Please use this identifier to cite or link to this item: http://hdl.handle.net/10553/50551
Title: Synthetic menthyl α/β-(1→6)-diglucopyranosides-induced cell death in human leukemia cells is dependent on caspases
Other Titles: Synthetic menthyl alpha/beta-(1 -> 6)-diglucopyranosides-induced cell death in human leukemia cells is dependent on caspases
Authors: Marrero, María Teresa
Tejera, Sara
Estévez, Sara
Quintana, José
Mayato, Carlos
Dorta, Rosa L.
Vázquez, Jesús T.
Estévez, Francisco 
UNESCO Clasification: 2403 Bioquímica
3209 Farmacología
Keywords: Crocin
Oligosaccharides
Saccharides
Glycosides
Apoptosis, et al
Issue Date: 2012
Project: Evaluación de Potenciales Compuestos Antileucémicos. 
Journal: Bioorganic and Medicinal Chemistry Letters 
Abstract: A series of alkyl α/β-(1→6)-diglucopyranosides 1-12 were synthesized and assessed for cytotoxicity against HL-60, U937, Molt-3 and MCF-7 cancer cell lines. The menthyl derivatives displayed strong cytotoxic properties showing IC50 values between 6 and 16 μM. Furthermore, we demonstrated that the selected synthetic (+)-menthyl β-(1→6)- diglucopyranoside 5 induces apoptotic cell death in human leukemia cells through a mechanism that involves activation of multiple caspases. Cell death was completely prevented by the non-specific caspase inhibitor z-VAD-fmk and found to be associated with the release of cytochrome c, an increase in the expression of Bax levels and a decrease in the generation of reactive oxygen species.
URI: http://hdl.handle.net/10553/50551
ISSN: 0960-894X
DOI: 10.1016/j.bmcl.2012.04.035
Source: Bioorganic & Medicinal Chemistry Letters[ISSN 0960-894X],v. 22 (11), p. 3665-3670
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