Antitrypanosomal activity of triterpenoids and sterols from the leaves of Strychnos spinosa and related compounds.
Fractionation of an antitrypanosomal lipophilic leaf extract from Strychnos spinosa led to the isolation of eight triterpenoids and sterols in this plant part for the first time. Two of these were found to possess in vitro antitrypanosomal activity, namely, saringosterol (14) and 24-hydroperoxy-24-vinylcholesterol (15), with IC(50) values of 7.8 +/- 1.2 and 3.2 +/- 1.2 microM, respectively. The latter compound was isolated from a plant source for the first time. A comparative study on the antitrypanosomal activity of the isolated triterpenoids and sterols and some related compounds has indicated that the presence of an oxygenated function at C-28 or an oxygenated side chain at C-17 seems to be important for the antitrypanosomal activity of triterpenoids and sterols, respectively.
Hoet
Sara
S
Laboratoire de Pharmacognosie, Unité d'Analyse Chimique et Physico-Chimique des Médicaments et Pharmacognosie, Université Catholique de Louvain, UCL 72.30-CHAM, Avenue E. Mounier 72, B-1200 Bruxelles, Belgium.
Pieters
Luc
L
Muccioli
Giulio G
GG
Habib-Jiwan
Jean-Louis
JL
Opperdoes
Fred R
FR
Quetin-Leclercq
Joëlle
J
D000818:Animals; D001541:Benin; D045744:Cell Line, Tumor; D015394:Molecular Structure; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D013261:Sterols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D013265:Stigmasterol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D013329:Structure-Activity Relationship; D031451:Strychnos / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D014344:Trypanocidal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D014346:Trypanosoma brucei brucei / Q000187:drug effects*
C523226:24-hydroperoxy-24-vinylcholesterol; D013261:Sterols; D014315:Triterpenes; D014344:Trypanocidal Agents; C442582:saringosterol; D013265:Stigmasterol