Prenylflavonoids and prenyl/alkyl-phloroacetophenones: synthesis and antitumour biological evaluation

P Basabe; M de Román; I S Marcos; D Diez; A Blanco; O Bodero; F Mollinedo; B G Sierra; J G Urones

doi:10.1016/j.ejmech.2010.06.025

Prenylflavonoids and prenyl/alkyl-phloroacetophenones: synthesis and antitumour biological evaluation

Eur J Med Chem. 2010 Sep;45(9):4258-69. doi: 10.1016/j.ejmech.2010.06.025. Epub 2010 Jun 23.

Authors

P Basabe¹, M de Román, I S Marcos, D Diez, A Blanco, O Bodero, F Mollinedo, B G Sierra, J G Urones

Affiliation

¹ Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad de Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, Spain. pbb@usal.es

PMID: 20619940
DOI: 10.1016/j.ejmech.2010.06.025

Abstract

Several prenylflavonoids have been synthesised and tested against human tumour cell lines. The prenyl unit has been geranyl or a labdane diterpene. These labdane-flavonoids have been synthesised for the first time. The antitumour activity increase with the prenylation at C-8 position. Twenty-three C and O-prenylated acylphloroglucinols have been synthesised as well. In this case the C-alkylation products have resulted, in general, more active.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acetophenones / chemical synthesis*
Acetophenones / chemistry
Acetophenones / pharmacology*
Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / chemistry
Antineoplastic Agents / pharmacology*
Cell Line, Tumor
Cell Proliferation / drug effects
Flavonoids / chemical synthesis*
Flavonoids / chemistry
Flavonoids / pharmacology*
Humans
Inhibitory Concentration 50
Spectrum Analysis

Substances

Acetophenones
Antineoplastic Agents
Flavonoids
acetophenone