Synthesis, cytotoxicity and topoisomerase II inhibitory activity of benzonaphthofurandiones

Hee Kyung Rhee; Youngjoo Kwon; Hwa Jin Chung; Sang Kook Lee; Hea Young Park Choo

doi:10.5012/bkcs.2011.32.7.2391

Synthesis, cytotoxicity and topoisomerase II inhibitory activity of benzonaphthofurandiones

Hee Kyung Rhee, Youngjoo Kwon, Hwa Jin Chung, Sang Kook Lee, Hea Young Park Choo

Department of Pharmaceutical Sciences

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

10 Scopus citations

Abstract

Benzonaphthofurandiones containing four coplanar fused aromatic rings were synthesized and evaluated for their cytotoxicity against five human cancer cell lines, and their inhibitory activity on topoisomerases. These benzonaphthofurandiones were prepared by condensation of 2,3- dichloronaphthoquinone and three aromatic diols with base catalysts in alcohol. The synthesized compounds were o-alkylated with six dialkylaminoalkyl halides. The hydroxy derivatives (8a-8g) exhibited relatively potent cytotoxicity among the prepared compounds. These compounds were evaluated as excellent inhibitors against topoisomerase II (topo II). Especially, the hydroxy analogue with branched methyl side chain (8e) showed high cytotoxicity against cancer cell lines and good inhibitory activity on topo II.

Original language	English
Pages (from-to)	2391-2396
Number of pages	6
Journal	Bulletin of the Korean Chemical Society
Volume	32
Issue number	7
DOIs	https://doi.org/10.5012/bkcs.2011.32.7.2391
State	Published - 20 Jul 2011

Keywords

Benzonaphthofurandiones
Cytotoxicity
Topoisomerase II

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.5012/bkcs.2011.32.7.2391

Cite this

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title = "Synthesis, cytotoxicity and topoisomerase II inhibitory activity of benzonaphthofurandiones",

abstract = "Benzonaphthofurandiones containing four coplanar fused aromatic rings were synthesized and evaluated for their cytotoxicity against five human cancer cell lines, and their inhibitory activity on topoisomerases. These benzonaphthofurandiones were prepared by condensation of 2,3- dichloronaphthoquinone and three aromatic diols with base catalysts in alcohol. The synthesized compounds were o-alkylated with six dialkylaminoalkyl halides. The hydroxy derivatives (8a-8g) exhibited relatively potent cytotoxicity among the prepared compounds. These compounds were evaluated as excellent inhibitors against topoisomerase II (topo II). Especially, the hydroxy analogue with branched methyl side chain (8e) showed high cytotoxicity against cancer cell lines and good inhibitory activity on topo II.",

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author = "Rhee, {Hee Kyung} and Youngjoo Kwon and Chung, {Hwa Jin} and Lee, {Sang Kook} and Choo, {Hea Young Park}",

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T1 - Synthesis, cytotoxicity and topoisomerase II inhibitory activity of benzonaphthofurandiones

AU - Rhee, Hee Kyung

AU - Kwon, Youngjoo

AU - Chung, Hwa Jin

AU - Lee, Sang Kook

AU - Choo, Hea Young Park

PY - 2011/7/20

Y1 - 2011/7/20

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AB - Benzonaphthofurandiones containing four coplanar fused aromatic rings were synthesized and evaluated for their cytotoxicity against five human cancer cell lines, and their inhibitory activity on topoisomerases. These benzonaphthofurandiones were prepared by condensation of 2,3- dichloronaphthoquinone and three aromatic diols with base catalysts in alcohol. The synthesized compounds were o-alkylated with six dialkylaminoalkyl halides. The hydroxy derivatives (8a-8g) exhibited relatively potent cytotoxicity among the prepared compounds. These compounds were evaluated as excellent inhibitors against topoisomerase II (topo II). Especially, the hydroxy analogue with branched methyl side chain (8e) showed high cytotoxicity against cancer cell lines and good inhibitory activity on topo II.

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KW - Topoisomerase II

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Synthesis, cytotoxicity and topoisomerase II inhibitory activity of benzonaphthofurandiones

Abstract

Keywords

UN SDGs

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