Synthesis and Cytotoxic Activity of Benzophenanthrolinone Analogues of Acronycine

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概要

• 論文の詳細を見る

• Condensation of either 2-bromobenzoic acid (4) or 2-chloro-3-nitrobenzoic acid (5) with suitable aminoquinolines 6-8 afforded phenylquinolylamines 9-13. Acid mediated cyclization gave the corresponding 12H-benzo[b][1, 7]phenanthrolin-7-ones 14 and 15, and 12H-benzo[b][1, 10]phenanthrolin-7-ones 16-18. Compounds 14, 16, and 17 were subsequently N-methylated to 6-demethoxyacronycine and acronycine analogues 19-21, whereas reduction of the aromatic nitro group of 18 gave the amino derivative 22. Unsubstituted 12H-benzo[b][1, 10]phenanthrolin-7-ones 16, 17, 20, and 21 were devoid of significant cytotoxic activity, whereas 18 and 22, bearing a nitrogen substituent at position 11, were significantly active. Unsubstituted 12H-benzo[b][1, 7]phenanthrolin-7-ones 14 and 19, which include a pyridine nitrogen in the same 4-position as the pyran oxygen of acronycine exhibited cytotoxic activities within the same range of magnitude as acronycine itself.

• 公益社団法人日本薬学会の論文
• 2001-09-01

著者

• Pfeiffer Bruno

  Institut De Recherches Servier Division Recherche Cancerologie

• SEGUIN Elisabeth

  Laboratoire de Pharmacognosie, UFR de Medecine Pharmacie Rouen

• TILLEQUIN Francois

  Laboratoire de Pharmacognosie de l'Universite Paris Descartes

• PIERRE Alain

  Institut de Recherches Servier, Division Recherche Cancerologie

• ELOMRI Abdelhakim

  Laboratoire de Pharmacognosie de l'Universite de Rouen-Haute Normandie

• Pierre Alain

  Institut De Recherches Servier Division Recherche Cancerologie

• Renard P

  Laboratoire De Pharmacognosie De L'universite Rene Descartes U.m.r.

• Atassi G

  Inst. Res. Servier Suresnes Fra

• BONGUI Jean-Bernard

  Laboratoire de Pharmacognosie de l'Universite de Rouen-Haute Normandie

• PFEIFFER Bruno

  U.M.R.

• RENARD Pierre

  C.N.R.S. n^°8638, Faculte des Sciences Pharmaceutiques et Biologiques

• PIERRE Alain

  U.M.R.

• ATASSI Ghanem

  C.N.R.S. n^°8638, Faculte des Sciences Pharmaceutiques et Biologiques

• Bongui Jean-bernard

  Laboratoire De Pharmacognosie De L'universite De Rouen-haute Normandie Umr 6014 Cnrs Faculte De

• Elomri Abdelhakim

  Laboratoire De Pharmacognosie De L'universite De Rouen-haute Normandie Umr 6014 Cnrs Faculte De

• Seguin Elisabeth

  Lab. De Pharmacognosie Ufr De Medecine Pharmacie Rouen

• Seguin Elisabeth

  Laboratoire De Pharmacognosie Ufr De Medecine Pharmacie Rouen

• 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

• Seguin Elisabeth

  Laboratoire de Pharmacognosie de l'Universite de Rouen-Haute Normandie, UMR 6014 CNRS, Faculte de Pharmacie

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