Total syntheses of tambjamines C, E, F, G, H, I and J, BE-18591, and a related alkaloid from the marine bacterium Pseudoalteromonas tunicata

Org Lett. 2007 Nov 22;9(24):5127-30. doi: 10.1021/ol7024313. Epub 2007 Oct 27.


The acetate salts of tambjamines C, E, and F (2-4, respectively), as well as those of the related alkaloids BE-18591 (5) and 6, have been prepared by treatment of bipyrrole aldehyde 16 with the relevant amine in the presence of acetic acid. The 5'-bromo-analogue, 30, of compound 16 has also been prepared and used to obtain the acetate salts of tambjamines G, H, I, and J (8-11 respectively).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemical synthesis*
  • Alkaloids / chemistry
  • Crystallography, X-Ray
  • Models, Molecular
  • Molecular Structure
  • Pseudoalteromonas / chemistry*
  • Pyrroles / chemical synthesis*
  • Pyrroles / chemistry
  • Stereoisomerism


  • Alkaloids
  • Pyrroles
  • BE 18591