A Novel Photocleaver with Long Wavelength Absorption-Highly Efficient Antitumor Agent:4-(2-Diethylamino-ethylamino)-8-oxo-8H-acenaphtho-[1,2-b]pyrrole-9-carbonitrile

Chemical Research in Chinese Universities ›› 2005, Vol. 21 ›› Issue (4): 480-483.

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A Novel Photocleaver with Long Wavelength Absorption-Highly Efficient Antitumor Agent:4-(2-Diethylamino-ethylamino)-8-oxo-8H-acenaphtho-[1,2-b]pyrrole-9-carbonitrile

ZHANG Zhi-chao¹, LÜ Zhe¹, QIAN Xu-hong¹, LIU Feng-yu^1,2, SHENG Hui³

1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012, P. R. China;
2. Shanghai Key Laboratory of Chemical Biology, Institute of Pesticides & Pharmaceuticals, East China University of Science and Technology, Shanghai 200237, P.R.China;
3. The First Clinical Hospital, Jilin University, Changchun 130021, P. R. China

Received:2004-09-28 Online:2005-07-24 Published:2011-08-06
Supported by:
Supported by the National Key Project for Basic Research(No.2003CB114400) and the National Natural Science Foundation of China(No.30400106).

Abstract

Abstract: The photocleavage abilities of a novel family of compounds, 8-oxo-8 H -acenaphtho[1,2-b] pyrrole-9-carbonitrile and its derivatives(compounds 1-5) were evaluated with M13 mp18 single strand circular DNA. Only compound 1 with a diethylamine group could bind to DNA via electrostatic attraction and intercalation. At a concentration of 50 μmol/L, it could generate singlet oxygen to cleave circular DNA into linear DNA under the irradiation of long wavelength light(λ>400 nm). The antitumor ability of compound 1 was also evaluated in vitro, and its IC₅₀ on HeLa cells was as low as 6.8 μmol/L.

Key words: Photocleaver, 8-Oxo-8H-acenaphtho[1,2-b]pyrrole-9-carbonitrile, Singlet oxygen, Cytotoxicity

ZHANG Zhi-chao, LÜ Zhe, QIAN Xu-hong, LIU Feng-yu, SHENG Hui. A Novel Photocleaver with Long Wavelength Absorption-Highly Efficient Antitumor Agent:4-(2-Diethylamino-ethylamino)-8-oxo-8H-acenaphtho-[1,2-b]pyrrole-9-carbonitrile[J]. Chemical Research in Chinese Universities, 2005, 21(4): 480-483.

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A Novel Photocleaver with Long Wavelength Absorption-Highly Efficient Antitumor Agent:4-(2-Diethylamino-ethylamino)-8-oxo-8H-acenaphtho-[1,2-b]pyrrole-9-carbonitrile

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