Menadione (Vitamin K3)

Chemical Name: : 2-methylnaphthalene-1,4-dione
Molecular Weight: M.W. 172.18
Solubility: Soluble oil: soluble. Preparation:
Active Product:
Appearance: crystalline yellow

Storage: -20 °C

Target: Topoisomerase II, DNA Polymerase g

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Comment

Menadione is a vitamin precursor of K₂ which utilizes alkylation to yield menaquinones (MK-n, n=1-13; K₂ vitamers), and hence, is better classified as a provitamin.

Biochem/physiol Actions: Free-radical generator,

Synonym: Vitamin K3

Molecular Formula: C₁₁H₈O₂

- Induction of DNA topoisomerase II-mediated DNA cleavage by beta-lapachone and related naphthoquinones. Frydman B, Marton LJ, Sun JS, Neder K, Witiak DT, Liu AA, Wang HM, Mao Y, Wu HY, Sanders MM, Liu LF. Cancer Res. 1997 Feb 15;57(4):620-7.

- DNA polymerase gamma inhibition by vitamin K3 induces mitochondria-mediated cytotoxicity in human cancer cells. Sasaki R, Suzuki Y, Yonezawa Y, Ota Y, Okamoto Y, Demizu Y, Huang P, Yoshida H, Sugimura K, Mizushina Y. Cancer Sci. 2008 May;99(5):1040-8. Epub 2008 Feb 27.

- Menadione-induced oxidative stress in bovine heart microvascular endothelial cells. Kossenjans W, Rymaszewski Z, Barankiewicz J, Bobst A, Ashraf M. Microcirculation. 1996 Mar;3(1):39-47.