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

Bioorganic and Medicinal Chemistry Letters

Volumn 14, Issue 11, 2004, Pages 2983-2986

  Scholz, Dieter ^a   Baumann, Karl ^a   Grassberger, Max ^a   Wolff Winiski, Barbara ^a   Rihs, Grety ^b   Walter, Hansrudolf ^b   Meingassner, Josef G ^a  

^a Novartis Inst for Biomed Research   (Austria)

^b NOVARTIS PHARMA AG   (Switzerland)

Author keywords

Allergic contact dermatitis; Anti inflammatory; Dammar resin; Dammarane; Immunosuppressive; Triterpene; Triterpenoids; Wittig

Indexed keywords

ANTIINFLAMMATORY AGENT; DAMMARANE DERIVATIVE; TRITERPENOID;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ARTICLE; CONTACT DERMATITIS; CONTROLLED STUDY; DRUG HYPERSENSITIVITY; DRUG SYNTHESIS; EXPERIMENTAL MODEL; IN VIVO CULTURE; NONHUMAN; RAT; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION; THERMODYNAMICS; THERMOSTABILITY;

ANIMALS; ANTI-INFLAMMATORY AGENTS; DERMATITIS, ALLERGIC CONTACT; DISEASE MODELS, ANIMAL; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG STABILITY; IMMUNOSUPPRESSIVE AGENTS; MICE; MOLECULAR STRUCTURE; STRUCTURE-ACTIVITY RELATIONSHIP; SWINE; TRITERPENES;

ANIMALIA;

EID: 2342536525     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2004.02.104     Document Type: Article

References (6)

1. Revesz L., Hiestand P., La Vecchia L., Naef R., Naegeli H.-U., Oberer L., Roth H.-J. Bioorg. Med. Lett. 9:1999;1521
2. Citations 1-3 in Ref. 1
3. Meingassner J.G., Grassberger M., Farngruber H., Moore H.D., Schuurman H., Stütz A. Br. J. Dermatol. 137:1997;568
4. Crystallographic data (excluding structure factors) for this structure in the paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC212085. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK [fax: +44(0)1223 336033 or e-mail: deposit@ccdc.cam.ac.uk]
5. Pettit G.R., Green B., Dasgupta A.K., Whitehouse P.A., Yardley J.P. J. Org. Chem. 35:1970;1381
6. For a review concerning methenylation of C=O bonds with titanium reagents see: Hartley R.C., McKiernam G.J. J. Chem. Soc., Perkin Trans. 2002;2763