Convenient synthesis of indeno[1,2-c]isoquinolines as constrained forms of 3-arylisoquinolines and docking study of a topoisomerase I inhibitor into DNA-topoisomerase I complex

Hue Thi My Van; Quynh Manh Le; Kwang Youl Lee; Eung Seok Lee; Youngjoo Kwon; Tae Sung Kim; Thanh Nguyen Le; Suh Hee Lee; Won Jea Cho

doi:10.1016/j.bmcl.2007.08.062

Convenient synthesis of indeno[1,2-c]isoquinolines as constrained forms of 3-arylisoquinolines and docking study of a topoisomerase I inhibitor into DNA-topoisomerase I complex

Hue Thi My Van, Quynh Manh Le, Kwang Youl Lee, Eung Seok Lee, Youngjoo Kwon, Tae Sung Kim, Thanh Nguyen Le, Suh Hee Lee, Won Jea Cho

Department of Pharmaceutical Sciences

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

34 Scopus citations

Abstract

11-Hydroxyindeno[1,2-c]isoquinolines 12a-c were prepared as constrained forms of 3-arylisoquinolines through an intramolecular cyclization reaction. Among the synthesized compounds, the 11-ⁱbutoxy analog 15l displayed potent in vitro cytotoxicity against four different tumor cell lines as well as topoisomerase 1 inhibitory activity. A FlexX docking study was performed to explain the topoisomerase 1 activity of 15l.

Original language	English
Pages (from-to)	5763-5767
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	17
Issue number	21
DOIs	https://doi.org/10.1016/j.bmcl.2007.08.062
State	Published - 1 Nov 2007

Bibliographical note

Funding Information:
This work was supported by Korea Research Foundation Grant (KRF-2004-013-E00031).

Keywords

Antitumor agents
Cytotoxicity
Docking study
Indenoisoquinoline
Synthesis
Topoisomerase 1

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10.1016/j.bmcl.2007.08.062

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Van, H. T. M., Le, Q. M., Lee, K. Y., Lee, E. S., Kwon, Y., Kim, T. S., Le, T. N., Lee, S. H., & Cho, W. J. (2007). Convenient synthesis of indeno[1,2-c]isoquinolines as constrained forms of 3-arylisoquinolines and docking study of a topoisomerase I inhibitor into DNA-topoisomerase I complex. Bioorganic and Medicinal Chemistry Letters, 17(21), 5763-5767. https://doi.org/10.1016/j.bmcl.2007.08.062

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title = "Convenient synthesis of indeno[1,2-c]isoquinolines as constrained forms of 3-arylisoquinolines and docking study of a topoisomerase I inhibitor into DNA-topoisomerase I complex",

abstract = "11-Hydroxyindeno[1,2-c]isoquinolines 12a-c were prepared as constrained forms of 3-arylisoquinolines through an intramolecular cyclization reaction. Among the synthesized compounds, the 11-ibutoxy analog 15l displayed potent in vitro cytotoxicity against four different tumor cell lines as well as topoisomerase 1 inhibitory activity. A FlexX docking study was performed to explain the topoisomerase 1 activity of 15l.",

keywords = "Antitumor agents, Cytotoxicity, Docking study, Indenoisoquinoline, Synthesis, Topoisomerase 1",

author = "Van, {Hue Thi My} and Le, {Quynh Manh} and Lee, {Kwang Youl} and Lee, {Eung Seok} and Youngjoo Kwon and Kim, {Tae Sung} and Le, {Thanh Nguyen} and Lee, {Suh Hee} and Cho, {Won Jea}",

note = "Funding Information: This work was supported by Korea Research Foundation Grant (KRF-2004-013-E00031). ",

year = "2007",

month = nov,

day = "1",

doi = "10.1016/j.bmcl.2007.08.062",

language = "English",

volume = "17",

pages = "5763--5767",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd.",

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Van, HTM, Le, QM, Lee, KY, Lee, ES, Kwon, Y, Kim, TS, Le, TN, Lee, SH & Cho, WJ 2007, 'Convenient synthesis of indeno[1,2-c]isoquinolines as constrained forms of 3-arylisoquinolines and docking study of a topoisomerase I inhibitor into DNA-topoisomerase I complex', Bioorganic and Medicinal Chemistry Letters, vol. 17, no. 21, pp. 5763-5767. https://doi.org/10.1016/j.bmcl.2007.08.062

Convenient synthesis of indeno[1,2-c]isoquinolines as constrained forms of 3-arylisoquinolines and docking study of a topoisomerase I inhibitor into DNA-topoisomerase I complex. / Van, Hue Thi My; Le, Quynh Manh; Lee, Kwang Youl et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 17, No. 21, 01.11.2007, p. 5763-5767.

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

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T1 - Convenient synthesis of indeno[1,2-c]isoquinolines as constrained forms of 3-arylisoquinolines and docking study of a topoisomerase I inhibitor into DNA-topoisomerase I complex

AU - Van, Hue Thi My

AU - Le, Quynh Manh

AU - Lee, Kwang Youl

AU - Lee, Eung Seok

AU - Kwon, Youngjoo

AU - Kim, Tae Sung

AU - Le, Thanh Nguyen

AU - Lee, Suh Hee

AU - Cho, Won Jea

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KW - Cytotoxicity

KW - Docking study

KW - Indenoisoquinoline

KW - Synthesis

KW - Topoisomerase 1

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Convenient synthesis of indeno[1,2-c]isoquinolines as constrained forms of 3-arylisoquinolines and docking study of a topoisomerase I inhibitor into DNA-topoisomerase I complex

Abstract

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Keywords

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