Actinonin
Actinonin is an inhibitor of peptide deformylase, matrix metalloproteinase meprin A, and aminopeptidase N (CD13). Actinonin exhibits anticancer, antibiotic, anti-inflammatory, and nephroprotective activities. In Burkitt’s lymphoma cells, actinonin inhibits mitochondrial protein translation, inducing apoptosis. Actinonin exhibits antibacterial efficacy against many gram negative bacteria, including Mycobacterium. Additionally, in animal models of cecal ligation and puncture, actinonin decreases levels of IL-1β, preserving renal morphology and preventing alterations in renal capillary profusion and sepsis.
References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18835830
Cas No. |
13434-13-4 |
---|---|
Purity |
≥98% |
Formula |
C19H35N3O5 |
Formula Wt. |
385.50 |
Chemical Name |
3-((1-((2-[Hydroxymethyl]-1-pyrrolidinyl)carbonyl)-2-methylpropyl)carbamoyl)octanohydroxamic acid |
IUPAC Name |
(2R)-N-hydroxy-N-[(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-pentylbutanediamide |
Synonym |
Actinonine |
Melting Point |
141.5-142°C |
Solubility |
Soluble in ethanol. |
Appearance |
White to off white powder |
Sheth A, Escobar-Alvarez S, Gardner J, et al. Inhibition of human mitochondrial peptide deformylase causes apoptosis in c-myc-overexpressing hematopoietic cancers. Cell Death Dis. 2014 Mar 27;5:e1152. PMID: 24675470.
Goemaere E, Melet A, Larue V, et al. New peptide deformylase inhibitors and cooperative interaction: a combination to improve antibacterial activity. J Antimicrob Chemother. 2012 Jun;67(6):1392-400. PMID: 22378679.
Wang Z, Herzog C, Kaushal GP, et al. Actinonin, a meprin A inhibitor, protects the renal microcirculation during sepsis. Shock. 2011 Feb;35(2):141-7. PMID: 20577148.
Sharma A, Sharma S, Khuller GK, et al. In vitro and ex vivo activity of peptide deformylase inhibitors against Mycobacterium tuberculosis H37Rv. Int J Antimicrob Agents. 2009 Sep;34(3):226-30. PMID: 19505802.
Sina A, Lord-Dufour S, Annabi B. Cell-based evidence for aminopeptidase N/CD13 inhibitor actinonin targeting of MT1-MMP-mediated proMMP-2 activation. Cancer Lett. 2009 Jul 8;279(2):171-6. PMID: 19264392.