Antiprotozoal 6-substituted-5,6-dihydro-alpha-pyrones from Raimondia cf. monoica.
Dichloromethane extracts of both the roots and the leaves of Raimondia cf. monoica showed in vitro antiplasmodial and leishmanicidal activities against Plasmodium falciparum and Leishmania panamensis, respectively. Three 6-substituted 5,6-dihydro-2H-pyran-2-ones were isolated. (1) and (2) were identified as (6S)-(5'-oxohepten-1'E,3'E-dienyl)-5,6-dihydro-2H-pyran-2-one (1) and (6R)-(5'-oxohepten-1'Z,3'E-dienyl)-5,6-dihydro-2H-pyran-2-one (2), respectively. (-)-Arentilactone (3) was also isolated. The structure of the new compound (1) was determined by spectroscopic methods; additional spectroscopic data for (2) are reported for the first time.
Carmona
Doris
D
Institute of Chemistry, Universidad de Antioquia, P.O. Box 1226, Medellín-Colombia.
Sáez
Jairo
J
Granados
Hillmer
H
Pérez
Edwin
E
Blair
Silvia
S
Angulo
Alberto
A
Figadere
Bruno
B
D000818:Animals; D029061:Annonaceae / Q000737:chemistry*; D000981:Antiprotozoal Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D007783:Lactones / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology*; D007891:Leishmania / Q000187:drug effects; D015394:Molecular Structure; D018515:Plant Leaves / Q000737:chemistry; D018517:Plant Roots / Q000737:chemistry; D010963:Plasmodium falciparum / Q000187:drug effects; D011753:Pyrones / Q000138:chemical synthesis* / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*
C478121:(6S)-(5'-oxohepten-1'E,3'E-dienyl)-5,6-dihydro-2H-pyran-2-one; D000981:Antiprotozoal Agents; D007783:Lactones; D011753:Pyrones; C478120:arentilactone