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Pterostilbene

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https://www.readbyqxmd.com/read/28319852/pterostilbene-a-dimethylated-analog-of-resveratrol-promotes-energy-metabolism-in-obese-rats
#1
Koji Nagao, Tomoyuki Jinnouchi, Shunichi Kai, Teruyoshi Yanagita
Pterostilbene (trans-3,5-dimethoxy-4-hydroxystilbene) is a dimethylated analog of resveratrol and has been reported to exert various pharmacological effects. In this study, we evaluated the effect of pterostilbene on the pathogenesis of obesity and energy metabolism in obese rats. Pterostilbene significantly activates silent mating type information regulation 2 homolog-1 and peroxisome proliferator-activated receptor-alpha in vitro. At 4 weeks a 0.5% pterostilbene diet markedly suppressed the abdominal white adipose tissue (WAT) accumulation in obese rats...
March 8, 2017: Journal of Nutritional Biochemistry
https://www.readbyqxmd.com/read/28315700/exploiting-the-aglycon-promiscuity-of-glycosyltransferase-bs-yjic-from-bacillus-subtilis-and-its-application-in-synthesis-of-glycosides
#2
Longhai Dai, Jiao Li, Peiyuan Yao, Yueming Zhu, Yan Men, Yan Zeng, Jiangang Yang, Yuanxia Sun
Glycosylation is a prominent biological mechanism for structural and functional diversity of natural products. Uridine diphosphate-dependent glycosyltransferases with aglycon promiscuity are generally recognised as effective biocatalysts for glycodiversification of natural products for practical applications. In this study, the aglycon promiscuity of glycosyltransferase Bs-YjiC from Bacillus subtilis 168 was explored. Bs-YjiC, with uridine diphosphate glucose (UDPG) as sugar donor, exhibited robust capabilities to glycosylate 19 structurally diverse types of drug-like scaffolds with regio- and stereospecificities and form O-, N- and S-linkage glycosides...
March 15, 2017: Journal of Biotechnology
https://www.readbyqxmd.com/read/28304328/bactericidal-effect-of-pterostilbene-alone-and-in-combination-with-gentamicin-against-human-pathogenic-bacteria
#3
Wee Xian Lee, Dayang Fredalina Basri, Ahmad Rohi Ghazali
The antibacterial activity of pterostilbene in combination with gentamicin against six strains of Gram-positive and Gram-negative bacteria were investigated. The minimum inhibitory concentration and minimum bactericidal concentration of pterostilbene were determined using microdilution technique whereas the synergistic antibacterial activities of pterostilbene in combination with gentamicin were assessed using checkerboard assay and time-kill kinetic study. Results of the present study showed that the combination effects of pterostilbene with gentamicin were synergistic (FIC index < 0...
March 17, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28272361/a-focused-multiple-reaction-monitoring-mrm-quantitative-method-for-bioactive-grapevine-stilbenes-by-ultra-high-performance-liquid-chromatography-coupled-to-triple-quadrupole-mass-spectrometry-uhplc-qqq
#4
Elías Hurtado-Gaitán, Susana Sellés-Marchart, Ascensión Martínez-Márquez, Antonio Samper-Herrero, Roque Bru-Martínez
Grapevine stilbenes are a family of polyphenols which derive from trans-resveratrol having antifungal and antimicrobial properties, thus being considered as phytoalexins. In addition to their diverse bioactive properties in animal models, they highlight a strong potential in human health maintenance and promotion. Due to this relevance, highly-specific qualitative and quantitative methods of analysis are necessary to accurately analyze stilbenes in different matrices derived from grapevine. Here, we developed a rapid, sensitive, and specific analysis method using ultra-high-performance liquid chromatography coupled to triple-quadrupole mass spectrometry (UHPLC-QqQ) in MRM mode to detect and quantify five grapevine stilbenes, trans-resveratrol, trans-piceid, trans-piceatannol, trans-pterostilbene, and trans-ε-viniferin, whose interest in relation to human health is continuously growing...
March 7, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28264510/peripheral-and-cerebral-resistance-arteries-in-the-spontaneously-hypertensive-heart-failure-rat-effects-of-stilbenoid-polyphenols
#5
Danielle I Lee, Crystal Acosta, Christopher M Anderson, Hope D Anderson
Hypertension is associated with aberrant structure and mechanical properties of resistance arteries. We determined the effects of resveratrol, a non-flavonoid polyphenol found in foods such as red grapes, and structurally-similar analogues (pterostilbene and gnetol) on systolic blood pressure (SBP) and resistance arteries from the spontaneously hypertensive heart failure (SHHF) rat. SBP was elevated in 17-week-old SHHF vs. Sprague-Dawley rats (normotensive control; 194 ± 3 vs. 142 ± 6 mmHg, p < 0.01) and was unaffected by resveratrol, pterostilbene, or gnetol (2...
February 28, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28264443/the-structure-activity-relationship-of-pterostilbene-against-candida-albicans-biofilms
#6
Dan-Dan Hu, Ri-Li Zhang, Yong Zou, Hua Zhong, En-Sheng Zhang, Xiang Luo, Yan Wang, Yuan-Ying Jiang
Candida albicans biofilms contribute to invasive infections and dramatic drug resistance, and anti-biofilm agents are urgently needed in the clinic. Pterostilbene (PTE) is a natural plant product with potentials to be developed as an anti-biofilm agent. In this study, we evaluated the structure-activity relationship (SAR) of PTE analogues against C. albicans biofilms. XTT (Sodium 2,3-bis(2-methoxy-4-nitro-5-sulfophenyl)-2H-tetrazolium-5-carboxanilide inner salt) reduction assay was used to evaluate the activity of the analogues against C...
February 27, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28254379/new-natural-amino-acid-bearing-prodrugs-boost-pterostilbene-s-oral-pharmacokinetic-and-distribution-profile
#7
Michele Azzolini, Andrea Mattarei, Martina La Spina, Michele Fanin, Giacomo Chiodarelli, Matteo Romio, Mario Zoratti, Cristina Paradisi, Lucia Biasutto
The biomedical effects of the natural phenol pterostilbene are of great interest but its bioavailability is negatively affected by the phenolic group in position 4' which is an ideal target for the conjugative enzymes of phase II metabolism. We report the synthesis and characterization of prodrugs in which the hydroxyl moiety is reversibly protected as a carbamate ester linked to the N-terminus of a natural amino acid. Prodrugs comprising amino acids with hydrophobic side chains were readily absorbed after intragastric administration to rats...
February 27, 2017: European Journal of Pharmaceutics and Biopharmaceutics
https://www.readbyqxmd.com/read/28243863/effects-of-pterostilbene-in-brown-adipose-tissue-from-obese-rats
#8
Leixuri Aguirre, Iñaki Milton-Laskibar, Elizabeth Hijona, Luis Bujanda, Agnes M Rimando, María P Portillo
In recent years, much attention has been paid by the scientific community to phenolic compounds as active biomolecules naturally present in foods. Pterostilbene is a resveratrol dimethylether derivative which shows higher bioavailability. The aim of the present study was to analyze the effect of pterostilbene on brown adipose tissue thermogenic markers in a model of genetic obesity, which shows reduced thermogenesis. The experiment was conducted with 30 Zucker (fa/fa) rats that were distributed in three experimental groups: control and two groups orally administered with pterostilbene at 15 and 30 mg/kg body weight/day for 6 weeks...
February 27, 2017: Journal of Physiology and Biochemistry
https://www.readbyqxmd.com/read/28242573/biorelevant-physicochemical-profiling-of-e-and-z-resveratrol-determined-from-isomeric-mixtures
#9
Gábor Orgován, Imre Gonda, Béla Noszál
Biorelevant, isomer-specific physicochemical parameters of resveratrol, a multifunctional component in red wines, with cardioprotective, anti-Alzheimer and several other pharmacologic activities were determined. The parameters include site-specific basicities, lipophilicities, solubilities and diffusion constants for the two geometric isomers. The protonation equilibria of (E)- and (Z)-resveratrol were monitored by (1)H NMR-pH titrations. Five closely related auxiliary compounds ((E)-pinostilbene, (Z)-pinostilbene, (E)-pterostilbene, (Z)-pterostilbene and resorcinol) were also studied...
December 19, 2016: Journal of Pharmaceutical and Biomedical Analysis
https://www.readbyqxmd.com/read/28202018/de-novo-biosynthesis-of-pterostilbene-in-an-escherichia-coli-strain-using-a-new-resveratrol-o-methyltransferase-from-arabidopsis
#10
Kyung Taek Heo, Sun-Young Kang, Young-Soo Hong
BACKGROUND: Pterostilbene, a structural analog of resveratrol, has higher oral bioavailability and bioactivity than that of the parent compound; but is far less abundant in natural sources. Thus, to efficiently obtain this bioactive resveratrol analog, it is necessary to develop new bioproduction systems. RESULTS: We identified a resveratrol O-methyltransferase (ROMT) function from a multifunctional caffeic acid O-methyltransferase (COMT) originating from Arabidopsis, which catalyzes the transfer of a methyl group to resveratrol resulting in pterostilbene production...
February 15, 2017: Microbial Cell Factories
https://www.readbyqxmd.com/read/28174611/pterostilbene-ameliorates-intracerebroventricular-streptozotocin-induced-memory-decline-in-rats
#11
Bhagyashree Naik, Abhijit Nirwane, Anuradha Majumdar
There is strong evidence that mitochondrial dysfunction mediated oxidative stress results in aging and energy metabolism deficits thus playing a prime role in pathogenesis of Alzheimer's disease, neuronal death and cognitive dysfunction. Evidences accrued in empirical studies suggest the antioxidant, anticancer and anti-inflammatory activities of the phytochemical pterostilbene (PTS). PTS also exhibits favourable pharmacokinetic attributes compared to other stilbenes. Hence, in the present study, we explored the neuroprotective role of PTS in ameliorating the intracerebroventricular administered streptozotocin (STZ) induced memory decline in rats...
February 2017: Cognitive Neurodynamics
https://www.readbyqxmd.com/read/28157155/disparate-effects-of-stilbenoid-polyphenols-on-hypertrophic-cardiomyocytes-in-vitro-vs-in-the-spontaneously-hypertensive-heart-failure-rat
#12
Bolanle C Akinwumi, Pema Raj, Danielle I Lee, Crystal Acosta, Liping Yu, Samuel M Thomas, Kalyanam Nagabhushanam, Muhammed Majeed, Neal M Davies, Thomas Netticadan, Hope D Anderson
Stilbenoids are bioactive polyphenols, and resveratrol (trans-3,5,40-trihydroxystilbene) is a representative stilbenoid that reportedly exerts cardioprotective actions. As resveratrol exhibits low oral bioavailability, we turned our attention to other stilbenoid compounds with a history of medicinal use and/or improved bioavailability. We determined the effects of gnetol (trans-3,5,20,60-tetrahydroxystilbene) and pterostilbene (trans-3,5-dimethoxy-40-hydroxystilbene) on cardiac hypertrophy. In vitro, gnetol and pterostilbene prevented endothelin-1-induced indicators of cardiomyocyte hypertrophy including cell enlargement and protein synthesis...
February 1, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28143765/functional-expression-of-plant-derived-o-methyltransferase-flavanone-3-hydroxylase-and-flavonol-synthase-in-corynebacterium-glutamicum-for-production-of-pterostilbene-kaempferol-and-quercetin
#13
Nicolai Kallscheuer, Michael Vogt, Michael Bott, Jan Marienhagen
Plant polyphenols receive significant attention due to their anti-oxidative and health-promoting properties, and several microorganisms are currently engineered towards producing these valuable compounds. Previously, Corynebacterium glutamicum has been engineered for synthesizing polyphenol core structures such as the stilbene resveratrol and the (2S)-flavanone naringenin. Decoration of these compounds by O-methylation or hydroxylation would provide access to polyphenols of even higher commercial interest. In this study, introduction of a heterologous O-methyltransferase into a resveratrol-producing C...
January 28, 2017: Journal of Biotechnology
https://www.readbyqxmd.com/read/28089584/pterostilbene-attenuates-high-glucose-induced-oxidative-injury-in-hippocampal-neuronal-cells-by-activating-nuclear-factor-erythroid-2-related-factor-2
#14
Yang Yang, Chongxi Fan, Bodong Wang, Zhiqiang Ma, Dongjin Wang, Bing Gong, Shouyin Di, Shuai Jiang, Yue Li, Tian Li, Zhi Yang, Erping Luo
In the present study, neuroblastoma (SH-SY5Y) cells were used to investigate the mechanisms mediating the potential protective effects of pterostilbene (PTE) against mitochondrial metabolic impairment and oxidative stress induced by hyperglycemia for mimicking the diabetic encephalopathy. High glucose medium (100mM) decreased cellular viability after 24h incubation which was evidenced by: (i) reduced mitochondrial complex I and III activities; (ii) reduced mitochondrial cytochrome C; (iii) increased reactive oxygen species (ROS) generation; (iv) decreased mitochondrial membrane potential (ΔΨm); and (v) increased lactate dehydrogenase (LDH) levels...
April 2017: Biochimica et Biophysica Acta
https://www.readbyqxmd.com/read/28087344/up-regulation-of-the-active-form-of-small-gtpase-rab13-promotes-macroautophagy-in-vascular-endothelial-cells
#15
Lu Zhang, Fang Dai, LiuQing Cui, Bo Zhou, YuQi Guo
The importance of macroautophagy (hereafter referred to as autophagy) in vascular endothelial cell (VEC) biology and dysfunction is increasingly recognized, but the molecular mechanisms of autophagy in VECs in the presence of serum are still poorly understood. Previously, we identified pterostilbene as a potent autophagy inducer of VECs in the presence of serum. In this study, we used pterostilbene as a tool to induce VEC autophagy and identified the differentially expressed genes using high-throughput DAN microarray...
April 2017: Biochimica et Biophysica Acta
https://www.readbyqxmd.com/read/28054238/protective-effects-of-pterostilbene-against-myocardial-ischemia-reperfusion-injury-in-rats
#16
Miao Wu, Shijuan Lu, Jianghua Zhong, Kang Huang, Saidan Zhang
Pterostilbene (PTB) has been suggested to protect against myocardial ischemia/reperfusion (MI/R) injury. Gas6/Axl signaling has been suggested to play an important role in cell survival. However, the interaction between PTB and Gas6/Axl signaling in MI/R remains unclear. This study aims to evaluate the role of Gas6/Axl signaling in the protective effects of PTB against MI/R injury. In experiment 1, the rats were subjected to 30 min of ischemia, followed by 3, 6, and 12 h of reperfusion, respectively. In experiment 2, the rats were administered intraperitoneally with PTB or vehicle and subjected to MI/R injury...
April 2017: Inflammation
https://www.readbyqxmd.com/read/27936461/pterostilbene-protects-against-myocardial-ischemia-reperfusion-injury-via-suppressing-oxidative-nitrative-stress-and-inflammatory-response
#17
Zhaoxia Yu, Shaohua Wang, Xiangyang Zhang, Ying Li, Qiang Zhao, Tao Liu
Recent studies have shown that pterostilbene (Pte) confers protection against myocardial ischemia/reperfusion injury. The oxidative/nitrative stress and inflammation induce injury after myocardial ischemia/reperfusion. The present study was designed to evaluate whether treatment with Pte attenuates oxidative/nitrative stress and inflammation in myocardial ischemia/reperfusion (MI/R). Rats were subjected to 30min of myocardial ischemia and 3h of reperfusion, and the rats were administered with vehicle or Pte...
February 2017: International Immunopharmacology
https://www.readbyqxmd.com/read/27925249/inhibition-of-glucuronidation-and-oxidative-metabolism-of-buprenorphine-using-gras-compounds-or-dietary-constituents-supplements-in-vitro-proof-of-concept
#18
Neha V Maharao, Anand A Joshi, Phillip M Gerk
The present study investigated the potential of generally recognized as safe (GRAS) compounds or dietary substances to inhibit the presystemic metabolism of buprenorphine and to increase its oral bioavailability. Using IVIVE, buprenorphine extraction ratios in intestine and liver were predicted as 96% and 71%, respectively. In addition, the relative fraction of buprenorphine metabolized by oxidation and glucuronidation in these two organs was estimated using pooled human intestinal and liver microsomes. In both organs, oxidation appeared to be the major metabolic pathway with a 6 and 4 fold higher intrinsic clearance than glucuronidation in intestine and liver, respectively...
December 7, 2016: Biopharmaceutics & Drug Disposition
https://www.readbyqxmd.com/read/27882602/the-resveratrol-derivatives-trans-3-5-dimethoxy-4-fluoro-4-hydroxystilbene-and-trans-2-4-5-trihydroxystilbene-decrease-oxidative-stress-and-prolong-lifespan-in-caenorhabditis-elegans
#19
Nadine Fischer, Christian Büchter, Karoline Koch, Sabrina Albert, René Csuk, Wim Wätjen
OBJECTIVES: Resveratrol (trans-3,4',5-trihydroxystilbene (1)) was previously shown to extend the lifespan of different model organisms. However, its pharmacological efficiency is controversially discussed. Therefore, the bioactivity of four newly synthesized stilbenes (trans-3,5-dimethoxy-4-fluoro-4'-hydroxystilbene (3), trans-4'-hydroxy-3,4,5-trifluorostilbene (4), trans-2,5-dimethoxy-4'-hydroxystilbene (5), trans-2,4',5-trihydroxystilbene (6)) was compared to (1) and pterostilbene (trans-3,5-dimethoxy-4'-hydroxystilbene (2)) in the established model organism Caenorhabditis elegans...
January 2017: Journal of Pharmacy and Pharmacology
https://www.readbyqxmd.com/read/27869675/pterostilbene-inhibits-human-multiple-myeloma-cells-via-erk1-2-and-jnk-pathway-in-vitro-and-in-vivo
#20
Bingqian Xie, Zhijian Xu, Liangning Hu, Gege Chen, Rong Wei, Guang Yang, Bo Li, Gaomei Chang, Xi Sun, Huiqun Wu, Yong Zhang, Bojie Dai, Yi Tao, Jumei Shi, Weiliang Zhu
Multiple myeloma (MM) is the second most common malignancy in the hematologic system, which is characterized by accumulation of plasma cells in bone marrow. Pterostilbene (PTE) is a natural dimethylated analog of resveratrol, which has anti-oxidant, anti-inflammatory and anti-tumor properties. In the present study, we examined the anti-tumor effect of PTE on MM cell lines both in vitro and in vivo using the cell counting kit (CCK)-8, apoptosis assays, cell cycle analysis, reactive oxygen species (ROS) generation, JC-1 mitochondrial membrane potential assay, Western blotting and tumor xenograft models...
November 17, 2016: International Journal of Molecular Sciences
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