Design of antineoplastic agents on the basis of the "2-phenylnaphthalene-type" structural pattern. 2. synthesis and biological activity studies of benzo[b]naphtho[2,3-d]furan-6,11-dione derivatives

C. C. Cheng, Qing Dong, Dun Fu Liu, Yi Lin Luo, Leroy F. Liu, Allan Y. Chen, Chiang Yu, Niramol Savaraj, Ting Chao Chou

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Abstract

Based on the "2-phenylnaphthalene-type" structural pattern hypothesis developed in our laboratory, a number of benzo[b]naphtho[2,3-d]furan-6,11-diones were designed, synthesized, and evaluated in vitro for their inhibitory action against the growth of human promyelocytic leukemia cells (HL-60), small-cell lung cancer (SCLC), SCLC cells resistant to cisplatin (SCLC/CDDP), National Cancer Institute's disease-oriented primary antitumor 60 cell-line panel, and drug-stimulated topoisomerase II-mediated DNA cleavages. Many compounds designed were found to possess potent activity in one or more of the biological tests. In general, activity found in one of the cell lines tested is often echoed in other cell lines and many also expressed substantial inhibitory activity against topoisomerase II-mediated cleavage activities. One of these compounds, 3-[2-(dimethylamino)ethoxy]-1-hydroxybenzo[b]naphtho[2,3-d]furan-6,11-dione(8j), exhibited strong inhibitory activity throughout the entire series of test panel. Thus, it appears that the proposed structural pattern hypothesis has received substantial support through experimental verification.

Original languageEnglish
Pages (from-to)4108-4112
Number of pages5
JournalJournal of Medicinal Chemistry®
Volume36
Issue number25
StatePublished - Dec 1 1993

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Small Cell Lung Carcinoma
Bioactivity
Antineoplastic Agents
Type II DNA Topoisomerase
Cells
Derivatives
Cell Line
DNA Cleavage
National Cancer Institute (U.S.)
HL-60 Cells
Cisplatin
Leukemia
DNA
Growth
Pharmaceutical Preparations
furan

ASJC Scopus subject areas

  • Organic Chemistry

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Design of antineoplastic agents on the basis of the "2-phenylnaphthalene-type" structural pattern. 2. synthesis and biological activity studies of benzo[b]naphtho[2,3-d]furan-6,11-dione derivatives. / Cheng, C. C.; Dong, Qing; Liu, Dun Fu; Luo, Yi Lin; Liu, Leroy F.; Chen, Allan Y.; Yu, Chiang; Savaraj, Niramol; Chou, Ting Chao.

In: Journal of Medicinal Chemistry®, Vol. 36, No. 25, 01.12.1993, p. 4108-4112.

Research output: Contribution to journalArticle

Cheng, C. C. ; Dong, Qing ; Liu, Dun Fu ; Luo, Yi Lin ; Liu, Leroy F. ; Chen, Allan Y. ; Yu, Chiang ; Savaraj, Niramol ; Chou, Ting Chao. / Design of antineoplastic agents on the basis of the "2-phenylnaphthalene-type" structural pattern. 2. synthesis and biological activity studies of benzo[b]naphtho[2,3-d]furan-6,11-dione derivatives. In: Journal of Medicinal Chemistry®. 1993 ; Vol. 36, No. 25. pp. 4108-4112.
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