Synthesis and cytotoxicity evaluation of substituted pyridazino[4,5-b]phenazine-5,12-diones and tri/tetra-azabenzofluorene-5,6-diones

Hyun Jung Lee, Jin Sung Kim, Myung Eun Suh, Hyen Joo Park, Sang Kook Lee, Hee Kyung Rhee, Hwa Jung Kim, Eun Kyung Seo, Choonmi Kim, Chong Ock Lee, Hea Young Park Choo

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26 Scopus citations

Abstract

The substituted pyridazino[4,5-b]phenazine-5,12-diones and tri/tetra-azabenzo[a]fluorene-5,6-diones were synthesized from 6,7-dichlorophthalazine-5,8-dione and 6,7-dichloroquinoline-5,8-dione, respectively. The cytotoxic activities of the prepared compounds were evaluated by an SRB (Sulforhodamine B) assay against the following human cancer cell lines: A549 (lung), SK-OV-3 (ovarian), SK-MEL-2 (melanoma), XF 498 (CNS), and HCT 15 (colon). Almost all synthesized pyridazino[4,5-b]phenazine-5,12-diones (7a-j) presented higher cytotoxicity than that of doxorubicin (IC50 = 0.097-0.225 μM) against the cancer cell lines. In particular, the cytotoxicity of compounds 7f (R1 = Et) and 7h (R1, R2 = Me) against all human cancer cell lines examined was about 10 times higher than that of doxorubicin. However, the cytotoxicities of several synthesized azabenzo[a]fluorene-5,6-diones (12a, 12c, 12d, 12e, and 12g) against the cancer cell lines in vitro were comparable to those of doxorubicin.

Original languageEnglish
Pages (from-to)168-174
Number of pages7
JournalEuropean Journal of Medicinal Chemistry
Volume42
Issue number2
DOIs
StatePublished - Feb 2007

Bibliographical note

Funding Information:
This work was supported by a Korea Research Foundation Grant (KRF-2003-E00004).

Keywords

  • Azabenzo[a]fluorene-5,6-diones
  • Cytotoxicity
  • Pyridazino[4,5-b]phenazine-5,12-diones

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