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RESEARCH PRODUCT

Aza- and Azo-Stilbenes: Bio-Isosteric Analogs of Resveratrol

Dominique Vervandier-fasseurNorbert LatruffeGérard Lizard

subject

PterostilbeneResearch groupsPharmaceutical ScienceReviewResveratrolStilbenoidAntioxidantsAnalytical Chemistrylcsh:QD241-44103 medical and health scienceschemistry.chemical_compound0302 clinical medicinelcsh:Organic chemistryDrug DiscoveryStilbenesPhysical and Theoretical Chemistryazo-stilbene030304 developmental biologyPiceatannol0303 health sciencesAza CompoundsMolecular Structurestructure-activity relationshipOrganic Chemistryfood and beveragesStereoisomerismbio-isosterismtrans-resveratrolCombinatorial chemistryaza-stilbenechemistryChemistry (miscellaneous)PolyphenolResveratrol030220 oncology & carcinogenesisMolecular MedicineAzo Compounds

description

Several series of natural polyphenols are described for their biological and therapeutic potential. Natural stilbenoid polyphenols, such as trans-resveratrol, pterostilbene and piceatannol are well-known for their numerous biological activities. However, their moderate bio-availabilities, especially for trans-resveratrol, prompted numerous research groups to investigate innovative and relevant synthetic resveratrol derivatives. This review is focused on isosteric resveratrol analogs aza-stilbenes and azo-stilbenes in which the C=C bond between both aromatic rings was replaced with C=N or N=N bonds, respectively. In each series, synthetic ways will be displayed, and structural sights will be highlighted and compared with those of resveratrol. The biological activities of some of these molecules will be presented as well as their potential therapeutic applications. In some cases, structure-activity relationships will be discussed.

10.3390/molecules25030605http://europepmc.org/articles/PMC7037676