coordination Compounds in Cancer Chemotherapy, 1991
Inorganic and Nuclear Chemistry Letters, 1969
Dalton Trans., 2014
The binding of the antitumor drug cisplatin with DNA was determined by means of in situ resonant ... more The binding of the antitumor drug cisplatin with DNA was determined by means of in situ resonant inelastic X-ray scattering (RIXS) spectroscopy.
Journal of organometallic chemistry, 1996
... Chim. Acta, 201 (1992) 69. [27] SP Nolan and TJ Marks, J. Am. Chem. Soc., 111 (1989) 8538. ..... more ... Chim. Acta, 201 (1992) 69. [27] SP Nolan and TJ Marks, J. Am. Chem. Soc., 111 (1989) 8538. ... Commun., (1987) 837. [35] WJ Evans, RA Keyer and JW Ziller, Organometallics, 9 (1990) 2628. [36] SP Nolan, D. Stem and TJ Marks, J. Am. Chem. Soc., 111 (1989) 7844. ...
Journal of Organometallic Chemistry, 1968
ABSTRACT
Journal of Organometallic Chemistry, 1969
Australian Journal of Chemistry, 1972
The complexes (C6F5In,L [L = pyridine (py), Ph3P, Ph3PO, Ph3AsO, or N,N,N?,N'-tetramethylethy... more The complexes (C6F5In,L [L = pyridine (py), Ph3P, Ph3PO, Ph3AsO, or N,N,N?,N'-tetramethylethylenediamine (tmed)], (CeF5)31n(OSMe2)2, and [(C6F5)3)aIn]2bipy (bipy = 2,2'-bipyridyl) have been prepared by reaction of (C6F5)3In,diox (diox = 1,4-dioxan) with the appropriate ligands, and (C6F5)31n,AsPh3,( C6F5)3 (THF)2 (THF = tetrahydrofuran), and (C6F5)31n]2(Ph2PCH2)2 have been similarly obtained from (C6F5)3In,OEt2. Monomeric structures with four-coordinate indium are proposed for the complexes (C6F5)3In,L (L = py, Ph3P, Ph3As, Ph3PO,or Ph3AsO), and monomeric five-coordinate structures for the complexes (C6F5)31n(L)2 (L = Me2SO or THF). The derivatives [(C6F5)31n]2L [L = bipy or (Ph2PCH2)2] and (C6F5)3In,tmed are considered to have bridging ligands with four- and five- coordinate indium respectively.
Australian Journal of Chemistry, 1972
2,3,5,6.Tetrafluorophenylmercuric trifluoroacetate and acetate, 1,4-bis(tri-fluoroacetatomercuri)... more 2,3,5,6.Tetrafluorophenylmercuric trifluoroacetate and acetate, 1,4-bis(tri-fluoroacetatomercuri)tetrafluorobenzene, and 1,4-di(acetatomercuri)tetraffuorobenzene have been prepared by mercuration of 1,2,4,5-tetrafluorobenzene with mercuric trifluoroacetate or acetate while 2,3,5,6-tetrafluorophenglmercuric chloride and acetate, 1,4-di(chloromercuri)tetrafluorobenzene, and 1,4-di(acetatomercuri)tetrafluorobenzene have been obtained from the corresponding trifluoroacetates by metathesis reactions. The di(chloromercuri) derivative has also been isolated from reaction of thallous tetrafluoroterephthalate with mercuric chloride. Bis(2,3,5,6-tetrafluorophenyl)mercury has been prepared by rearrangement of 2,3,5,6-tetrafluorophenglmercuric trifluoroacetate with iodide ions, and by mercuration of 1,2,4,5-tetrafluorobenzene with tetrabromomercurate(11) ions under alkaline conditions. The latter reaction also gave a low yield of 1,4-bis(2,3,5,6-tetrafluorophenylmercuri)tetrafluorobenzene, whic...