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(+/-)-Naringenin - CAS 93602-28-9

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Category
Main Product
Product Name
(+/-)-Naringenin
Catalog Number
93602-28-9
Synonyms
TIMTEC-BB SBB006461;5,7,4'-TRIHYDROXYFLAVANONE;5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)CHROMAN-4-ONE;(+/-)-2,3-DIHYDRO-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE;(+/-)-4',5,7-Trihydroxyflavanone;(+/-)-Naringenin
CAS Number
93602-28-9
Molecular Weight
272.30
Molecular Formula
C15H12O5
COA
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MSDS
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Structure
CAS 93602-28-9 (+/-)-Naringenin
Specification
Purity
95%
Boiling Point
577.5ºC at 760 mmHg
Melting Point
247-250ºC(lit.)
Density
1.485 g/cm3
Reference Reading
1.Naringenin Inhibits Superoxide Anion-Induced Inflammatory Pain: Role of Oxidative Stress, Cytokines, Nrf-2 and the NO-cGMP-PKG-KATPChannel Signaling Pathway.
Manchope MF1, Calixto-Campos C1, Coelho-Silva L1, Zarpelon AC1, Pinho-Ribeiro FA1, Georgetti SR2, Baracat MM2, Casagrande R2, Verri WA Jr1. PLoS One. 2016 Apr 5;11(4):e0153015. doi: 10.1371/journal.pone.0153015. eCollection 2016.
In the present study, the effect and mechanism of action of the flavonoid naringenin were evaluated in superoxide anion donor (KO2)-induced inflammatory pain in mice. Naringenin reduced KO2-induced overt-pain like behavior, mechanical hyperalgesia, and thermal hyperalgesia. The analgesic effect of naringenin depended on the activation of the NO-cGMP-PKG-ATP-sensitive potassium channel (KATP) signaling pathway. Naringenin also reduced KO2-induced neutrophil recruitment (myeloperoxidase activity), tissue oxidative stress, and cytokine production. Furthermore, naringenin downregulated KO2-induced mRNA expression of gp91phox, cyclooxygenase (COX)-2, and preproendothelin-1. Besides, naringenin upregulated KO2-reduced nuclear factor (erythroid-derived 2)-like 2 (Nrf2) mRNA expression coupled with enhanced heme oxygenase (HO-1) mRNA expression. In conclusion, the present study demonstrates that the use of naringenin represents a potential therapeutic approach reducing superoxide anion-driven inflammatory pain.
2.Naringenin-induced migration of embrynoic trophectoderm cells is mediated via PI3K/AKT and ERK1/2 MAPK signaling cascades.
Lim W1, Song G2. Mol Cell Endocrinol. 2016 Mar 17. pii: S0303-7207(16)30066-1. doi: 10.1016/j.mce.2016.03.018. [Epub ahead of print]
For successful pregnancy, a well-coordinated network of growth factors, nutrients and hormones is required for fetal-maternal interactions. Naringenin, as a weak phytoestrogen, improves diabetes, inflammation, neuronal diseases, cardiovascular diseases and cancers. However, the role of naringenin in migration mechanism(s) of peri-implantation conceptuses is unknown. Therefore, in the present study, we determined the effects of naringenin on migration of porcine trophectoderm (pTr) cells, which is a known in vitro model for research on trophectoderm cell biology and placental-fetal developmental biology, in order to assess intracellular signal transduction pathways activated by naringenin. Migration of pTr cells increased in a dose-dependent manner in response to naringenin. Also, naringenin activated the phosphorylation of AKT and ERK1/2 proteins in a dose-dependent manner and those proteins were abundant mainly in the cytoplasm of naringenin-treated pTr cells.
3.Improved thermostable polyvinyl alcohol electrospun nanofibers with entangled naringinase used in a novel mini-packed bed reactor.
Nunes MA1, Martins S1, Rosa ME2, Gois PM1, Fernandes PC3, Ribeiro MH4. Bioresour Technol. 2016 Mar 14. pii: S0960-8524(16)30352-2. doi: 10.1016/j.biortech.2016.03.058. [Epub ahead of print]
Polyvinyl alcohol (PVA) electrospun nanofibers were produced using an electrospinning technique. Key parameters (e.g. collectors, distance from needle tip to collector, among others) that influence the structure and morphology of fibers were optimized. The naringinase entrapped in PVA nanofibers retained over 100% of its initial activity after 212h of operation, at 25°C. Chemical crosslinking with several boronic acids further increased the hydrolysis temperature (up to 85°C) and yielded nanofibers with thermal stability up to 121°C. A mini packed bed reactor (PBR) developed to establish the feasibility for continuous enzymatic operation, ran for 16days at 45°C. Highest naringenin biosynthesis was attained at a flow rate of 10mLh-1. Highest volumetric (78molL-1h-1) and specific (26molh-1genzyme-1) productivities were attained at 30mLh-1. The activity of NGase in electrospun nanofibers remained constant for almost 16days of operation at 10mLh-1.
4.Computational Approach Towards Exploring Potential Anti-Chikungunya Activity of Selected Flavonoids.
Seyedi SS1, Shukri M1, Hassandarvish P1, Oo A1, Muthu SE1, Abubakar S1, Zandi K1. Sci Rep. 2016 Apr 13;6:24027. doi: 10.1038/srep24027.
Chikungunya virus (CHIKV) is a mosquito-borne alphavirus that causes chikungunya infection in humans. Despite the widespread distribution of CHIKV, no antiviral medication or vaccine is available against this virus. Therefore, it is crucial to find an effective compound to combat CHIKV. We aimed to predict the possible interactions between non-structural protein 3 (nsP) of CHIKV as one of the most important viral elements in CHIKV intracellular replication and 3 potential flavonoids using a computational approach. The 3-dimensional structure of nsP3 was retrieved from the Protein Data Bank, prepared and, using AutoDock Vina, docked with baicalin, naringenin and quercetagetin as ligands. The first-rated ligand with the strongest binding affinity towards the targeted protein was determined based on the minimum binding energy. Further analysis was conducted to identify both the active site of the protein that reacts with the tested ligands and all of the existing intermolecular bonds.
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