Jump to main content
Jump to site search

Issue 19, 2012
Previous Article Next Article

Glycosylated diazeniumdiolate-based oleanolic acid derivatives: synthesis, in vitro and in vivo biological evaluation as anti-human hepatocellular carcinoma agents

Author affiliations

Abstract

A series of O2-glycosylated diazeniumdiolate-based derivatives of oleanolic acid (4–19) were synthesized and their anti-human hepatocellular carcinoma (HCC) activities were evaluated. Compound 6 selectively inhibited HCC, but not non-tumor liver cell proliferation. This inhibition was attributed to high levels of nitric oxide (NO) released in HCC cells. Importantly, 6 exhibited low acute toxicity (LD50 = 173.3 mg kg−1) and potent inhibition of HCC tumor growth in mice (3 mg kg−1 iv). Furthermore, 6 induced HCC cell apoptosis, which was accompanied by lower mitochondrial membrane potentials and Bcl2 expression, but with higher cytochrome C release, Bax, caspase 3 and 9 expression activities in HCC cells. Collectively, 6 may be a promising candidate drug for the intervention of HCC.

Graphical abstract: Glycosylated diazeniumdiolate-based oleanolic acid derivatives: synthesis, in vitro and in vivo biological evaluation as anti-human hepatocellular carcinoma agents

Back to tab navigation

Supplementary files

Publication details

The article was received on 03 Feb 2012, accepted on 09 Mar 2012 and first published on 09 Mar 2012


Article type: Paper
DOI: 10.1039/C2OB25252J
Citation: Org. Biomol. Chem., 2012,10, 3882-3891
  •   Request permissions

    Glycosylated diazeniumdiolate-based oleanolic acid derivatives: synthesis, in vitro and in vivo biological evaluation as anti-human hepatocellular carcinoma agents

    Z. Huang, J. Fu, L. Liu, Y. Sun, Y. Lai, H. Ji, E. E. Knaus, J. Tian and Y. Zhang, Org. Biomol. Chem., 2012, 10, 3882
    DOI: 10.1039/C2OB25252J

Search articles by author

Spotlight

Advertisements