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Current Medicinal Chemistry

Editor-in-Chief

ISSN (Print): 0929-8673
ISSN (Online): 1875-533X

Chemistry and Biological Activity of Natural and Synthetic Prenyloxycoumarins †

Author(s): Massimo Curini, Giancarlo Cravotto, Francesco Epifano and Giovanni Giannone

Volume 13 , Issue 2 , 2006

Page: [199 - 222] Pages: 24

DOI: 10.2174/092986706775197890

Price: $65

Abstract

Prenyloxycoumarins and prenyloxyfuranocoumarins (isopentenyloxy-, geranyloxy-, linear and cyclic sesquiterpenyloxy compounds and their biosynthetic derivatives) represent a family of secondary metabolites that have been considered for years just as intermediates of other coumarin-based compounds. Only in the last two decades these secondary metabolites have been recognized as interesting and valuable biologically active natural products. Up to now more than 160 compounds have been isolated from plants mainly belonging to the families of Rutaceae and Umbelliferae, comprising common edible vegetables and fruits like lemons, oranges and grapefruits. In view of the biological activity of some natural prenyloxycoumarins, very recently syntheses of structurally related analogs aimed to establish detailed structure-activity relationships have also been carried out. Many of the isolated prenyloxy- and prenyloxyfuranocoumarins and their semisynthetic derivatives were shown to exert in vitro and in vivo remarkable antitumoral, anti-inflammatory and anti-viral effects. The object of this review is to examine in detail the different types of prenyloxycoumarins and prenyloxyfuranocoumarins from the chemical, phytochemical and biological point of view.

Keywords: Biological activity, Prenyloxycoumarins, Prenyloxyfuranocoumarins, Rutaceae, Umbelliferae


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