Preparation and characterization of novel 4-bromo-3,4-dimethyl-1-phenyl-2-phospholene 1-oxide and the analogous phosphorus heterocycles or phospha sugars.
4-Bromo-3,4-dimethyl-1-phenyl-2-phospholene 1-oxide (3c) was first synthesized from 3,4-dimethyl-1-phenyl-2-phospholene 1-oxide (2c) by a bromo-radical substitution reaction occurred at C-4 position by N-bromosuccinimide and 2,2'-azobisisobutyronitrile. The novel phospha sugar analogue 3c exerted high anti-proliferative effect on U937 cells evaluated by MTT in vitro methods and was much more efficient than that of Gleevec, which is known as a molecule targeting chemotherapeutical agent. The substitution of 2-phospholenes at C-3 and C-4 position with methyl groups as well as 4-bromo substituent suggests a good anti-proliferative effect.
Yamada
Manabu
M
Graduate School of Science and Technology, Shizuoka University, Naka-ku, Hamamatsu 432-8561, Japan.
Yamashita
Mitsuji
M
Suyama
Takuya
T
Yamashita
Junko
J
Asai
Kazuhide
K
Niimi
Taishi
T
Ozaki
Nobuhisa
N
Fujie
Michio
M
Maddali
Kasthuraiah
K
Nakamura
Satoki
S
Ohnishi
Kazunori
K
D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D001549:Benzamides; D045744:Cell Line, Tumor; D003498:Cyclic P-Oxides / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D006801:Humans; D000068877:Imatinib Mesylate; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D010758:Phosphorus / Q000737:chemistry*; D010879:Piperazines / Q000633:toxicity; D011743:Pyrimidines / Q000633:toxicity
C556101:4-bromo-3,4-dimethyl-1-phenyl-2-phospholene 1-oxide; D000970:Antineoplastic Agents; D001549:Benzamides; D003498:Cyclic P-Oxides; D006571:Heterocyclic Compounds; D009943:Organophosphorus Compounds; D010879:Piperazines; D011743:Pyrimidines; D010758:Phosphorus; D000068877:Imatinib Mesylate