Synthesis and biological evaluation of novel furozan-based nitric oxide-releasing derivatives of oridonin as potential anti-tumor agents

Molecules. 2012 Jun 18;17(6):7556-68. doi: 10.3390/molecules17067556.

Abstract

To search for novel nitric oxide (NO) releasing anti-tumor agents, a series of novel furoxan/oridonin hybrids were designed and synthesized. Firstly, the nitrate/nitrite levels in the cell lysates were tested by a Griess assay and the results showed that these furoxan-based NO-releasing derivatives could produce high levels of NO in vitro. Then the anti-proliferative activity of these hybrids against four human cancer cell lines was also determined, among which, 9 h exhibited the most potential anti-tumor activity with IC₅₀ values of 1.82 µM against K562, 1.81 µM against MGC-803 and 0.86 µM against Bel-7402, respectively. Preliminary structure-activity relationship was concluded based on the experimental data obtained. These results suggested that NO-donor/natural product hybrids may provide a promising approach for the discovery of novel anti-tumor agents.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Diterpenes, Kaurane / chemistry*
  • Diterpenes, Kaurane / pharmacology*
  • Humans
  • Inhibitory Concentration 50
  • K562 Cells
  • Nitric Oxide Donors / chemistry*
  • Oxadiazoles / chemistry*

Substances

  • 1,2,5-oxadiazole 2-oxide
  • Antineoplastic Agents
  • Diterpenes, Kaurane
  • Nitric Oxide Donors
  • Oxadiazoles
  • oridonin