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Peer-reviewed veterinary case report

Synthesis of dammarane-type triterpenoids with anti-inflammatory activity in vivo.

Journal:
Bioorganic & medicinal chemistry letters
Year:
2004
Authors:
Scholz, Dieter et al.
Affiliation:
Novartis Institute for Biomedical Research

Abstract

The 17-alpha-substituted triterpene 1 [(17alpha)-23-(E)-dammara-20,23-diene-3beta,25-diol] showed promising activity in animal models of immunosuppression and inflammation. Using a mouse model for inflammatory skin diseases (oxazolone-induced allergic contact dermatitis, ACD) as the directing in vivo test system, Structure-activity-relationship studies with the aim to understand the necessary structural requirements for the biological activity of 1 were conducted. Furthermore, we anticipated to identify biologically active compounds with the 17beta configuration, which are thermodynamically more stable and much easier to synthesize. This was achieved by identifying the 17-beta substituted dammarane 5B and its analogues.

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Original publication: https://pubmed.ncbi.nlm.nih.gov/15125973/