Oxoisoaporphine alkaloid derivatives: Synthesis, DNA binding affinity and cytotoxicity

Huang Tang, Xiao Dong Wang, Yong Biao Wei, Shi Liang Huang, Zhi Shu Huang, Jia Heng Tan, Lin Kun An, Jianyong Wu, Albert Sun-Chi Chan, Lian Quan Gu

Research output: Journal article publicationJournal articleAcademic researchpeer-review

37 Citations (Scopus)


A series of novel oxoisoaporphine alkaloid derivatives, 9-aminoalkanamido-1-azabenzanthrone (general formula Ar-NHCO(CH2)nNR2, Ar = 1-azabenzanthrone, n = 1, 2 or 3), had been synthesized. Compared with 1-azabenzanthrone, the derivatives had significantly higher DNA binding affinity with calf thymus DNA, and higher potent cytotoxicity against different tumor cell lines. The cytotoxicity and the structure-activity relationship of the prepared compounds were studied. The derivatives with two methylene groups (n = 2), and piperidine or ethanolamine functional group in the side chain exhibited highest DNA binding affinity and cytotoxicity.
Original languageEnglish
Pages (from-to)973-980
Number of pages8
JournalEuropean Journal of Medicinal Chemistry
Issue number5
Publication statusPublished - 1 May 2008


  • Cytotoxicity
  • DNA binding
  • Oxoisoaporphine alkaloid derivatives
  • Synthesis

ASJC Scopus subject areas

  • Molecular Medicine
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science


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