Molecules 2010, 15(9), 6502-6511; doi:10.3390/molecules15096502
Article

Synthesis and Antitumor Activity of Diterpenylhydroquinone Derivatives of Natural Ent-Labdanes

Received: 28 August 2010; in revised form: 8 September 2010 / Accepted: 15 September 2010 / Published: 17 September 2010
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: Two new compounds 2β-acetoxy-15-phenyl-(22,25-acetoxy)-ent-labda-8(17), 13(E)-diene (9) and 2β-hydroxy-15-phenyl-(22,24,26-trimethoxy)-ent-labda-8(17),13(E)-diene (10) have been prepared by an Electrophilic Aromatic Substitution (EAS) reaction between diterpenyl allylic alcohols and 1,4-hydroquinone or 1,3,5-trimethoxybenzene using BF3.Et2O as a catalyst. These compounds, along with a series of natural ent-labdanes 3-8, have been evaluated for their in vitro cytotoxic activities against cultured human cancer cells of PC-3 and DU-145 human prostate cancer, MCF-7 and MDA-MB-231 breast carcinoma and dermal human fibroblasts (DHF). Some compounds displayed inhibition at µM IC50 values.
Keywords: diterpenylhydroquinones; ent-labdanes; antitumoral activity
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MDPI and ACS Style

Catalán, L.E.; Maturana, E.B.; Marín, K.C.; Olivares, M.O.; Altamirano, H.C.; Fritis, M.C.; García, J.V. Synthesis and Antitumor Activity of Diterpenylhydroquinone Derivatives of Natural Ent-Labdanes. Molecules 2010, 15, 6502-6511.

AMA Style

Catalán LE, Maturana EB, Marín KC, Olivares MO, Altamirano HC, Fritis MC, García JV. Synthesis and Antitumor Activity of Diterpenylhydroquinone Derivatives of Natural Ent-Labdanes. Molecules. 2010; 15(9):6502-6511.

Chicago/Turabian Style

Catalán, Luis Espinoza; Maturana, Evelyn Baeza; Marín, Karen Catalán; Olivares, Mauricio Osorio; Altamirano, Héctor Carrasco; Fritis, Mauricio Cuellar; García, Joan Villena. 2010. "Synthesis and Antitumor Activity of Diterpenylhydroquinone Derivatives of Natural Ent-Labdanes." Molecules 15, no. 9: 6502-6511.

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