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Chemical Compound Review:

Thiaxanthon thioxanthen-9-one

Synonyms: Thiaxanthone, Thioxanthone, Thiaxanthenone, Thioxanthenone, CHEMBL83371, ...

Hirakawa, K. et al., Hartman, P.E. et al., LoRusso, P.M. et al., Boido Canu, C. et al., Stevenson, J.P. et al., et al.

Stevenson, DeMaria, Reilly, Purvis, Graham, Lockwood, Drozd, O'Dwyer,

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Disease relevance of NSC54677

Comparative molecular field analysis of the antitumor activity of 9H-thioxanthen-9-one derivatives against pancreatic ductal carcinoma 03 [1].
Fifteen 1-(quinolizidinylalkyl)amino derivatives of thioxanthenone bearing different substituents on position 4 and 7 were prepared and tested in mice against lymphocytic leukemia P 388 [2].
In this review we note that hycanthone (Etrenol) is mutagenic for bacteriophage, bacteria, yeast, Neurospora, Drosophila, and for mammalian tissue culture cells, and we point out other genetic activities of this thioxanthenone and of related compounds [3].

High impact information on NSC54677

SR233377 is a novel thioxanthenone analogue that demonstrated solid tumor selectivity in vitro with activity confirmed in vivo against several murine tumors including those of colon, pancreas, and mammary origin [4].
We investigated the mechanism of DNA damage induced by photoexcited xanthone (XAN) analogues (XAN, thioxanthone [TXAN] and acridone [ACR]), exogenous photosensitizers, and the relationship between the DNA-damaging abilities and their highest occupied molecular orbital (HOMO) energies [5].
PURPOSE: SR233377 (WIN33377) is a novel 4-aminomethyl thioxanthone derivative with promising preclinical activity against solid tumors at doses substantially below the MTD [6].
Two other photoinitiators, Michler's ketone and thioxanthone were phototoxic in vitro but not after topical application in vivo [7].

Analytical, diagnostic and therapeutic context of NSC54677

A simple and reliable HPLC method was developed for the estimation of a new anti-cancer agent that belongs to the thioxanthone class, SR271425 in mouse plasma [8].

References

Comparative molecular field analysis of the antitumor activity of 9H-thioxanthen-9-one derivatives against pancreatic ductal carcinoma 03. Horwitz, J.P., Massova, I., Wiese, T.E., Besler, B.H., Corbett, T.H. J. Med. Chem. (1994) [Pubmed]
Synthesis and antileukemic activity of 1-[(quinolizidinylalkyl)amino]4/7-R-thioxanthen-9-ones. Boido Canu, C., Iusco, G., Boido, V., Sparatore, F., Sparatore, A. Farmaco (1989) [Pubmed]
Genetic activity spectra of some antischistosomal compounds, with particular emphasis on thioxanthenones and benzothiopyranoindazoles. Hartman, P.E., Hulbert, P.B. Journal of toxicology and environmental health. (1975) [Pubmed]
Phase I pharmacokinetic study of the novel antitumor agent SR233377. LoRusso, P.M., Foster, B.J., Wozniak, A., Heilbrun, L.K., McCormick, J.I., Ruble, P.E., Graham, M.A., Purvis, J., Rake, J., Drozd, M., Lockwood, G.F., Corbett, T.H. Clin. Cancer Res. (2000) [Pubmed]
Base oxidation at 5' site of GG sequence in double-stranded DNA induced by UVA in the presence of xanthone analogues: relationship between the DNA-damaging abilities of photosensitizers and their HOMO energies. Hirakawa, K., Yoshida, M., Oikawa, S., Kawanishi, S. Photochem. Photobiol. (2003) [Pubmed]
Phase I/pharmacokinetic trial of the novel thioxanthone SR233377 (WIN33377) on a 5-day schedule. Stevenson, J.P., DeMaria, D., Reilly, D., Purvis, J.D., Graham, M.A., Lockwood, G., Drozd, M., O'Dwyer, P.J. Cancer Chemother. Pharmacol. (1999) [Pubmed]
Phototoxicity occurring during the manufacture of ultraviolet-cured ink. Emmett, E.A., Taphorn, B.R., Kominsky, J.R. Archives of dermatology. (1977) [Pubmed]
High-performance liquid chromatographic method for the estimation of the novel investigational anti-cancer agent SR271425 and its metabolites in mouse plasma. Poondru, S., Zhou, S., Rake, J., Shackleton, G., Corbett, T.H., Parchment, R.E., Jasti, B.R. J. Chromatogr. B Biomed. Sci. Appl. (2001) [Pubmed]

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