Tetrahydrofuran lignans from Nectandra megapotamica with trypanocidal activity.
The phytochemical investigation of the crude ethanol extract of the leaves of Nectandra megapotamica afforded three new (2d, 3b, and 3c) and eight known (1a-d, 2a-c, and 3a) tetrahydrofuran lignans. Regarding the in vitro trypanocidal activity, the lignan-rich fraction, at a concentration of 2.0 mg/mL, was 100% active. Compound 1a was the most active, showing an IC(50) value of 2.2 microM and lysis of 94% of the parasites at 32 microM. Compounds 1b, 1d, 2a, 2c, and 3a displayed moderate activity, while compound 1c was inactive.
da Silva Filho
Ademar A
AA
Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo, Avenida do Café S/N, Ribeirão Preto 14040-903, SP, Brazil.
Albuquerque
Sérgio
S
Silva
Márcio L A e
ML
Eberlin
Marcos N
MN
Tomazela
Daniela M
DM
Bastos
Jairo K
JK
D000818:Animals; D001938:Brazil; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D019770:Lauraceae / Q000737:chemistry*; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014344:Trypanocidal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014349:Trypanosoma cruzi / Q000187:drug effects
D005663:Furans; D017705:Lignans; D014344:Trypanocidal Agents; C018674:tetrahydrofuran