Conversion of esculeoside A into esculeogenin B

Chem Pharm Bull (Tokyo). 2008 Jul;56(7):926-9. doi: 10.1248/cpb.56.926.


Conversion of the spirosolane-type glycoside, esculeoside A, a major component contained in the ripe tomato Lycopersicon esculentum fruits, into a solanocapsine-type sapogenol, esculeogenin B-2, (5alpha,22S,23R,25S)-22,26-epimino-16beta,23-epoxy-3beta,23,27-trihydroxycholestane, and esculeogenin B-1, (5alpha,22R,23S,25S)-22,26-epimino-16beta,23-epoxy-3beta,23,27-trihydroxycholestane, which are rare naturally occurring compounds was attained by acid hydrolysis with 2 N HCl in dioxane and water (1 : 1).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Magnetic Resonance Spectroscopy
  • Sapogenins / chemistry*
  • Solanum lycopersicum / chemistry*


  • Sapogenins
  • esculeogenin B
  • esculeoside A