Syringic acid

Synonyms: 3,5-dimethyl ether Gallic Acid, 3,5-dimethoxy-4-hydroxy Benzoic Acid, NSC 2129, SYRA

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 Chemical Structure

Syringic acid Chemical Structure

CAS No. 530-57-4

Purity & Quality Control

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

Syringic acid Related Products

Biological Activity

Description 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.
In vitro
In vitro

Syringic acid ameliorates the expressions of TH, DAT and VMAT2 and also significantly attenuates MPTP/p2 induced increased inflammatory markers expression[1]. SYRA pretreatment obviously inhibits H2O2-induced RGC-5 cell injury and also decreases H2O2-induced ROS production and MDA content. Syringic acid may protect RGC-5 cells against apoptosis induced by H2O2 through the activation of PI3K/Akt signaling pathway[3]. Syringic acid 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%). SYRA 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. SYRA 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. SYRA 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].

Cell Research Cell lines SW1116, SW837 and CRL1554 cells
Concentrations 0-2 mg/mL
Incubation Time 24-72 h
Method

Colorectal cancer cell lines(SW1116 and SW837) and normal human fibroblasts (CRL1554) are plated in 96-well microtiter plates at a cell density of 27×103 cells/well. Cells are incubated for 24-72 h in a culture medium containing increasing concentration of SA (0-2 mg/mL)at 37℃ in a non-CO2 incubator. After completion of the treatment period, the media are discarded and 100 mL/well of MTT (5 mg/mL membrane filter sterilized culture medium) is added and the plate is incubated for 4 h at 37℃. MTT solution is aspirated and the purple-colored formazan crystals, thus formed, are dissolved in 200mL/well of DMSO:ethanol (1:1; v/v) for 20 min at ambient temperature to lyse the cells and dissolve the colored crystals formed in viable cells.

In Vivo
In vivo

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

Animal Research Animal Models male Wistar rats
Dosages 50 mg/kg
Administration oral
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

Chemical Information & Solubility

Molecular Weight 198.17 Formula

C9H10O5
 

CAS No. 530-57-4 SDF Download Syringic acid SDF
Smiles COC1=CC(=CC(=C1O)OC)C(=O)O
Storage (From the date of receipt) 3 years -20°C powder (seal)

In vitro
Batch:

DMSO : 39 mg/mL ( (196.8 mM) Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)

Ethanol : 39 mg/mL

Water : 1 mg/mL


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In vivo
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