Synthesis and Cytotoxic Activity of Dimeric Analogs of Acronycine in the Benzo[b]pyrano[3,2-h]acridin-7-one Series

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概要

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• Coupling of 6-hydroxy-3,3-14-trimethyl-3,14-dihydro-7H-benzo[b]pyrano[3,2-h]acridin-7-one (6) with α,ω-diiodoalkanes of varying length under alkaline conditions gave dimers 7-10. Halogenated ethers 11-14, cyclization products 15-17, and compounds 18-22 were also isolated in small yield from the reaction mixtures. Compounds 7-10 were more potent than acronycine and benzo [b] acronycine in inhibiting L1210 cell proliferation. The length of the alkyl ether linkage between the two benzopyranoacridone units had a dramatic influence on the cytotoxic activity. Compound 9 (n=5) was the most active, with an IC_<50> value against L1210 cells within the same range of magnitude as diacetate 5, currently under clinical development

• 公益社団法人日本薬学会の論文
• 2007-05-01

著者

• Koch Michel

  Laboratoire De Pharmacognosie De I'universite Rene Descartes U.m.r. C.n.r.s. N° 8638 Faculte De

• Michel Sylvie

  Laboratoire De Pharmacognosie De I'universite Rene Descartes U.m.r. C.n.r.s. N° 8638 Faculte De

• Leonce S

  Inst. Recherches Servier Croissy Sur Seine Fra

• Koch M

  Univ. Rene Descartes Paris Fra

• Pfeiffer Bruno

  Institut De Recherches Servier Division Recherche Cancerologie

• TILLEQUIN Francois

  Laboratoire de Pharmacognosie de l'Universite Paris Descartes

• Le´once S

  Institut De Recherches Servier Division Recherche Cancerologie

• GASLONDE Thomas

  Laboratoire de Pharmacognosie de I'Universite Rene Descartes, U.M.R. C.N.R.S. N° 8638, Faculte des S

• MICHHEL Sylvie

  Laboratoire de Pharmacognosie de I'Universite Rene Descartes, U.M.R. C.N.R.S. N° 8638, Faculte des S

• LEONCE Stephane

  Institut de Recherches Servier, Division Recherche Cancerologie

• PIERRE Alain

  Institut de Recherches Servier, Division Recherche Cancerologie

• Gaslonde Thomas

  Laboratoire De Pharmacognosie De I'universite Rene Descartes U.m.r. C.n.r.s. N° 8638 Faculte De

• Leonce Stephane

  Institut De Recherches Servier Division De Cancerologie Experimentale

• Pierre Alain

  Institut De Recherches Servier Division Recherche Cancerologie

• Mitaku S

  Laboratory Of Pharmacognosy Department Of Pharmacy University Of Athens

• Tillequin Francois

  Laboratoire De Pharmacognosie De L'universite Paris Descartes

• Tillequin F

  Laboratoire De Pharmacognoise De 1'universite Rene Descartes Umr/cnrsn ^○8638 Faculte Des Scien

• Mitaku Sofia

  Laboratory Of Pharmacognosy Department Of Pharmacy University Of Athens

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