Synthesis and Biological Evaluation of Novel bis-Aziridinylnaphthoquinone Derivatives

Sheng Tung Huang; Hsien Shou Kuo; Chun-Mao Lin; Hsin Da Tsai; Yi Chen Peng; Chien-Tsu Chen; Yuh Ling Lin

Synthesis and Biological Evaluation of Novel bis-Aziridinylnaphthoquinone Derivatives

Sheng Tung Huang, Hsien Shou Kuo, Chun-Mao Lin, Hsin Da Tsai, Yi Chen Peng, Chien-Tsu Chen, Yuh Ling Lin

Department of Biochemistry and Molecular Cell Biology

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

7 Citations (Scopus)

Abstract

A series of bis-aziridinylnaphthoquinone derivatives has been prepared. The cytotoxic activities and DNA alkylation abilities of these synthetic bis-aziridinylnaphthoquinone derivatives were investigated. They displayed significant cytotoxicity against human carcinoma cell lines and weak cytotoxic activities against HL60 and skin fibroblast (SF). The bis-aziridinylnaphthoquinone 1a was the most potent agent among those tested, with an LD₅₀ value of 0.57 μM against the BC-M1 cell line. It exhibited the weakest activity against SF and HL60 with LD₅₀ values of 5.67 and 20.1 μM, respectively, and it was able to alkylate DNA after chemical reduction in vitro. The analogues without aziridinyl moiety 2a and 3a lack DNA alkylation abilities.

Original language	English
Pages (from-to)	199-204
Number of pages	6
Journal	Oncology Research
Volume	13
Issue number	4
Publication status	Published - 2002

Keywords

Bis-Aziridinylnaphthoquinone derivatives
DNA alkylation
Tumor hypoxia

ASJC Scopus subject areas

Oncology
Cancer Research

UN SDGs

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

Cite this

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title = "Synthesis and Biological Evaluation of Novel bis-Aziridinylnaphthoquinone Derivatives",

abstract = "A series of bis-aziridinylnaphthoquinone derivatives has been prepared. The cytotoxic activities and DNA alkylation abilities of these synthetic bis-aziridinylnaphthoquinone derivatives were investigated. They displayed significant cytotoxicity against human carcinoma cell lines and weak cytotoxic activities against HL60 and skin fibroblast (SF). The bis-aziridinylnaphthoquinone 1a was the most potent agent among those tested, with an LD50 value of 0.57 μM against the BC-M1 cell line. It exhibited the weakest activity against SF and HL60 with LD50 values of 5.67 and 20.1 μM, respectively, and it was able to alkylate DNA after chemical reduction in vitro. The analogues without aziridinyl moiety 2a and 3a lack DNA alkylation abilities.",

keywords = "Bis-Aziridinylnaphthoquinone derivatives, DNA alkylation, Tumor hypoxia",

author = "Huang, {Sheng Tung} and Kuo, {Hsien Shou} and Chun-Mao Lin and Tsai, {Hsin Da} and Peng, {Yi Chen} and Chien-Tsu Chen and Lin, {Yuh Ling}",

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journal = "Oncology Research",

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T1 - Synthesis and Biological Evaluation of Novel bis-Aziridinylnaphthoquinone Derivatives

AU - Huang, Sheng Tung

AU - Kuo, Hsien Shou

AU - Lin, Chun-Mao

AU - Tsai, Hsin Da

AU - Peng, Yi Chen

AU - Chen, Chien-Tsu

AU - Lin, Yuh Ling

PY - 2002

Y1 - 2002

N2 - A series of bis-aziridinylnaphthoquinone derivatives has been prepared. The cytotoxic activities and DNA alkylation abilities of these synthetic bis-aziridinylnaphthoquinone derivatives were investigated. They displayed significant cytotoxicity against human carcinoma cell lines and weak cytotoxic activities against HL60 and skin fibroblast (SF). The bis-aziridinylnaphthoquinone 1a was the most potent agent among those tested, with an LD50 value of 0.57 μM against the BC-M1 cell line. It exhibited the weakest activity against SF and HL60 with LD50 values of 5.67 and 20.1 μM, respectively, and it was able to alkylate DNA after chemical reduction in vitro. The analogues without aziridinyl moiety 2a and 3a lack DNA alkylation abilities.

AB - A series of bis-aziridinylnaphthoquinone derivatives has been prepared. The cytotoxic activities and DNA alkylation abilities of these synthetic bis-aziridinylnaphthoquinone derivatives were investigated. They displayed significant cytotoxicity against human carcinoma cell lines and weak cytotoxic activities against HL60 and skin fibroblast (SF). The bis-aziridinylnaphthoquinone 1a was the most potent agent among those tested, with an LD50 value of 0.57 μM against the BC-M1 cell line. It exhibited the weakest activity against SF and HL60 with LD50 values of 5.67 and 20.1 μM, respectively, and it was able to alkylate DNA after chemical reduction in vitro. The analogues without aziridinyl moiety 2a and 3a lack DNA alkylation abilities.

KW - Bis-Aziridinylnaphthoquinone derivatives

KW - DNA alkylation

KW - Tumor hypoxia

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SN - 0965-0407

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Synthesis and Biological Evaluation of Novel bis-Aziridinylnaphthoquinone Derivatives

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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