Isolation and synthesis of a novel immunosuppressive 17alpha-substituted dammarane from the flour of the Palmyrah palm (Borassus flabellifer)

L Révész; P Hiestand; L La Vecchia; R Naef; H U Naegeli; L Oberer; H J Roth

doi:10.1016/s0960-894x(99)00220-6

Isolation and synthesis of a novel immunosuppressive 17alpha-substituted dammarane from the flour of the Palmyrah palm (Borassus flabellifer)

Bioorg Med Chem Lett. 1999 Jun 7;9(11):1521-6. doi: 10.1016/s0960-894x(99)00220-6.

Authors

L Révész¹, P Hiestand, L La Vecchia, R Naef, H U Naegeli, L Oberer, H J Roth

Affiliation

¹ Novartis Pharma AG, Arthritis and Bone Research, Switzerland. [email protected]

PMID: 10386928
DOI: 10.1016/s0960-894x(99)00220-6

Abstract

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.

MeSH terms

Humans
Immunosuppressive Agents / chemical synthesis*
Immunosuppressive Agents / isolation & purification*
Inhibitory Concentration 50
Jurkat Cells
Lymphocytes / drug effects
Models, Chemical
Plant Proteins / chemical synthesis*
Plant Proteins / isolation & purification*
Triterpenes / chemical synthesis*
Triterpenes / isolation & purification*
Tumor Cells, Cultured

Substances

Immunosuppressive Agents
Plant Proteins
Triterpenes