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Chemical Compound Review

Calystegine B2     (1R,2S,3R,4S,5R)-8- azabicyclo[3.2.1]octane...

Synonyms: CHEMBL526330, SureCN2435745, DNC014836, LS-190985, DB04658, ...
 
 
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Disease relevance of Calystegine B2

  • Assays using synthetic (+)- and (-)-enantiomers of calystegine B2 established that catabolism by Rhizobium meliloti, glycosidase inhibition, and allelopathic activities were uniquely associated with the natural, (+)-enantiomer [1].
 

High impact information on Calystegine B2

  • Furthermore, the N-methyl derivative of calystegine B2 was not catabolized by R. meliloti, and it inhibited alpha-galactosidase, but not beta-glucosidase, whereas the parent alkaloid inhibits both enzymes [1].
  • The polyhydroxy alkaloid glycosidase inhibitors swainsonine [1] and calystegine B2 [6] have been identified as constituents of the seeds of the Australian plant Ipomoea sp. Q6 [aff. calobra] (Weir vine) by gas chromatography-mass spectrometry and by their biological activity as inhibitors of specific glycosidases [2].

References

  1. Biological activities of the nortropane alkaloid, calystegine B2, and analogs: structure-function relationships. Goldmann, A., Message, B., Tepfer, D., Molyneux, R.J., Duclos, O., Boyer, F.D., Pan, Y.T., Elbein, A.D. J. Nat. Prod. (1996) [Pubmed]
  2. Identification of the glycosidase inhibitors swainsonine and calystegine B2 in Weir vine (Ipomoea sp. Q6 [aff. calobra]) and correlation with toxicity. Molyneux, R.J., McKenzie, R.A., O'Sullivan, B.M., Elbein, A.D. J. Nat. Prod. (1995) [Pubmed]
 
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