Phase I/pharmacokinetic trial of the novel thioxanthone SR233377 (WIN33377) on a 5-day schedule

Stevenson, James P.; DeMaria, D.; Reilly, D; Purvis, J.; Graham, Martin A.; Lockwood, G.; Drozd, Marion L.; O’Dwyer, Peter J.

doi:10.1007/s002800050971

Cited by 27 publications

(21 citation statements)

References 8 publications

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“…8,9 Many of these applications rely on triplet excitation of TX. Several studies, both experimental 10−16 and theoretical, [10][11][12]17 have dealt with the photoinduced processes resulting in the triplet excitation.…”

Section: Introductionmentioning

confidence: 99%

Chimeric Behavior of Excited Thioxanthone in Protic Solvents: I. Experiments

et al. 2014

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The photophysics of thioxanthone (TX) dissolved in methanol (MeOH) and 2,2,2,-trifluoroethanol (TFE) was studied by time-resolved fluorescence and absorption spectroscopy. The spectrally integrated stimulated emission is seen to lose amplitude within ∼5-10 ps. This is much shorter than the fluorescence lifetimes of the compound (2.7 ns for MeOH and 7.6 ns for TFE). The initial reduction in amplitude is attributed to reversible intersystem crossing between the primarily excited (1)ππ* and a triplet (3)nπ* state. The latter one is energetically slightly (∼0.02 eV) above the former one. Addition of the quencher 1-methylnaphthalene (1-MN) reduces the fluorescence lifetime and yields triplet excited 1-MN, giving further evidence for the equilibrium of singlet and triplet excitations. The depopulation of these two states on the nanosecond time scale results in the rise of the lowest triplet state, a (3)ππ* state. Temperature dependencies attribute this to an activated internal conversion process between the two triplet states. Kinetic and energetic parameters derived from the experimental data will be compared with quantum chemical results in the accompanying paper [Rai-Constapel , V. , Villnow , T. , Ryseck , G. , Gilch , P. , and Marian , C. M. J. Phys. Chem. A 2014 , DOI: 10.1021/jp5099415].

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Section: Introductionmentioning

confidence: 99%

Chimeric Behavior of Excited Thioxanthone in Protic Solvents: I. Experiments

et al. 2014

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“…Thioxanthone (TX) and its derivatives are efficient photosensitizers, which have attracted much attention in recent years owing to their broad spectrum of antitumor activities and great potential to be developed as novel antitumor agents [1–3]. It has been reported that photoexcited TX can cause DNA damage [4].…”

Section: Introductionmentioning

confidence: 99%

Theoretical Study on Reactions of Triplet Excited State Thioxanthone with Indole

Shen

2009

IJMS

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In the present work, a theoretical study on the deactivation of triplet excited (T1) state thioxanthone (TX) by indole (INH) was performed, based on density functional theory calculations. Three feasible pathways, namely direct electron transfer from INH to T1 state TX, electron transfer followed by proton transfer from INH.+ to TX.−, and H-atom transfer from nitrogen of INH to keto oxygen of T1 state TX, were proposed theoretically to be involved in T1 state TX deactivation by INH.

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“…In addition, TXs was discovered to have broad spectrum efficacy against solid tumors. Its antitumor activity has attracted more and more interest in recent years and is being developed for a novel drug [7][8][9][10]. K. Hirakawa et al has studied the DNA damage by photo-excited TX.…”

Section: Introductionmentioning

confidence: 99%

Studies on reaction of amino acids and triplet thioxanthone derivatives by laser flash photolysis

2006

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Excitation of the thioxanthone derivatives (TXs), 2, 4-diethylthioxanthone (DETX) and 2-(2,3-epoxypropyloxy) thioxanthone (ETX) in acetonitrile/water mixture solution (1:1, v/v) upon 355 nm laser flash produced the triplet of TXs ((3)TXs(*)). Characteristic absorption spectra of (3)TXs(*)(590 nm) were recorded and rate constants of (3)TXs(*) quenched by O(2) and by its ground state were determined (9.8 x 10(9) M(-1) s(-1), 7.3 x 10(9) M(-1) s(-1) and 2.6 x 10(8) M(-1) s(-1), 2.2 x 10(8) M(-1) s(-1) respectively). The reactions of some amino acids oxidized by (3)TXs(*) were carried out. It has been found that tryptophan (Trp) and tyrosine (Tyr) can quench (3)TXs(*) via electron transfer process and related quenching rate constants were obtained. (3)TXs(*) induced protein damage was investigated using electrophoresis and significant levels of dimerisation were observed under aerobic and anaerobic conditions. The influence of photo-sensitizer's structure on photo-oxidation of amino acid and protein has been discussed.

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Phase I/pharmacokinetic trial of the novel thioxanthone SR233377 (WIN33377) on a 5-day schedule

Cited by 27 publications

References 8 publications

Chimeric Behavior of Excited Thioxanthone in Protic Solvents: I. Experiments

Chimeric Behavior of Excited Thioxanthone in Protic Solvents: I. Experiments

Theoretical Study on Reactions of Triplet Excited State Thioxanthone with Indole

Studies on reaction of amino acids and triplet thioxanthone derivatives by laser flash photolysis

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