Gastric cytoprotective activity of ilicic aldehyde: structure-activity relationships.

@article{Donadel2005GastricCA,
  title={Gastric cytoprotective activity of ilicic aldehyde: structure-activity relationships.},
  author={O. Donadel and E. Guerreiro and A. Mar{\'i}a and G. Wendel and R. Enriz and O. Giordano and C. Tonn},
  journal={Bioorganic \& medicinal chemistry letters},
  year={2005},
  volume={15 15},
  pages={
          3547-50
        }
}
A series of sesquiterpene compounds possessing both eudesmane and eremophilane skeletons were tested as gastric cytoprotective agents on male Wistar rats. The presence of an alpha,beta-unsaturated aldehyde on the C-7 side chain together with a hydroxyl group at C-4 is the requirement for the observed antiulcerogenic activity. In an attempt to establish new molecular structural requirements for this gastric cytoprotective activity, a structure-activity study was performed. 
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The biological evaluation of reduced analogues and the simulation of the molecular interactions between these compounds and an endogenous cysteine residue suggest that the presence of a non sterically hindered Michael acceptor seems to be an essential structural requirement for the cytoprotective activity in this family of compounds. Expand
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In previous reports we attributed the cytoprotective activity of several sesquiterpene lactones to the presence of a nonhindered electrophilic acceptor in their structure. We suggested that theExpand
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