N1, N11-Diethylnorspermine

N1, N11-Diethylnorspermine is a synthetic analog of the naturally occurring polyamine spermine, can induce polyamine depletion and inhibit tumor cell growth. N1, N11-Diethylnorspermine activates polyamine catabolism and downregulates mTOR protein. N1, N11-Diethylnorspermine induces the release of cytochrome c from mitochondria, resulting in activation of caspase 3. N1, N11-Diethylnorspermine tetrahydrochloride kills glioblastoma multiforme (GBM) through induction of SSAT (spermidine/spermine N1-acetyltransferase) coupled with H2O2 production[1][2][3][4][5][6].

Product Specifications

CAS Number

[121749-39-1]

Product Name Alternative

Diethylnorspermine; BENSPM; DENSPM; BE-333

UNSPSC

12352211

Target

Caspase; mTOR

Type

Reference compound

Related Pathways

Apoptosis; PI3K/Akt/mTOR

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/n1-n11-diethylnorspermine.html

Solubility

10 mM in DMSO

Smiles

CCNCCCNCCCNCCCNCC

Molecular Formula

C13H32N4

Molecular Weight

244.42

References & Citations

[1]Schipper RG, et al. Antitumor activity of the polyamine analog N (1), N (11) -diethylnorspermine against human prostate carcinoma cells. Prostate. 2000 Sep 1;44 (4) :313-21. |[2]Holst CM, et al. Molecular mechanisms underlying N1, N11-diethylnorspermine-induced apoptosis in a human breast cancer cell line. Anticancer Drugs. 2008 Oct;19 (9) :871-83.|[3]Jiang R, et al. Activation of polyamine catabolism by N1, N11-diethylnorspermine leads to cell death in glioblastoma. Int J Oncol. 2007 Aug;31 (2) :431-40. |[4]Jiang R, et al. Activation of polyamine catabolism by N1, N11-diethylnorspermine alters the cellular localization of mTOR and downregulates mTOR protein level in glioblastoma cells. Cancer Biol Ther. 2007 Oct;6 (10) :1644-8.|[5]Bernacki RJ, et al. Preclinical antitumor efficacy of the polyamine analogue N1, N11-diethylnorspermine administered by multiple injection or continuous infusion. Clin Cancer Res. 1995 Aug;1 (8) :847-57.|[6]Kanter PM, et al. Preclinical toxicologic evaluation of DENSPM (N1, N11-diethylnorspermine) in rats and dogs. Anticancer Drugs. 1994 Aug;5 (4) :448-56.