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)

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概要

• 論文の詳細を見る

• 8-Methoxy-2,3,4-trimethyl-1H-pyrrolo[3,2-c]quinoline-6,9-dione (28) and 2-methoxy-6-methyl-7,8,9,10-tetrahydro-11H-indolo[3,2-c]quinoline-1,4-dione (31) can be obtained from 4-hydrazino-6-methoxy-2-methyl-5-quinolinamine (21). The synthetic method consists in creating the pyrrole or indole nucleus by applying Fischer's indole synthesis to the hydrazones (22 and 24) to give the amines (23 and 25, respectively). The catalytic dehydrogenation of 25 leads to the quinolinamine (26). The oxidation of the amines (23, 25 and 26) by Fremy's reagent (potassium nitrosodisulfonate) gives the quinones (28,31 and 35). The nucleophilic substitution of the methoxy group by aziridine leads to 29, 33 and 36, which have moderate cytotoxic activity on L 1210 cells.

• 社団法人日本薬学会の論文
• 1987-09-25

著者

• 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

• PARROT LOPEZ

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

• Parrot Lopez

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

• 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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