Dihydroresveratrol type dihydrostilbenoids: chemical diversity, chemosystematics, and bioactivity

Vitalini, S., Cicek, S. S., Granica, S. and Zidorn, Christian (2018) Dihydroresveratrol type dihydrostilbenoids: chemical diversity, chemosystematics, and bioactivity Phytochemical Analysis, 29 (1). pp. 30-47. DOI 10.2174/0929867324666170830112343.

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Abstract

Dihydrostilbenoids are a chemically diverse class of secondary metabolites and differ from stilbenoids by the missing double bond in the ethylene chain linking the two aromatic moieties. Dihydrostilbenoids have been reported from flowering plants, fungi, mosses, and ferns. In this review, the occurrence, chemical structure, and bioactivity of 142 naturally occurring dihydrostilbenoids of the dihydroresveratrol type, compounds featuring hydroxy or substituted hydroxy groups at least in positions 3, 5, and 4', will be discussed. Chemical structures range from simple dihydroresveratrol derivatives to compounds substituted with complex side chains composed of acyl moieties and sugars as well as compounds containing complex polycyclic cores attached to a dihydrostilbenoid unit. Biogenetically related compounds, featuring ring closures involving the ethylene chain linking the two aromatic moieties of the stilbenoid such as benzylphtalides and dihydroisocoumarins, exist, but are not discussed here in order to keep the review to a reasonable length. On the other hand, in the bioactivity part of the review, also some non-dihydroresveratrol type derivatives are covered in order to hint to potentially interesting future studies for the compounds primarily covered here. Dihydrostilbenoids have a wide spectrum of bioactivities ranging from expectable antioxidant and anti-inflammatory activities to interesting neuroprotective and anticancer activity. The anticancer activity in particular is very pronounced for some plant-derived dihydrostilbenoids and makes them interesting lead compounds for drug development. Apart from some reports on dihydroresveratrol derivatives as phytoalexins against plant-pathogenic fungi, only very limited information is available on the ecological role of these compounds for the organisms producing them.

Document Type: Article
Keywords: Bioactivity ; Chemical Diversity ; Chemosystematics ; Cytotoxicity ; Phylogeny ; Secondary Metabolites
Research affiliation: Kiel University > Kiel Marine Science
OceanRep > The Future Ocean - Cluster of Excellence
Refereed: Yes
DOI etc.: 10.2174/0929867324666170830112343
Date Deposited: 08 Jan 2018 13:19
Last Modified: 01 Feb 2018 13:22
URI: http://eprints.uni-kiel.de/id/eprint/41286

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