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Altertoxin I is a mycotoxin produced by the fungi Alternaria alternata that is found as a contaminant in food an feed, particularly after a long period of storage. Altertoxin I is a metabolite that has been found to reduce the supercoiling activity of DNA gyrase. In addition, Altertoxin I has been evaluated for the ability to inhibit HIV-1 viral replication in A3.01 infected cells and was found to produce nearly complete inhibition.
| Cas No. | 56258-32-3 |
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| Purity | ≥97% |
| Formula | C20H16O6 |
| Formula Wt. | 352.34 |
| Chemical Name | (12S,12aS,12bR)-4,9,12,12b-tetrahydroxy-2,11,12,12a-tetrahydro-1H-perylene-3,10-dione |
| IUPAC Name | (1S,12aR,12bS)-1,4,9,12a-Tetrahydroxy-1,2,11,12,12a,12b-hexahydro-3,10-perylenedione |
| Synonym | (12S,12As,12Br)-4,9,12,12B-Tetrahydroxy-2,11,12,12A-Tetrahydro-1H-Perylene-3,10-Quinone, Altertoxin-I |
| Solubility | Clear slight pink solution at 10mg/ml of Dichloromethane |
| Appearance | White to Off-White powder |
| Store Temp | -20°C |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Jarolim K, Del Favero G, Ellmer D, et al. Dual effectiveness of Alternaria but not Fusarium mycotoxins against human topoisomerase II and bacterial gyrase. Arch Toxicol. 2017 Apr;91(4):2007-2016. PMID: 27682608.
Jarolim K, Del Favero G, Pahlke G, et al. Activation of the Nrf2-ARE pathway by the Alternaria alternata mycotoxins altertoxin I and II. Arch Toxicol. 2017 Jan;91(1):203-216. PMID: 27178040.
Bashyal BP, Wellensiek BP, Ramakrishnan R, et al. Altertoxins with potent anti-HIV activity from Alternaria tenuissima QUE1Se, a fungal endophyte of Quercus emoryi. Bioorg Med Chem. 2014 Nov 1;22(21):6112-6116. PMID: 25260957.
Pruss S, Fetzner R, Seither K, et al. Role of the Alternaria alternata blue-light receptor LreA (white-collar 1) in spore formation and secondary metabolism. Appl Environ Microbiol. 2014 Apr;80(8):2582-2591. PMID: 24532063.
Stack ME, Prival MJ. Mutagenicity of the Alternaria metabolites altertoxins I, II, and III. Appl Environ Microbiol. 1986 Oct;52(4):718-722. PMID: 3535674.
