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. 2015 Apr 2;115(17):8976–9027. doi: 10.1021/cr500689b

Table 7. Selected Studies of Enzyme Inhibition by Resveratrol Oligomers.

target enzymes and pathological implications active compds; refs IC50 (μM)
Cytochrome P 450 (CYP)    
heme-containing superfamily of oxidase enzymes responsible for the metabolism of both endogenous and exogenous substrates; these are the main enzymes involved in drug metabolism α-viniferin; (294) 0.9
suffruticosol B; (263) N/A
ε-viniferin; (295) N/A
Cyclooxygenase (COX)-1 and -2    
key enzymes responsible for the conversion of arachidonic acid to prostaglandins; implicated in pain, fever, inflammation and tumorigenesis. δ-viniferin-glucopyranoside; 296 3.7
α-viniferin; (277, 278, 283) 4.9
Inducible Nitric Oxide Synthase (iNOS)    
transcription of iNOS gene is controlled by a variety of inflammatory mediators such as lipopolyssacharides (LPS) or cytokines; nitric oxide (NO) plays an important role in cellular signaling and iNOS has been implicated in autoimmune and inflammatory processes vitisin A; (297, 298) 3.9
vitisin B; (297) 4.7
ε-viniferin; (261, 299) N/A
α-viniferin; (283, 279) N/A
Protein Kinase C (PKC)    
phosphorylating enzymes with key roles in signal transduction such as regulating transcription, membrane structure, immune response, and cell growth; overexpression implicated in cancer, diabetes, cardiovascular disease, and Alzheimer’s disease, among others α-viniferin; (300, 301) 62.5
kobophenol A; (300) 52.0
miyabenol C; (273, 300) 27.5
Sphingosine Kinase 1 (SK1)    
lipid kinase that catalyzes the formation of sphingosine-1-phosphate, an important signaling molecule involved in vascular and immune regulation; SK1 has been implicated in cancer progression. ampelopsin A; (256) N/A
balanocarpol; (256) N/A
Acetylcholine Esterase (AChE)    
catalyzes the hydrolysis of the neurotransmitter acetylcholine to acetate and choline at near-diffusion rates, a critical reaction for synaptic transmission; inhibition has been targeted for treatment of neurodegenerative diseases such as Alzheimer’s α-viniferin; (302, 303) 2.0
vitisin A; (304) 1.0
heyneanol A; (304) 1.7
others; 8691121195277304  
HIV-1 Integrase/MOS-1 Transposase    
polynucleotidyl transferases catalyze the excision, transfer, and reintegration of DNA fragments, an essential process for genome evolution; retroviruses such as HIV rely on integrases for the incorporation of viral DNA into the host genome hopeaphenol; (305) 7.0
pallidol; (305) 9.0
Xanthine Oxidase (XO)    
oxidase enzyme containing a molybdopterin-ligated molybdenum oxo- that catalyzes the oxidation of hypoxanthine to xanthine and further to uric acid; XO also produces ROS and has been targeted for chemotherapeutic applications in cardiovascular diseases vaticanol A; (91) 23.3
Topoisomerase II (Topo II)    
modifies DNA by breaking and religating each of the strands of the phosphodiester backbone, resulting in strain-releasing relaxation of supercoiled DNA and catenation/decatenation of circular DNA, both important processes for cell reproduction (cancer)306 hemsleyanol C; (316) 1.0
α-viniferin-glucopyranoside; 316 4.0
nepalensinol B; (128) 0.022
nepalensinol F; (307) 5.5
Multidrug Resistance-Associated Protein 1 (MRP1)    
functions as a transporter of various endogenous substrates such as folates, glutathione disulfide (GSSH), glutathionated-, glucoronidated- or sulfated-steroids, leukotrienes, prostaglandins and bile salts, as well as exogenous xenobiotics including a wide range of therapeutic agents308 (+)-α-viniferin; (309) 0.8
sophorastilbene A; (309) 3.1