Chemistry:Aureoverticillactam

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Aureoverticillactam
Aureoverticillactam.png
Names
IUPAC name
(3E,5E,7E,13Z,15E,17E,19E)-22-[(E)-Hex-2-enyl]-9,10,12-trihydroxy-17-methyl-1-azacyclodocosa-3,5,7,13,15,17,19-heptaen-2-one[1]
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
Properties
C28H39NO4
Molar mass 453.623 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

Aureoverticillactam is an antifungal macrocyclic lactam with the molecular formula C28H39NO4 which is produced by the marine bacterium Streptomyces aureoverticillatus.[3][1][4][5][6] Aureoverticillactam has also cytotoxic activity.[7][8]

References

  1. 1.0 1.1 "Aureoverticillactam" (in en). Pubchem.ncbi.NLM.nih.gov. https://pubchem.ncbi.nlm.nih.gov/compound/Aureoverticillactam#section=3D-Conformer. 
  2. (in en) Natural Products Atlas | Compounds. https://www.npatlas.org/explore/compounds/NPA011274. 
  3. Blunt, John W.; Munro, Murray H. G. (19 September 2007) (in en). Dictionary of Marine Natural Products with CD-ROM. CRC Press. p. 157. ISBN 978-0-8493-8217-8. 
  4. Mitchell, Scott S.; Nicholson, Benjamin; Teisan, Sy; Lam, Kin S.; Potts, Barbara C. M. (1 August 2004). "Aureoverticillactam, a Novel 22-Atom Macrocyclic Lactam from the Marine Actinomycete Streptomyces aureoverticillatus". Journal of Natural Products 67 (8): 1400–1402. doi:10.1021/np049970g. PMID 15332863. 
  5. Communications, EBCONT. "Aureoverticillactam". Roempp.thieme.de. 
  6. Wang, Lan-Ying; Zhang, Yun-Fei; Yang, De-You; Zhang, Shu-Jing; Han, Dan-Dan; Luo, Yan-Ping (2021). "Aureoverticillactam, a Potent Antifungal Macrocyclic Lactam from Streptomyces aureoverticillatus HN6, Generates Calcium Dyshomeostasis-Induced Cell Apoptosis via the Phospholipase C Pathway in Fusarium oxysporum f. sp. cubense Race 4" (in English). Phytopathology 111 (11): 2010–2022. doi:10.1094/PHYTO-12-20-0543-R. ISSN 0031-949X. PMID 33900117. 
  7. Kim, Se-Kwon (14 March 2012) (in en). Marine Medicinal Foods: Implications and Applications: Animals and Microbes. Academic Press. p. 398. ISBN 978-0-12-416003-3. 
  8. (in en) Studies in Natural Products Chemistry. Elsevier. 24 July 2008. p. 240. ISBN 978-0-08-056984-0. 

Further reading

  • Kim, Se-Kwon (27 November 2014) (in en). Handbook of Anticancer Drugs from Marine Origin. Springer. p. 245. ISBN 978-3-319-07145-9. 
  • Patra, Jayanta Kumar; Shukla, Amritesh C.; Das, Gitishree (30 March 2020) (in en). Advances in Pharmaceutical Biotechnology: Recent Progress and Future Applications. Springer Nature. p. 343. ISBN 978-981-15-2195-9.