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Bioassay-Guided Isolation and Identification of Cytotoxic Compounds from Gymnosperma glutinosum Leaves

2012; Multidisciplinary Digital Publishing Institute; Volume: 17; Issue: 9 Linguagem: Inglês

10.3390/molecules170911229

1433-1373

Ramiro Quintanilla‐Licea, Rolando Morado-Castillo, Ricardo Gómez-Flores, Hartmut Laatsch, María Julia Verde‐Star, Humberto Carlos Hernández-Martínez, Patricia Tamez‐Guerra, Reyes Taméz-Guerra, Cristina Rodríguez‐Padilla,

Plant biochemistry and biosynthesis

Bioassay-guided fractionation of hexane extracts of Gymnosperma glutinosum (Asteraceae) leaves, collected in North Mexico, afforded the known compounds hentriacontane (1) and (+)-13S,14R,15-trihydroxy-ent-labd-7-ene (2), as well as the new ent-labdane diterpene (-)-13S,14R,15-trihydroxy-7-oxo-ent-labd-8(9)-ene (3). In addition, D-glycero-D-galactoheptitol (4) was isolated from the methanolic extract of this plant. Their structures were established on the basis of high-field 1D- and 2D NMR methods supported by HR-MS data. The cytotoxic activity was determined by using the in vitro L5178Y-R lymphoma murine model. Hentriacontane (1) and the new ent-labdane 3 showed weak cytotoxicity, whereas the ent-labdane 2 showed significant (p < 0.05) and concentration dependent cytotoxicity (up to 78%) against L5178Y-R cells at concentrations ranging from 7.8 to 250 μg/mL.