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
Current Medicinal Chemistry
Title: Chemistry and Biological Activity of Natural and Synthetic Prenyloxycoumarins †
Volume: 13 Issue: 2
Author(s): Massimo Curini, Giancarlo Cravotto, Francesco Epifano and Giovanni Giannone
Affiliation:
Keywords: Biological activity, Prenyloxycoumarins, Prenyloxyfuranocoumarins, Rutaceae, Umbelliferae
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.
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Cite this article as:
Curini Massimo, Cravotto Giancarlo, Epifano Francesco and Giannone Giovanni, Chemistry and Biological Activity of Natural and Synthetic Prenyloxycoumarins †, Current Medicinal Chemistry 2006; 13 (2) . https://dx.doi.org/10.2174/092986706775197890
DOI https://dx.doi.org/10.2174/092986706775197890 |
Print ISSN 0929-8673 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-533X |
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