- Phenylimino-10H-anthracen-9-ones as novel antimicrotubule agents - Synthesis, antiproliferative activity and inhibition of tubulin polymerization
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A novel series of phenylimino-10H-anthracen-9-ones and 9-(phenylhydrazone)- 9,10-anthracenediones were synthesized and evaluated for interaction with tubulin and for cytotoxicity against a panel of human tumor cell lines. The 10-(3-hydroxy-4-methoxy-pheny
- Prinz, Helge,Schmidt, Peter,Boehm, Konrad J.,Baasner, Silke,Mueller, Klaus,Gerlach, Matthias,Guenther, Eckhard G.,Unger, Eberhard
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experimental part
p. 4183 - 4191
(2011/08/09)
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- Reaction of anthrone and its 1- and 4-substituted derivatives with sulfur in the presence of nucleophiles
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Anthrone and its 1-substituted derivatives react with molecular sulfur in the presence of nucleophiles (aromatic amines, hydrazine, substituted hydrazines, and malononitrile) to give intermediate monothioanthraquinones which are then converted into mixtures of the corresponding anthraquinones and 10-imino-, 10-hydrazono-, or 10-dicyanomethylene-9,10-dihydroanthracen-9-ones. Unlike 1-substituted derivatives, 4-substituted anthrones react with sulfur in the presence of phenylhydrazine to give only 1-substituted anthraquinones.
- Loskutov
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p. 1478 - 1481
(2007/10/03)
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- Syntheses and Reactions of Spiroanthronetriazolines
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Quinone methide 1a reacts with aryl azides 2 to give the corresponding spiroanthronetriazolines 3 along with byproducts, collected in Table I, which are formed by the thermal reaction of 3 or 1a.Quinone methide 1b adds to azides 2 to give spiroanthronetriazolines 5 or their subsequent products.Pyrolysis of 3 regenerates the starting quinone methide 1a and azide 2, and their photolysis leads to 1a.Pyrolysis and photolysis of 5 yield aryliminoanthrone 7, arylaminodibenzocycloheptenone 12, or its isomer 19.Attempts to convert 3 and 5 into spiroanthroneaziridines 14 and 15, respectively, were unsuccessful.Reactions of 3 and 5 with acid catalysts give the rearrangement products dibenzocycloheptenediones 23 and 24, respectively, in high yields.These reactions are discussed in mechanistic terms.
- Hirakawa, Kiyoichi,Ito, Tsutomu,Okubo, Yoshiji,Nakazawa, Sho
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p. 1668 - 1672
(2007/10/02)
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