Triterpenoid constituents of Raulinoa echinata.
A phytochemical investigation of the stems of the South Brazilian endemic species Raulinoa echinata has led to the isolation of two new methoxylated protolimonoid epimers (1 and 2) together with the known melianone and melianodiol. The leaves afforded three glabretal-type triterpene derivatives esterified by N-methylanthranilic acid (3-5). Compounds 1 and 2 displayed weak inhibitory activity when assayed in vitro against trypomastigote forms of Trypanosoma cruzi. Compounds 1-5 were inactive in a brine shrimp (Artemia salina) lethality test.
Biavatti
Maique W
MW
Departamento de Química, Universidade Federal de São Carlos, CP 676, 13565-905, São Carlos, São Paulo, Brazil.
Vieira
Paulo C
PC
Da Silva
M Fátima G F
MF
Fernandes
João B
JB
Albuquerque
Sérgio
S
D000818:Animals; D000981:Antiprotozoal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001156:Artemia / Q000187:drug effects; D001938:Brazil; D002776:Cholestanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018547:Plant Stems / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D027821:Rutaceae / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014349:Trypanosoma cruzi / Q000187:drug effects; D062367:ortho-Aminobenzoates / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
C457204:21,25-dimethylmelianodiol(epoxy-24-hydroxy-21,25-methoxy)tirucalla-7-en-3-one; D000981:Antiprotozoal Agents; D002776:Cholestanes; D014315:Triterpenes; C457205:epoxy-21alpha-methoxy-7alpha,24S,25-trihydroxy-4alpha,4beta,8beta,10beta-tetramethyl-25-dimethyl-14,18-cyclo-5alpha,13alpha,14alpha,17alpha-cholestan-3beta-N-methylanthranilic acid ester; C457206:epoxy-7alpha,21,24S,25-tetrahydroxy-4alpha,4beta,8beta,10beta-tetramethyl-25-dimethyl-14,18-cyclo-5alpha,13alpha,14alpha,17alpha-cholestan-3beta-N-methylanthranilic acid ester; D062367:ortho-Aminobenzoates