Molecules 2013, 18(5), 5348-5359; doi:10.3390/molecules18055348
Article

Diterpenylhydroquinones from Natural ent-Labdanes Induce Apoptosis through Decreased Mitochondrial Membrane Potential

1 Centro de Investigaciones Biomédicas (CIB), Escuela de Medicina, Universidad de Valparaíso, Av. Hontaneda N° 2664, Valparaíso, Chile 2 Departamento de Química, Universidad Técnica Federico Santa María, Av. España N° 1680, Valparaíso, Chile 3 Departamento De Ciencias Básicas, Campus Fernando May Universidad del Biobío, Chillán, Avda. Andrés Bello s/n casilla 447, Chile 4 Facultad de Farmacia, Universidad de Valparaíso, Av. Gran Bretaña N° 1093, Valparaíso, Chile
* Authors to whom correspondence should be addressed.
Received: 4 April 2013; in revised form: 7 May 2013 / Accepted: 7 May 2013 / Published: 10 May 2013
(This article belongs to the Section Medicinal Chemistry)
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Abstract: In this study, we examined the cytotoxic effects of seven ent-labdane derivatives 17 (0–100 μM) in different human cancer cell lines. Our results showed that compounds 13 exhibited significant dose-dependent inhibition on the growth of the three different human cell lines, according to the sulphorhodamine B assay and produced morphological changes consistent with apoptosis, as confirmed by Hoestch 3342 staining analysis. They induced apoptosis in various cancer cell lines, as shown by nuclear condensation and fragmentation and caspase 3 activation. Such induction was associated with the depletion of mitochondrial membrane potential. These activities led to the cleavage of caspases and the trigger of cell death process. Overall, the compounds showed potent proapoptotic effects on the two different cancer cell lines, suggesting that the compounds deserve more extensive investigation of their potential medicinal applications.
Keywords: diterpenylhydroquinones; ent-labdanes; cancer cells; apoptosis, caspase 3 activity; mitochondrial membrane potential; Calceolaria inamoena

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MDPI and ACS Style

Villena, J.; Madrid, A.; Montenegro, I.; Werner, E.; Cuellar, M.; Espinoza, L. Diterpenylhydroquinones from Natural ent-Labdanes Induce Apoptosis through Decreased Mitochondrial Membrane Potential. Molecules 2013, 18, 5348-5359.

AMA Style

Villena J, Madrid A, Montenegro I, Werner E, Cuellar M, Espinoza L. Diterpenylhydroquinones from Natural ent-Labdanes Induce Apoptosis through Decreased Mitochondrial Membrane Potential. Molecules. 2013; 18(5):5348-5359.

Chicago/Turabian Style

Villena, Joan; Madrid, Alejandro; Montenegro, Iván; Werner, Enrique; Cuellar, Mauricio; Espinoza, Luis. 2013. "Diterpenylhydroquinones from Natural ent-Labdanes Induce Apoptosis through Decreased Mitochondrial Membrane Potential." Molecules 18, no. 5: 5348-5359.

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