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Legonmycin

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Legonmycin

Legonmycin A (top) and legonmycin B
Names
IUPAC names
A: N-(8-Hydroxy-2-methyl-1-oxo-6,7-dihydro-5H-pyrrolizin-3-yl)-3-methylbutanamide
B: N-(8-Hydroxy-2-methyl-1-oxo-6,7-dihydro-5H-pyrrolizin-3-yl)-4-methylpentanamide
Identifiers
3D model (JSmol)
  • A: CC1=C(N2CCCC2(C1=O)O)NC(=O)CC(C)C
  • B: CC1=C(N2CCCC2(C1=O)O)NC(=O)CCC(C)C
Properties
A: C13H20N2O3
B: C14H22N2O3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Legonmycins are a group of chemical compounds that belong to the pyrrolizidine family of naturally occurring alkaloids. Discovered by a joint team of researchers from University of Ghana, University of Aberdeen, and Wuhan University, the compounds were isolated from Streptomyces microorganisms in Legon, a suburb of Accra, Ghana.[1][2][3][4] Laboratory syntheses of legonmycin A and legonmycin B have been reported.[5]

References

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  1. ^ Huang, Sheng; Tabudravu, Jioji; Elsayed, Somayah S.; Travert, Jeanne; Peace, Doe; Tong, Ming Him; Kyeremeh, Kwaku; Kelly, Sharon M.; Trembleau, Laurent; Ebel, Rainer; Jaspars, Marcel; Yu, Yi; Deng, Hai (2015). "Discovery of a Single Monooxygenase that Catalyzes Carbamate Formation and Ring Contraction in the Biosynthesis of the Legonmycins". Angewandte Chemie International Edition. 54 (43): 12697–12701. doi:10.1002/anie.201502902. PMID 26206556.
  2. ^ Pius Amihere Eduku (August 6, 2015). "New cancer fighting agent named after Legon". Citifmonline. Retrieved August 7, 2015.
  3. ^ Betty Kankam-Boadu (August 8, 2015). "New cancer fighting agent named after University of Ghana". Pulse.com. Retrieved August 7, 2015.
  4. ^ "University of Ghana discovers Cancer fighting agents". Ghana News Agency. August 5, 2015. Retrieved August 7, 2015.
  5. ^ Lewis WJM; Shaw, D. M.; Robertson, J. (2021). "Synthesis of legonmycins a and B, C(7a)-hydroxylated bacterial pyrrolizidines". Beilstein Journal of Organic Chemistry. 17: 334–342. doi:10.3762/bjoc.17.31. PMC 7871033. PMID 33828615.