Isolation and synthesis of a novel immunosuppressive 17alpha-substituted dammarane from the flour of the Palmyrah palm (Borassus flabellifer).
The novel triterpene 1 with a dammarane skeleton and a hitherto unknown 17alpha-substitution pattern has been isolated from the Palmyrah palm in low yield and prepared by synthesis in larger quantities. 1 was shown to be an extremely potent immunosuppressant in vitro (MLR; IC50 = 10 ng/ml) and in vivo (DTH; ED50 = 0.01 mg/kg p.o.). A glucocorticoid like activity is excluded.
Révész
L
L
Novartis Pharma AG, Arthritis and Bone Research, Switzerland. laszlo.revesz@pharma.novartis.com
Hiestand
P
P
La Vecchia
L
L
Naef
R
R
Naegeli
H U
HU
Oberer
L
L
Roth
H J
HJ
D006801:Humans; D007166:Immunosuppressive Agents / Q000138:chemical synthesis* / Q000302:isolation & purification*; D020128:Inhibitory Concentration 50; D019169:Jurkat Cells; D008214:Lymphocytes / Q000187:drug effects; D008956:Models, Chemical; D010940:Plant Proteins / Q000138:chemical synthesis* / Q000302:isolation & purification*; D014315:Triterpenes / Q000138:chemical synthesis* / Q000302:isolation & purification*; D014407:Tumor Cells, Cultured
D007166:Immunosuppressive Agents; D010940:Plant Proteins; D014315:Triterpenes