1. Synthesis of dammarane-type triterpenoids with anti-inflammatory activity in vivo
- Author
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Josef G. Meingassner, Dieter Scholz, Hansrudolf Walter, Barbara Wolff-Winiski, Grety Rihs, Max Grassberger, and Karl Baumann
- Subjects
Swine ,medicine.drug_class ,medicine.medical_treatment ,Clinical Biochemistry ,Anti-Inflammatory Agents ,Pharmaceutical Science ,Pharmacology ,Biochemistry ,Anti-inflammatory ,Steroid ,Mice ,Structure-Activity Relationship ,chemistry.chemical_compound ,Drug Stability ,Triterpene ,In vivo ,Drug Discovery ,medicine ,Animals ,Structure–activity relationship ,Molecular Biology ,Allergic contact dermatitis ,chemistry.chemical_classification ,Dose-Response Relationship, Drug ,Molecular Structure ,Organic Chemistry ,Dammarane ,Biological activity ,medicine.disease ,Triterpenes ,Disease Models, Animal ,chemistry ,Dermatitis, Allergic Contact ,Molecular Medicine ,Immunosuppressive Agents - 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.
- Published
- 2004
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