Synthesis and Cytotoxic Activity of Pyranophenanthridine Analogues of Fagaronine and Acronycine
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概要
- 論文の詳細を見る
Condensation of 5-amino, 6-amino, 7-amino and 8-amino-2,2-dimethyl-2H-chromenes with either 6-bromo-veratraldehyde or 6-chloropiperonal afforded the corresponding Schiff bases, which were subsequently reduced to the corresponding benzylchromenylamines 30-33 and 36-39. Lithium diisopropylamide-mediated cyclization of those amines, followed by spontaneous air oxidation, afforded pyranophenanthridines 3-14. The cytotoxicity of compounds 3-14 was evaluated against L1210 and HT29 cell lines. 9,9-Dimethyl-9H-pyrano[3,2-b]phenanthridines appear to be the most promising compounds of the series, since both the dimethoxy derivative 11 and the methylenedioxy derivative 12 exhibit significant cytotoxic activity. Compound 12 was the most active and induced a massive accumulation of cells in G_2+M phases, suggesting that the cytotoxicity is due to a perturbation of the integrity or function of DNA.
- 公益社団法人日本薬学会の論文
- 1998-01-15
著者
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Leonce S
Inst. Recherches Servier Croissy Sur Seine Fra
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TILLEQUIN Francois
Laboratoire de Pharmacognosie de l'Universite Paris Descartes
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Le´once S
Institut De Recherches Servier Division Recherche Cancerologie
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PIERRE Alain
Institut de Recherches Servier, Division Recherche Cancerologie
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RAZAFIMBELO Judith
Laboratoire de Pharmacognosie de l'Universite Rene Descartes, URA au CNRS N°1310, Faculte des Scienc
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BAUDOUIN Genevieve
Laboratoire de Pharmacognosie de l'Universite Rene Descartes, URA au CNRS N°1310, Faculte des Scienc
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RENARD Pierre
France and Institut de Recherche Servier
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LEONCE Stephane
France and Institut de Recherche Servier
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PIERRE Alain
France and Institut de Recherche Servier
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ATASSI Ghanem
France and Institut de Recherche Servier
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Pierre Alain
Institut De Recherches Servier Division Recherche Cancerologie
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Renard P
Laboratoire De Pharmacognosie De L'universite Rene Descartes U.m.r.
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Atassi G
Inst. Res. Servier Suresnes Fra
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Tillequin Francois
Laboratoire De Pharmacognosie De L'universite Paris Descartes
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Tillequin F
Laboratoire De Pharmacognoise De 1'universite Rene Descartes Umr/cnrsn ^○8638 Faculte Des Scien
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Razafimbelo Judith
Laboratoire De Pharmacognosie De L'universite Rene Descartes Ura Au Cnrs N°1310 Faculte Des Sci
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Baudouin Genevieve
Laboratoire De Pharmacognosie De L'universite Rene Descartes Ura Au Cnrs N°1310 Faculte Des Sci
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