Complete assignments of 1H and 13C NMR data for trypanocidal eremantholide C oxide derivatives.
The chemical transformations of eremantholide C (1), a trypanocidal sesquiterpene lactone isolated from Lychnophora trichocarpha Spreng., gave five new oxide derivatives: 3'-hydroxyeremantholide C (2), 1'-formyleremantholide C (3), 1'-carboxyeremantholide C (4), 1'-carbomethoxyeremantholide C (5) and sodium 1'-carboxylate of eremantholide C (6). The (1)H and (13)C NMR data of all these derivatives were assigned based on 1D and 2D techniques. The derivatives were evaluated against Y and CL strains of Trypanosoma cruzi. All of them were inactive against the Y strain. Compounds 2 and 5 displayed 100% activity on the CL strain while compounds 4 and 6 were partially active on the CL strain.
LAPLAMED, DEFAR, Escola de Farmácia, Universidade Federal de Ouro Preto, Rua Costa Sena, 171, CEP 35400-000, Ouro Preto, Minas Gerais, Brazil. saude@ef.ufop.br
Dênia A
DA
Saúde-Guimarães
Katia S P
KS
Perry
Délio S
DS
Raslan
Egler
E
Chiari
Alejandro F
AF
Barrero
Juan E
JE
Oltra
D000818:Animals; D019659:Asteraceae / Q000737:chemistry; D002247:Carbon Isotopes; D007783:Lactones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy / Q000379:methods* / Q000592:standards*; D008968:Molecular Conformation; D021261:Parasitic Sensitivity Tests; D010936:Plant Extracts / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D011522:Protons; D012015:Reference Standards; D012680:Sensitivity and Specificity; D012717:Sesquiterpenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013045:Species Specificity; D013237:Stereoisomerism; D014344:Trypanocidal Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D014349:Trypanosoma cruzi / Q000187:drug effects
D002247:Carbon Isotopes; D007783:Lactones; D010936:Plant Extracts; D011522:Protons; D012717:Sesquiterpenes; D014344:Trypanocidal Agents; C526246:eremantholide C