8,9-Methylenedioxybenzo[i]phenanthridines: Topoisomerase I-targeting activity and cytotoxicity

Dajie Li, Baoping Zhao, Sai Peng Sim, Tsai Kun Li, Angela Liu, Leroy-Fong Liu, Edmond J. LaVoie

Research output: Contribution to journalArticle

32 Citations (Scopus)

Abstract

Substituted benzo[i]phenanthridines that have incorporated within their structure an 8,9-methylenedioxy group can exhibit topoisomerase I-targeting activity. Structure-activity studies were performed to examine the influence of saturation at the 11,12-positions of several substituted 8,9-methylenedioxybenzo[i]phenanthridines. The activities of these dihydro analogues were compared to those of their unsaturated analogues. In addition, the influence of varying substituents at the 2- and 3-positions within the A-ring of these 8,9-methylenedioxybenzo[i]phenanthridines on their relative potency as topoisomerase I-targeting agents and cell proliferation as determined using the MTT assay was investigated. 2,3-Dimethoxy-8,9-methylenedioxybenzo[i]phenanthridine and its 11,12-dihydro derivative were among the more potent analogues evaluated with regard to topoisomerase I-targeting activity and cytotoxicity.

Original languageEnglish
Pages (from-to)3795-3805
Number of pages11
JournalBioorganic and Medicinal Chemistry
Volume11
Issue number17
DOIs
Publication statusPublished - Aug 15 2003
Externally publishedYes

Fingerprint

Phenanthridines
Type I DNA Topoisomerase
Cytotoxicity
Cell proliferation
Assays
Cell Proliferation
Derivatives

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

8,9-Methylenedioxybenzo[i]phenanthridines : Topoisomerase I-targeting activity and cytotoxicity. / Li, Dajie; Zhao, Baoping; Sim, Sai Peng; Li, Tsai Kun; Liu, Angela; Liu, Leroy-Fong; LaVoie, Edmond J.

In: Bioorganic and Medicinal Chemistry, Vol. 11, No. 17, 15.08.2003, p. 3795-3805.

Research output: Contribution to journalArticle

Li, Dajie ; Zhao, Baoping ; Sim, Sai Peng ; Li, Tsai Kun ; Liu, Angela ; Liu, Leroy-Fong ; LaVoie, Edmond J. / 8,9-Methylenedioxybenzo[i]phenanthridines : Topoisomerase I-targeting activity and cytotoxicity. In: Bioorganic and Medicinal Chemistry. 2003 ; Vol. 11, No. 17. pp. 3795-3805.
@article{282d8bbb572b44db8d6ac34058cefcab,
title = "8,9-Methylenedioxybenzo[i]phenanthridines: Topoisomerase I-targeting activity and cytotoxicity",
abstract = "Substituted benzo[i]phenanthridines that have incorporated within their structure an 8,9-methylenedioxy group can exhibit topoisomerase I-targeting activity. Structure-activity studies were performed to examine the influence of saturation at the 11,12-positions of several substituted 8,9-methylenedioxybenzo[i]phenanthridines. The activities of these dihydro analogues were compared to those of their unsaturated analogues. In addition, the influence of varying substituents at the 2- and 3-positions within the A-ring of these 8,9-methylenedioxybenzo[i]phenanthridines on their relative potency as topoisomerase I-targeting agents and cell proliferation as determined using the MTT assay was investigated. 2,3-Dimethoxy-8,9-methylenedioxybenzo[i]phenanthridine and its 11,12-dihydro derivative were among the more potent analogues evaluated with regard to topoisomerase I-targeting activity and cytotoxicity.",
author = "Dajie Li and Baoping Zhao and Sim, {Sai Peng} and Li, {Tsai Kun} and Angela Liu and Leroy-Fong Liu and LaVoie, {Edmond J.}",
year = "2003",
month = "8",
day = "15",
doi = "10.1016/S0968-0896(03)00394-8",
language = "English",
volume = "11",
pages = "3795--3805",
journal = "Bioorganic and Medicinal Chemistry",
issn = "0968-0896",
publisher = "Elsevier Limited",
number = "17",

}

TY - JOUR

T1 - 8,9-Methylenedioxybenzo[i]phenanthridines

T2 - Topoisomerase I-targeting activity and cytotoxicity

AU - Li, Dajie

AU - Zhao, Baoping

AU - Sim, Sai Peng

AU - Li, Tsai Kun

AU - Liu, Angela

AU - Liu, Leroy-Fong

AU - LaVoie, Edmond J.

PY - 2003/8/15

Y1 - 2003/8/15

N2 - Substituted benzo[i]phenanthridines that have incorporated within their structure an 8,9-methylenedioxy group can exhibit topoisomerase I-targeting activity. Structure-activity studies were performed to examine the influence of saturation at the 11,12-positions of several substituted 8,9-methylenedioxybenzo[i]phenanthridines. The activities of these dihydro analogues were compared to those of their unsaturated analogues. In addition, the influence of varying substituents at the 2- and 3-positions within the A-ring of these 8,9-methylenedioxybenzo[i]phenanthridines on their relative potency as topoisomerase I-targeting agents and cell proliferation as determined using the MTT assay was investigated. 2,3-Dimethoxy-8,9-methylenedioxybenzo[i]phenanthridine and its 11,12-dihydro derivative were among the more potent analogues evaluated with regard to topoisomerase I-targeting activity and cytotoxicity.

AB - Substituted benzo[i]phenanthridines that have incorporated within their structure an 8,9-methylenedioxy group can exhibit topoisomerase I-targeting activity. Structure-activity studies were performed to examine the influence of saturation at the 11,12-positions of several substituted 8,9-methylenedioxybenzo[i]phenanthridines. The activities of these dihydro analogues were compared to those of their unsaturated analogues. In addition, the influence of varying substituents at the 2- and 3-positions within the A-ring of these 8,9-methylenedioxybenzo[i]phenanthridines on their relative potency as topoisomerase I-targeting agents and cell proliferation as determined using the MTT assay was investigated. 2,3-Dimethoxy-8,9-methylenedioxybenzo[i]phenanthridine and its 11,12-dihydro derivative were among the more potent analogues evaluated with regard to topoisomerase I-targeting activity and cytotoxicity.

UR - http://www.scopus.com/inward/record.url?scp=0041620599&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0041620599&partnerID=8YFLogxK

U2 - 10.1016/S0968-0896(03)00394-8

DO - 10.1016/S0968-0896(03)00394-8

M3 - Article

C2 - 12901925

AN - SCOPUS:0041620599

VL - 11

SP - 3795

EP - 3805

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

SN - 0968-0896

IS - 17

ER -