Structure of Colchicine

@article{Dewar1945StructureOC,
  title={Structure of Colchicine},
  author={MICHAEL J. S. Dewar},
  journal={Nature},
  year={1945},
  volume={155},
  pages={141-142}
}
  • M. Dewar
  • Published 1 February 1945
  • Chemistry
  • Nature
IN view of the remarkable physiological properties of colchicine its chemical nature is of some interest. Until recently, the structure (I) proposed by Windaus1 has been generally accepted, although the stability of colchicine did not suggest a 9-amino-9: 10-di-hydrophenanthrene system, and although the salicylaldehyde enol structure of ring C appeared fantastic. Cohen, Cook and Roe2 have now provided evidence that ring B must be 7-membered, but the exact location of the acetamido group remains… 
Structure of Colchicine
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Therapeutic use of colchicine and its derivatives: a patent review
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Although the molecular structure of colchicine fulfils the four Lipinski’s requisites for high oral bioavailability, the toxic side effects resulting from its fast metabolism need to be assessed.
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References

SHOWING 1-5 OF 5 REFERENCES
Structure of Stipitatic Acid
TLDR
The evidence given seems to indicate a unique structure for the compound stipitatic acid, a metabolite of the mould Penicillium stipitatum, to which, after lengthy examination, the authors could ascribe no reasonable structure.