Heterocyclic Quinones.XIV. : Pharmacomodulation in a Series of 11H-Indolo[3,2-c]quinolinediones : Synthesis and Cytotoxicity of 8-Substituted 11H-Indolo[3,2-c]quinoline-7,10-diones

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概要

• 論文の詳細を見る

• 4-Chloro-8-methoxy-11H-indolo[3,2-c]quinoline could be obtained from 8-chloro-2,3-dihydro-1H-quinolin-4-one and 4-methoxyphenylhydrazine by applying Fischer's indole synthesis. Its nitration led to the 7-nitro derivative which was reduced to 7-amino-4-chloro-8-methoxy-11H-indolo[3,2-c]quinoline when Raney nickel was employed as a catalyst and to 7-amino-8-methoxy-11H-indolo[3,2-c]quinoline when palladium charcoal was used. Oxidation of the amines by potassium nitrosodisulfonate produced the corresponding 11H-indolo[3,2-c]quinoline-7,10-diones. Diplacement of the methoxy group by (N, N-diethylamino)ehylamine or by N-methylpiperazine afforded the 8-aminoquinones. The quinones unsubstituted at the 4-position were more cytotoxic than the previously described 2-methoxy-11H-indolo[3,2-c]-quinoline-1,4-diones.

• 社団法人日本薬学会の論文
• 1989-03-25

著者

• Giorgi-renault Sylviane

  Laboratorie De Recherche Sur Les Heterocycles Azotes Department De Chimie Organique Faculte Des Scie

• Cros Suzanne

  Laboratoire De Pharmacologie Et De Toxicologie Fondamentales Du Cnrs

• RENAULT Jean

  Laboratoire de Recherche sur les Heterocycles azotes, Departement de Chimie Organique, Faculte des S

• HELISSEY Philippe

  Laboratorie de Recherche sur les Heterocycles Azotes, Department de Chimie Organique, Faculte des Sc

• Renault Jean

  Laboratorie De Recherche Sur Les Heterocycles Azotes Department De Chimie Organique Faculte Des Scie

• Helissey Philippe

  Laboratorie De Recherche Sur Les Heterocycles Azotes Department De Chimie Organique Faculte Des Scie

• Helissey Philippe

  Laboratoire De Chimie Therapeutique Ufr Des Sciences Pharmaceutiques Et Biologiques

関連論文

• Heterocyclic Quinones. XVI. : Pharmacomodulation in the Series of 11H-Indolo[3,2-c]quinolinediones : Synthesis, Cytotoxicity and Antitumor Activity of 3-Substituted 11H-Pyrido[3', 4' : 4,5]pyrrolo[3,2-c]quinoline-1,4-diones
• Heterocyclic Quinones.XIV. : Pharmacomodulation in a Series of 11H-Indolo[3,2-c]quinolinediones : Synthesis and Cytotoxicity of 8-Substituted 11H-Indolo[3,2-c]quinoline-7,10-diones
• Heterocyclic Quinones. XIII. : Dimerization in the Series of 5,8-Quinazolinediones : Synthesis and Antitumor Effects of Bis(4-amino-5,8-quinazolinediones)
• A Convenient Synthesis of 1H-Pyrrolo[3,2-c]quinoline-6,9-diones and 11H-Indolo[3,2-c]quinoline-1,4-diones Derivatives(Organic,Chemical)
• Assessing the Potential Leukemogenic Effects of 50Hz Magnetic Fields and their Harmonics Using an Animal Leukemia Model

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