Home Angiogenesis Antioxidant chemical Syringic acid

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Syringic acid Antioxidant chemical

Cat.No.S3629

Syringic acid (NSC 2129, SYRA) is a potential antioxidant used in traditional Chinese medicine and is an emerging nutraceutical. It has potential anti-angiogenic, anti-glycating, anti-hyperglycaemic, neuroprotective, and memory-enhancing properties.
Syringic acid Antioxidant chemical Chemical Structure

Chemical Structure

Molecular Weight: 198.17

Jump to Mechanism of Action Solubility Chemical Information, Storage & Stability

Quality Control

Batch: S362901 DMSO]39 mg/mL]false]Ethanol]39 mg/mL]false]Water]1 mg/mL]false Purity: 99.85%
99.85

Chemical Information, Storage & Stability

Molecular Weight 198.17 Formula

C9H10O5
 

 Storage (From the date of receipt) 3 years -20°C powder (seal)
CAS No. 530-57-4 Download SDF Storage of Stock Solutions

Synonyms 3,5-dimethyl ether Gallic Acid, 3,5-dimethoxy-4-hydroxy Benzoic Acid, NSC 2129, SYRA Smiles COC1=CC(=CC(=C1O)OC)C(=O)O

Solubility

In vitro
Batch:

DMSO : 39 mg/mL (196.8 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO.)

Ethanol : 39 mg/mL

Water : 1 mg/mL

Molarity Calculator

Mass Concentration Volume Molecular Weight

In vivo
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

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Mechanism of Action

In vitro

Syringic acid ameliorates the expressions of TH, DAT and VMAT2 and also significantly attenuates MPTP/p2 induced increased inflammatory markers expression[1]. This compound pretreatment obviously inhibits H2O2-induced RGC-5 cell injury and also decreases H2O2-induced ROS production and MDA content. It may protect RGC-5 cells against apoptosis induced by H2O2 through the activation of PI3K/Akt signaling pathway[3]. This chemical shows a time- and dose-dependent (IC50 = 0.95-1.2 mg/mL) antimitogenic effect against cancer cells with little cytotoxicity on normal fibroblasts (≤20%). It alters cell cycle (S/G2-M or G1/G2-M phases) in a time-dependent manner, induces apoptosis, inhibits DNA-binding activity of NFκB (p ≤ 0.0001), chymotrypsin-like/PGPH (peptidyl-glutamyl peptide-hydrolyzing) (p ≤ 0.0001) and the trypsin-like (p ≤ 0.002) activities of 26S proteasome and angiogenesis. It also differentially sensitizes cancer cells to standard chemotherapies with a marked increase in their sensitivity to camptothecin (500-fold), 5FU (20,000-fold), doxorubicin (210-fold), taxol (3134-fold), vinblastine (1000-fold), vincristine (130-fold) and amsacrine (107-fold) compared to standard drugs alone. This compound exerts its chemotherapeutic and chemo-sensitizing effects through an array of mechanisms including cell-cycle arrest, apoptosis induction, inhibition of cell proliferation, cell migration, angiogenesis, NFκB DNA-binding and proteasome activities[4].
In vivo

Syringic acid has hepatoprotective effects in various animal models. Oral administration of this compound (10mg/kg of body weight) is reported partial recovery of learning and memory impairment by amyloid β induced neurotoxicity in mice. It also facilitates protective effects on kidney in renal ischemia-reperfusion injury. Antimicrobial activities of this chemical are also reported against various pathogens. Anticancer effects of it are explored on A549 lung carcinoma cells and is found to show apoptotic effects with an IC50 of 30 μM[1]. This acid attenuates the elevation of glycoprotein components in normal and diabetic rats. It may increase insulin secretion of pancreatic β-cells and normalize the plasma glucose level[2].
References

Clinical Trial Information

(data from https://clinicaltrials.gov, updated on 2024-05-22)

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT05025189 Completed
Healthy
University of California Los Angeles|The California Table grape Commission
 October 5 2020 Not Applicable

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