New triterpenoid saponins from cacti and anti-type I allergy activity of saponins from cactus

Bioorg Med Chem Lett. 2012 Jul 15;22(14):4793-800. doi: 10.1016/j.bmcl.2012.05.058. Epub 2012 Jun 1.

Abstract

The research in our laboratory focuses on the isolation of saponins from cactus. In this study, we report five new triterpenoid saponins, dumortierinoside A methyl ester (1), pachanoside I1 (2), pachanoside D1 (3), gummososide A (4), and gummososide A methyl ester (5). Compounds 1-3 isolated from Isolatocereus dumortieri Backbg., and compounds 4 and 5 were isolated from Stenocereus alamosensis A. C. Gibson & K. E. Horak. Compound 2 possessed a new pachanane-type triterpene skeleton, pachanol I, in its aglycon. The aglycon of 3 was pachanol D, while those of 4 and 5 were both gummosogenin, which we have previously reported, but this is the first report of pachanol D and gummosogenin in their aglycon forms. Additionally, we evaluated the anti-type I allergy activity of the saponins with RBL-2H3 (Rat basophilic leukemia) cells by measuring the β-hexosaminidase release inhibitory activity. As a result of these studies, gummososide A methyl ester (5) was found to show activity (IC(50)=99.5 μM) and thurberoside A exhibited mild activity (IC(50)=166.9 μM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Allergic Agents / chemistry*
  • Anti-Allergic Agents / isolation & purification
  • Anti-Allergic Agents / pharmacology
  • Cactaceae / chemistry*
  • Cell Line, Tumor
  • Models, Molecular
  • Molecular Structure
  • Rats
  • Saponins / chemistry*
  • Saponins / isolation & purification
  • Saponins / pharmacology
  • Structure-Activity Relationship
  • Triterpenes / chemistry*
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology
  • beta-N-Acetylhexosaminidases / metabolism

Substances

  • Anti-Allergic Agents
  • Saponins
  • Triterpenes
  • beta-N-Acetylhexosaminidases