Deoxynyboquinone 

Deoxynyboquinone, an excellent NQO1 substrate, is a potent antineoplastic agent. Deoxynyboquinone induces apoptosis in cancer cell lines. Deoxynyboquinone kills cancer cells through oxidative stress and reactive oxygen species (ROS) formation^[1][2][3].

Apoptosis^[2][3]; ROS^[4]

Deoxynyboquinone (DNQ; 72h) potently induces the death of cancer cells (SK-MEL-5, MCF-7, HL-60, HL-60/ADR) in culture, with IC₅₀ values between 16 and 210 nM^[2].
Deoxynyboquinone is still able to induce cancer cell death under hypoxic conditions (HeLa cell; IC₅₀: 5.1 μM)^[2].
Deoxynyboquinone (group B1; 0.5 μM; 3, 6, 24 hours) potently induces apoptosis in cancer cell lines (MCF-7, HL-60) through cytochrome c release^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Deoxynyboquinone (2.5, 5, and 10 mg/kg; every other day for 5 injections; i.v. for day 2-18) shows antitumor efficacy confirmed by overall survival (at 5 mg/kg), at a 6-fold lower dose than β-lapachone (30 mg/kg)^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

284.27

C₁₅H₁₂N₂O₄

96748-86-6

Solid

Orange to red

O=C1N(C)C2=C(C(C(C(C)=CC(N3)=O)=C3C2=O)=O)C(C)=C1

Room temperature in continental US; may vary elsewhere.

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

• [1]. Elizabeth I Parkinson, et al. Deoxynyboquinones as NQO1-Activated Cancer Therapeutics. Acc Chem Res. 2015 Oct 20;48(10):2715-23.  [Content Brief]

  [2]. Joseph S Bair, et al. Chemistry and biology of deoxynyboquinone, a potent inducer of cancer cell death. J Am Chem Soc. 2010 Apr 21;132(15):5469-78.  [Content Brief]

  [3]. Tudor G, et,al. Cytotoxicity and apoptosis of benzoquinones: redox cycling, cytochrome c release, and BAD protein expression. Biochem Pharmacol. 2003;65(7):1061-1075.  [Content Brief]

  [4]. Huang X, et al. An NQO1 substrate with potent antitumor activity that selectively kills by PARP1-induced programmed necrosis. Cancer Res. 2012 Jun 15;72(12):3038-47.  [Content Brief]