Synthesis and Antitumor Activity of Fused Quinoline Derivatives

Masatoshi Yamato; Yasuo Takeuchi; Ming rong Chang; Kuniko Hashigaki; Takashi Tsuruo; Tazuko Tashiro; Shigeru Tsukagoshi

doi:10.1248/cpb.38.3048

Synthesis and Antitumor Activity of Fused Quinoline Derivatives

Masatoshi Yamato, Yasuo Takeuchi, Ming rong Chang, Kuniko Hashigaki, Takashi Tsuruo, Tazuko Tashiro, Shigeru Tsukagoshi

Research output: Contribution to journal › Article › peer-review

28 Citations (Scopus)

Abstract

Some tetracyclic quinolines (9 and 14) with a [2-methoxy-4-[(methylsulfonyl)amino]phenyl]amino side chain were prepared and their deoxyribonucleic acid (DNA) intercalative properties, KB cytotoxicity, antitumor activity (P388 leukemia), and ability to induce topoisomerase II dependent DNA cleavage were investigated. The indoloquinoline derivative 9 exhibited the most potent activity (dose = 6.3 mg, T/C% = 300) in this series. The steric structural features of the chromophores of the compounds previously and newly synthesized were studied by a computer-associated molecular graphics technique. Relationships between the steric structural features of the chromophores and biological activities are also discussed.

Original language	English
Pages (from-to)	3048-3052
Number of pages	5
Journal	Chemical and Pharmaceutical Bulletin
Volume	38
Issue number	11
DOIs	https://doi.org/10.1248/cpb.38.3048
Publication status	Published - 1990

Keywords

antitumor activity
indoloquinoline
intercalation
molecular graphics
synthesis
topoisomerase II

ASJC Scopus subject areas

Chemistry(all)
Drug Discovery

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10.1248/cpb.38.3048

Cite this

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abstract = "Some tetracyclic quinolines (9 and 14) with a [2-methoxy-4-[(methylsulfonyl)amino]phenyl]amino side chain were prepared and their deoxyribonucleic acid (DNA) intercalative properties, KB cytotoxicity, antitumor activity (P388 leukemia), and ability to induce topoisomerase II dependent DNA cleavage were investigated. The indoloquinoline derivative 9 exhibited the most potent activity (dose = 6.3 mg, T/C% = 300) in this series. The steric structural features of the chromophores of the compounds previously and newly synthesized were studied by a computer-associated molecular graphics technique. Relationships between the steric structural features of the chromophores and biological activities are also discussed.",

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AU - Yamato, Masatoshi

AU - Takeuchi, Yasuo

AU - Chang, Ming rong

AU - Hashigaki, Kuniko

AU - Tsuruo, Takashi

AU - Tashiro, Tazuko

AU - Tsukagoshi, Shigeru

PY - 1990

Y1 - 1990

N2 - Some tetracyclic quinolines (9 and 14) with a [2-methoxy-4-[(methylsulfonyl)amino]phenyl]amino side chain were prepared and their deoxyribonucleic acid (DNA) intercalative properties, KB cytotoxicity, antitumor activity (P388 leukemia), and ability to induce topoisomerase II dependent DNA cleavage were investigated. The indoloquinoline derivative 9 exhibited the most potent activity (dose = 6.3 mg, T/C% = 300) in this series. The steric structural features of the chromophores of the compounds previously and newly synthesized were studied by a computer-associated molecular graphics technique. Relationships between the steric structural features of the chromophores and biological activities are also discussed.

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KW - synthesis

KW - topoisomerase II

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Synthesis and Antitumor Activity of Fused Quinoline Derivatives

Abstract

Keywords

ASJC Scopus subject areas

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