Dimethoxybenzo[i]phenanthridine-12-carboxylic acid derivatives and 6H-dibenzo[c,h][2,6]naphthyridin-5-ones with potent topoisomerase I-targeting activity and cytotoxicity

Alexander L. Ruchelman; Shejin Zhu; Nai Zhou; Angela Liu; Leroy F. Liu; Edmond J. LaVoie

doi:10.1016/j.bmcl.2004.08.070

Dimethoxybenzo[i]phenanthridine-12-carboxylic acid derivatives and 6H-dibenzo[c,h][2,6]naphthyridin-5-ones with potent topoisomerase I-targeting activity and cytotoxicity

Alexander L. Ruchelman
, Shejin Zhu
, Nai Zhou
, Angela Liu
, Leroy F. Liu
, Edmond J. LaVoie

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

17 Citations (Scopus)

Abstract

The exceptional TOP1-targeting activity and antitumor activity of ARC-111, 1, prompted studies on similarly substituted benzo[i]phenanthridine-12- carboxylic ester and amide derivatives. These studies were extended to include 6-substituted 8,9-dimethoxy-2,3-methylenedioxy-dibenzo[c,h][2,6]naphthyridin-5- ones, which represent reversed lactam analogues of 1. Several of these analogues retained the potent TOP1-targeting activity and cytotoxicity observed for ARC-111.

Original language	English
Pages (from-to)	5585-5589
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	14
Issue number	22
DOIs	https://doi.org/10.1016/j.bmcl.2004.08.070
Publication status	Published - Nov 15 2004
Externally published	Yes

UN SDGs

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

SDG 3 Good Health and Well-being

Keywords

Anticancer
Benzo[i]phenanthridines
Cytotoxic agents
Dibenzo[c,h]naphthyridines
Topoisomerase I

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2004.08.070

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Dimethoxybenzo[i]phenanthridine-12-carboxylic acid derivatives and 6H-dibenzo[c,h][2,6]naphthyridin-5-ones with potent topoisomerase I-targeting activity and cytotoxicity. / Ruchelman, Alexander L.; Zhu, Shejin; Zhou, Nai et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 14, No. 22, 15.11.2004, p. 5585-5589.

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

@article{e9db1a9b22a14bd3b8e012761d089fc1,

title = "Dimethoxybenzo[i]phenanthridine-12-carboxylic acid derivatives and 6H-dibenzo[c,h][2,6]naphthyridin-5-ones with potent topoisomerase I-targeting activity and cytotoxicity",

abstract = "The exceptional TOP1-targeting activity and antitumor activity of ARC-111, 1, prompted studies on similarly substituted benzo[i]phenanthridine-12- carboxylic ester and amide derivatives. These studies were extended to include 6-substituted 8,9-dimethoxy-2,3-methylenedioxy-dibenzo[c,h][2,6]naphthyridin-5- ones, which represent reversed lactam analogues of 1. Several of these analogues retained the potent TOP1-targeting activity and cytotoxicity observed for ARC-111.",

keywords = "Anticancer, Benzo[i]phenanthridines, Cytotoxic agents, Dibenzo[c,h]naphthyridines, Topoisomerase I",

author = "Ruchelman, \{Alexander L.\} and Shejin Zhu and Nai Zhou and Angela Liu and Liu, \{Leroy F.\} and LaVoie, \{Edmond J.\}",

note = "Funding Information: This study was supported by Grant CA098127 (E.J.L.) and Grant CA39662 (L.F.L.) and Grant CA077433 (L.F.L.) from the National Cancer Institute.",

year = "2004",

month = nov,

day = "15",

doi = "10.1016/j.bmcl.2004.08.070",

language = "English",

volume = "14",

pages = "5585--5589",

journal = "Bioorganic and Medicinal Chemistry Letters",

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TY - JOUR

T1 - Dimethoxybenzo[i]phenanthridine-12-carboxylic acid derivatives and 6H-dibenzo[c,h][2,6]naphthyridin-5-ones with potent topoisomerase I-targeting activity and cytotoxicity

AU - Ruchelman, Alexander L.

AU - Zhu, Shejin

AU - Zhou, Nai

AU - Liu, Angela

AU - Liu, Leroy F.

AU - LaVoie, Edmond J.

N1 - Funding Information: This study was supported by Grant CA098127 (E.J.L.) and Grant CA39662 (L.F.L.) and Grant CA077433 (L.F.L.) from the National Cancer Institute.

PY - 2004/11/15

Y1 - 2004/11/15

N2 - The exceptional TOP1-targeting activity and antitumor activity of ARC-111, 1, prompted studies on similarly substituted benzo[i]phenanthridine-12- carboxylic ester and amide derivatives. These studies were extended to include 6-substituted 8,9-dimethoxy-2,3-methylenedioxy-dibenzo[c,h][2,6]naphthyridin-5- ones, which represent reversed lactam analogues of 1. Several of these analogues retained the potent TOP1-targeting activity and cytotoxicity observed for ARC-111.

AB - The exceptional TOP1-targeting activity and antitumor activity of ARC-111, 1, prompted studies on similarly substituted benzo[i]phenanthridine-12- carboxylic ester and amide derivatives. These studies were extended to include 6-substituted 8,9-dimethoxy-2,3-methylenedioxy-dibenzo[c,h][2,6]naphthyridin-5- ones, which represent reversed lactam analogues of 1. Several of these analogues retained the potent TOP1-targeting activity and cytotoxicity observed for ARC-111.

KW - Anticancer

KW - Benzo[i]phenanthridines

KW - Cytotoxic agents

KW - Dibenzo[c,h]naphthyridines

KW - Topoisomerase I

UR - https://www.scopus.com/pages/publications/5144223304

UR - https://www.scopus.com/pages/publications/5144223304#tab=citedBy

U2 - 10.1016/j.bmcl.2004.08.070

DO - 10.1016/j.bmcl.2004.08.070

M3 - Article

C2 - 15482929

AN - SCOPUS:5144223304

SN - 0960-894X

VL - 14

SP - 5585

EP - 5589

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 22

ER -

Dimethoxybenzo[i]phenanthridine-12-carboxylic acid derivatives and 6H-dibenzo[c,h][2,6]naphthyridin-5-ones with potent topoisomerase I-targeting activity and cytotoxicity

Abstract

UN SDGs

Keywords

ASJC Scopus subject areas

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