Aza-analogs of dibenzo[c,h]cinnoline: Triazachrysenes as potent topoisomerase I-targeting anticancer agents

Sudhir K. Singh; Alexander L. Ruchelman; Nai Zhou; Tsai Kun Li; Angela Liu; Leroy F. Liu; Edmond J. LaVoie

Aza-analogs of dibenzo[c,h]cinnoline: Triazachrysenes as potent topoisomerase I-targeting anticancer agents

Sudhir K. Singh, Alexander L. Ruchelman, Nai Zhou, Tsai Kun Li, Angela Liu, Leroy F. Liu, Edmond J. LaVoie

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

8 Scopus citations

Abstract

2,3-Dimethoxy-8,9-methylenedioxydibenzo[c,h]cinnoline 1 exhibits greater topoisomerase I (TOP1)-targeting activity and cytotoxicity than its benzo[i]phenanthridine analog. 1,5,6-, 5,6,11-, and 5,6,12-Triazachrysene analogs were prepared to determine the influence of further aza-substitution on TOP1-targeting activity and cytotoxicity. The data reinforce the structure-activity relationships previously observed and indicate that a nitrogen heteroatom can be tolerated at the 11- or 12-position without adversely affecting the TOP1-targeting activity or cytotoxicity of 1.

Original language	English
Pages (from-to)	1-12
Number of pages	12
Journal	Medicinal Chemistry Research
Volume	12
Issue number	1
State	Published - 20 Nov 2003
Externally published	Yes

ASJC Scopus subject areas

General Pharmacology, Toxicology and Pharmaceutics
Organic Chemistry

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title = "Aza-analogs of dibenzo[c,h]cinnoline: Triazachrysenes as potent topoisomerase I-targeting anticancer agents",

abstract = "2,3-Dimethoxy-8,9-methylenedioxydibenzo[c,h]cinnoline 1 exhibits greater topoisomerase I (TOP1)-targeting activity and cytotoxicity than its benzo[i]phenanthridine analog. 1,5,6-, 5,6,11-, and 5,6,12-Triazachrysene analogs were prepared to determine the influence of further aza-substitution on TOP1-targeting activity and cytotoxicity. The data reinforce the structure-activity relationships previously observed and indicate that a nitrogen heteroatom can be tolerated at the 11- or 12-position without adversely affecting the TOP1-targeting activity or cytotoxicity of 1.",

author = "Singh, {Sudhir K.} and Ruchelman, {Alexander L.} and Nai Zhou and Li, {Tsai Kun} and Angela Liu and Liu, {Leroy F.} and LaVoie, {Edmond J.}",

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T1 - Aza-analogs of dibenzo[c,h]cinnoline

T2 - Triazachrysenes as potent topoisomerase I-targeting anticancer agents

AU - Singh, Sudhir K.

AU - Ruchelman, Alexander L.

AU - Zhou, Nai

AU - Li, Tsai Kun

AU - Liu, Angela

AU - Liu, Leroy F.

AU - LaVoie, Edmond J.

PY - 2003/11/20

Y1 - 2003/11/20

N2 - 2,3-Dimethoxy-8,9-methylenedioxydibenzo[c,h]cinnoline 1 exhibits greater topoisomerase I (TOP1)-targeting activity and cytotoxicity than its benzo[i]phenanthridine analog. 1,5,6-, 5,6,11-, and 5,6,12-Triazachrysene analogs were prepared to determine the influence of further aza-substitution on TOP1-targeting activity and cytotoxicity. The data reinforce the structure-activity relationships previously observed and indicate that a nitrogen heteroatom can be tolerated at the 11- or 12-position without adversely affecting the TOP1-targeting activity or cytotoxicity of 1.

AB - 2,3-Dimethoxy-8,9-methylenedioxydibenzo[c,h]cinnoline 1 exhibits greater topoisomerase I (TOP1)-targeting activity and cytotoxicity than its benzo[i]phenanthridine analog. 1,5,6-, 5,6,11-, and 5,6,12-Triazachrysene analogs were prepared to determine the influence of further aza-substitution on TOP1-targeting activity and cytotoxicity. The data reinforce the structure-activity relationships previously observed and indicate that a nitrogen heteroatom can be tolerated at the 11- or 12-position without adversely affecting the TOP1-targeting activity or cytotoxicity of 1.

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M3 - Article

AN - SCOPUS:0242523648

SN - 1054-2523

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JF - Medicinal Chemistry Research

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ER -

Aza-analogs of dibenzo[c,h]cinnoline: Triazachrysenes as potent topoisomerase I-targeting anticancer agents

Abstract

ASJC Scopus subject areas

UN SDGs

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