» Articles » PMID: 38903666

Medicinal Chemistry Perspective on the Structure-activity Relationship of Stilbene Derivatives

Overview
Journal RSC Adv
Specialty Chemistry
Date 2024 Jun 21
PMID 38903666
Authors
Affiliations
Soon will be listed here.
Abstract

Stilbenes are a small family of polyphenolic secondary metabolites produced in a variety of closely related plant species. These compounds function as phytoalexins, aiding plant defense against phytopathogens and plants' adaptation to abiotic environmental factors. Structurally, some important phenolic compounds have a 14-carbon skeleton and usually have two isomeric forms, and . Stilbenes contain two benzene rings linked by a molecule of ethanol or ethylene. Some derivatives of natural (poly)phenolic stilbenes such as resveratrol, pterostilbene, and combretastatin A-4 have shown various biological activities, such as anti-microbial, anti-cancer, and anti-inflammatory properties as well as protection against heart disease, Alzheimer's disease, and diabetes. Among stilbenes, resveratrol is certainly the most popular and extensively studied for its health properties. In recent years, an increasing number of stilbene compounds have been investigated for their bioactivity. This review focuses on the assessment of synthetic stilbene derivatives in terms of their biological activities and structure-activity relationship. The goal of this study is to consider the structural changes and different substitutions on phenyl rings that can improve the desired medicinal effects of stilbene-based compounds beyond the usual standards and subsequently discover biological activities by identifying effective alternatives of the evaluated compounds.

References
1.
Aslam S, Stevenson P, Kokubun T, Hall D . Antibacterial and antifungal activity of cicerfuran and related 2-arylbenzofurans and stilbenes. Microbiol Res. 2007; 164(2):191-5. DOI: 10.1016/j.micres.2006.11.012. View

2.
Jian W, He D, Song S . Synthesis, Biological Evaluation, and Molecular Modeling Studies of New Oxadiazole-Stilbene Hybrids against Phytopathogenic Fungi. Sci Rep. 2016; 6:31045. PMC: 4987640. DOI: 10.1038/srep31045. View

3.
Pereira A, Arruda M, da Silva E, da Silva M, Lemos V, Cortes S . Inhibition of α-glucosidase and hypoglycemic effect of stilbenes from the Amazonian plant Deguelia rufescens var. urucu (Ducke) A. M. G. Azevedo (Leguminosae). Planta Med. 2011; 78(1):36-8. DOI: 10.1055/s-0031-1280199. View

4.
Roupe K, Remsberg C, Yanez J, Davies N . Pharmacometrics of stilbenes: seguing towards the clinic. Curr Clin Pharmacol. 2008; 1(1):81-101. DOI: 10.2174/157488406775268246. View

5.
Huang Z, Li G, Wang X, Xu H, Zhang Y, Gao Q . Deciphering the origins of molecular toxicity of combretastatin A4 and its glycoconjugates: interactions with major drug transporters and their safety profiles and . Medchemcomm. 2018; 8(7):1542-1552. PMC: 6072490. DOI: 10.1039/c7md00246g. View