- Synthesis of Some 1-aryl-2,3-dibromophospholanes as novel anti-cancer agents
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Novel phosphorus heterocyclic compounds, 3-methyl-1-(3-bromophenyl as well as some 3-substituted phenyl)-2- phospholene 1-oxides (1d as well as 1b, 1c, and 1f), were synthesized from 1-phenyl-2-phospholene 1-oxide 1a via 3-methyl-1-(3-nitrophenyl)-2-phospholene 1-oxide (1b). 1-(4-Bromophenyl)-2- phospholene 1e was prepared by Grignard coupling reaction of 1-chloro-3-methyl-2-phospholene 1-oxide with 4-bromophenylmagnesium bromide. 2,3-Dibromo-3-methyl-1-arylphospholane 1-oxides (2a-2e) were prepared by the addition reaction of bromine to the C=C double bond of 2-phospholenes 1a-1e. The substituent effect of the phenyl group of the 1-aryl-phospho lanes 2 on the observed anti-proliferative effect against U937 leukemia cell lines evaluated by MTT in vitro methods showed that 2,3-dibromo-3-methyl-1-(4-bromophenyl) phospholane (2e) was the most active among 2. These novel dibromophosphorus heterocyclic derivatives exhibit much higher anti-cancer activity than Gleevec (molecular targeting chemotherapeutic agent) against U937 cells.
- Yamada, Manabu,Asai, Kazuhide,Yamashita, Junko,Suyama, Takuya,Niimi, Taishi,Maddali, Kasthuraiah,Fujie, Michio,Nakamura, Satoki,Kimura, Motohiko,Tanaka, Yasutaka,Toda, Mitsuo,Yamashita, Mitsuji
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experimental part
p. 173 - 180
(2011/06/24)
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- Synthesis and characterization of the novel 1-(substituted phenoxy/phenyl)-2-phospholene and phospholane 1-oxide derivatives
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The synthesis of the novel 1-(substituted phenoxy/phenyl)-2-phospholene and phospholane 1-oxide derivatives, which are analogs of sugars having a phosphorus atom in place of the ring oxygen of normal sugars, is described. All of the synthesized derivatives are structurally characterized by multi nuclear NMR, mass, and IR spectral data, elemental and X-ray crystallographic analyses.
- Reddy, Valluru Krishna,Onogawa, Jun-Ichi,Rao, Lakonda Nagaprasada,Oshikawa, Tatsuo,Takahashi, Masaki,Yamashita, Mitsuji
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- Synthesis of novel 1-(substituted phenyl)-2-phospholene 1-oxide derivatives
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Several novel 1-(substituted phenyl)-2-phospholene 1-oxide derivatives, which are analogs of sugars having a phosphorus atom in place of the ring oxygen of normal sugars, were synthesized from the corresponding 2-phospholenes as the starting materials. Structures of all the synthesized compounds were unequivocally confirmed by IR, 1H, 13C, and 31P NMR spectral, elemental, and X-ray crystallographic analyses.
- Reddy, Valluru Krishna,Rao, Lakonda Nagaprasada,Oshikawa, Tatsuo,Takahashi, Masaki,Yamashita, Mitsuji
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p. 1801 - 1806
(2007/10/03)
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