Trypanocidal and antileishmanial dihydrochelerythrine derivatives from Garcinia lucida.
Three benzo[ c]phenanthridine alkaloids have been isolated from the stem bark of Garcinia lucida: dihydrochelerythrine ( 1), 6-acetonyldihydrochelerythrine ( 2), and its new derivative, ( S)1''-(9,10-dihydro-2',3'-dihydroxy-7,8-dimethoxy-10-methyl-1,2-benzophenanthridin-9-yl)propan-2''-one (lucidamine A) ( 3). The new diisoprenylated derivative of lucidamine B ( 4) was obtained by semisynthesis. These dihydrochelerythrine derivatives as well as the crude extract displayed attractive antiprotozoal activity against Trypanosoma brucei brucei and Leishmania donovani, with little toxicity to Vero cells and the host cells. This is the first trypanocidal and antileishmanial bioguided study of G. lucida, and the activity of the crude extract as well as of the dihydrochelerythrine derivatives are reported for the first time.
Fotie
Jean
J
Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, Quebec H3A 2K6, Canada.
Bohle
D Scott
DS
Olivier
Martin
M
Adelaida Gomez
Maria
M
Nzimiro
Sandra
S
D000818:Animals; D000981:Antiprotozoal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D053119:Benzophenanthridines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D002163:Cameroon; D002522:Chlorocebus aethiops; D029760:Garcinia / Q000737:chemistry*; D007893:Leishmania donovani / Q000187:drug effects*; D015394:Molecular Structure; D010616:Phenanthrenes; D010946:Plants, Medicinal / Q000737:chemistry*; D014346:Trypanosoma brucei brucei / Q000187:drug effects*; D014709:Vero Cells
C473637:6-acetonyldihydrochelerythrine; D000981:Antiprotozoal Agents; D053119:Benzophenanthridines; D010616:Phenanthrenes; C524982:dihydrochelerythrine; C524983:lucidamine A