YAKHAK HOEJI (약학회지)

The Pharmaceutical Society of Korea (대한약학회)
권호 표지

Synthesis and In Vitro Cytotoxic Activities of 2-Alkyl-2,3-dihydro-1H-2-azacyclopenta[b]anthracene-5,10-diones

2-알킬-2,3-다이하이드로-1H-2-아자사이클로펜타[b]안트라센-5,10-디온계 유도체 합성 및 세포독성

  • Published : 2009.02.28
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Abstract

A series of 2-alkyl-2,3-dihydro-1H-2-azacyclopenta[b]anthracene-5,10-diones ($3a{\sim}h$) were synthesized and evaluated in vitro cytotoxicity against colon cancer cell lines (HCT116 and SW620) and nuroblastoma cell lines (SK-N-SH and SK-N-MC). Among them, compound 3f showed significant cytotoxic activity ($IC_{50}$ against SK-N-SH; $14.8{\mu}M$, $IC_{50}$ against SK-N-MC; $11.3{\mu}M$).

Keywords

References

  1. Wakelin, L. P. G. and Waring, M. J. : DNA Intercalating Agents, In Comprehensive Medicinal Chemistry, Vol 2, 703-724; Hansch, C. Sammes, P. G., Taylor, J. B., Eds.; Pergamon Press: New York (1990)
  2. Alfred, G. G., Joel, G. H. and Lee, E. L. : The Pharmacological Basis of Therapeutics, 10th ed., McGraw-Hill, 1381-1445(2001)
  3. Lee, H., Lee, S.-I., Cho, J., Choi, S.-U. and Yang, S.-I. : Synthesis and in vitro evaluation of 1,8-diazaanthraquinones bearing 3-dialkylaminomethyl or 3-(N-alkyl- or N-aryl)carbamoyloxy methyl substituent. Eur. J. Med. Chem. 38, 695(2003) https://doi.org/10.1016/S0223-5234(03)00118-1
  4. Lee, H., Cho, S., Namgoong, K., Jung, J.-K., Cho, J. and Yang, S.-I. : Synthesis and In vitro evaluation of 7-dialkylaminomethylbenzo-[g]quinoxaline-5,10-diones. Bioorg. Med. Chem. Lett. 14, 1235 (2004) https://doi.org/10.1016/j.bmcl.2003.12.046
  5. Lee, H., Cho, S., Choi, B., Namgoong, K. and Jung, J.-K. :Synthesis of 2,3,8-Trisubstituted-7H-Isoindolo[5,6-g]quinoxaline-5,7,9,11(8H)-tetraones. Heterocycles 64, 819 (2004)
  6. Jung, J.-K., Jung, E.-K., Namgoong, K., Cho, J., Kim, H.-M., Park, S.-G., Yoo, Y.-A., Kwon, J.-H. and Lee, H. : Synthesis and cytotoxic activities of 8-alkyl or 8-aryl-8,9-dihydro-7Hisoindolo[5,6-g]quinoxaline-7,9-diones. Arch. Pharm. Res. 29,276 (2006) https://doi.org/10.1007/BF02968570
  7. Kwak, J.-H., Namgoong, K., Jung, J.-K., Cho, J., Kim, H.-M.,Park, S.-G., Yoo, Y.-A., Kwon, J.-H. and Lee, H. : Synthesis and cytotoxic activities of 2-alkyl-2,3-dihydro-1H-2,6,9-triazacyclopenta[b]anthracene-5,10-diones. Arch. Pharm. Res. 31, 995(2008) https://doi.org/10.1007/s12272-001-1258-6
  8. Allen, C. F. H. and Bell, A. : 2,3-Dimethylanthraquinone, Org. Syn. Coll. Vol. 3, p.310 (1955)
  9. Allen, C. F. H. and Bell, A. : 2,3-Dimethylanthraquinone, Org. Syn. Coll. Vol. 22, p.37 (1942) https://doi.org/10.15227/orgsyn.022.0037
  10. Skehan, P., Storeng, R., Scudiero, D., Monks, A., McMahon, J., Vistica, D., Warren, J. T., Bokesch, H., Kenny, S. and Boyd, M. R. : New colorimetric cytotoxicity assay for anticancer-drug screening. J. Natl. Cancer Inst. 82, 1107-12 (1990) https://doi.org/10.1093/jnci/82.13.1107