Chemistry:Aszonalenin

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Aszonalenin
(+)-Aszonalenin.png
Names
IUPAC name
(2R,10S,12R)-10-(2-methylbut-3-en-2-yl)-1,3,14-triazapentacyclo[10.9.0.02,10.04,9.015,20]henicosa-4,6,8,15,17,19-hexaene-13,21-dione[1]
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
C23H23N3O2
Molar mass 373.456 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Aszonalenin is an alkaloid which is produced by Neosartorya and Aspergillus species.[2][3] Aszonalenin is a neurotoxin.[4]

References

  1. "Aszonalenin" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/42636439#section=Names-and-Identifiers. 
  2. Whittall, John; Sutton, Peter W. (16 April 2012) (in en). Practical Methods for Biocatalysis and Biotransformations 2. John Wiley & Sons. p. 254. ISBN 978-1-119-94341-9. 
  3. Grundon, M. F. (in en). Alkaloids. Royal Society of Chemistry. p. 214. ISBN 978-0-85186-367-2. 
  4. Lubertozzi, David M. (2009). "Developing Aspergillus as a Host for Heterologous Expression" (in en). Biotechnology Advances (University of California, Berkeley) 27 (1): 53–75. doi:10.1016/j.biotechadv.2008.09.001. PMID 18840517. 

Further reading

  • Ruchti, Jonathan; Carreira, Erick M. (2014). "Ir-Catalyzed Reverse Prenylation of 3-Substituted Indoles: Total Synthesis of (+)-Aszonalenin and (–)-Brevicompanine B". J. Am. Chem. Soc. 136 (48): 16756–16759. doi:10.1021/ja509893s. PMID 25365411. 
  • Kimura, Yasuo; Hamasaki, Takashi; Nakajima, Hiromitsu; Isogai, Akira (1982). "Structure of aszonalenin, a new metabolite of Aspergillus zonatus" (in en). Tetrahedron Letters 23 (2): 225–228. doi:10.1016/S0040-4039(00)86791-X. ISSN 0040-4039.