530-57-4 Usage
Description
Syringic acid, a naturally occurring O-methylated phenolic acid, is found in various plants and can be enzymatically degraded by certain bacteria as a source of methane or methanol. It is a component of phenolic extracts from plants, exhibiting antioxidant and prooxidant activities. Syringic acid has been shown to inhibit aldose reductase, proteasome activity, and cancer cell proliferation. It is also known to inhibit α-amylase and α-glucosidase activities, reducing lipid peroxidation in vitro. Chemically, it is a light brown powder and is defined as a dimethoxybenzene that is a 3,5-dimethyl ether derivative of gallic acid.
Uses
1. Used in Anticancer Applications:
Syringic acid is used as an antiproliferative agent for its ability to inhibit cancer cell proliferation, making it a potential candidate in the development of cancer treatments.
2. Used in Antifungal Applications:
Syringic acid is utilized as an antifungal agent, providing protection against fungal infections due to its antimicrobial properties.
3. Used in Biological Studies:
Syringic acid is employed in biological studies for electron transfer from plant phenolates to carotenoid radical cations, with antioxidant interaction entering the Marcus theory inverted region. This application aids in understanding the complex interactions between plant phenolates and carotenoids, which can have implications in various biological processes.
4. Used in Enzymatic Degradation:
Syringic acid is used as a substrate for enzymatic degradation by certain bacteria, which can convert it into methane or methanol. This process has potential applications in bioenergy production and waste management.
5. Used in Phenolic Extracts:
Syringic acid is a component of phenolic extracts from various plants, which are used for their antioxidant and prooxidant activities. These extracts have potential applications in the pharmaceutical, cosmetic, and food industries, where their antioxidant properties can be harnessed for various health and preservation purposes.
6. Used in Inhibiting Enzyme Activities:
Syringic acid is used to inhibit α-amylase and α-glucosidase activities, which can help in managing blood sugar levels and reducing the risk of diabetes-related complications. This application can be particularly useful in the development of drugs and supplements for diabetes management.
7. Used in Reducing Lipid Peroxidation:
Syringic acid is utilized to reduce lipid peroxidation in vitro, which can help in preventing cellular damage and maintaining overall health. This application can be beneficial in the development of antioxidants and other products aimed at promoting health and wellness.
Purification Methods
Recrystallise syringic acid from H2O using charcoal [Bogert & Coyne J Am Chem Soc 51 571 1929, Anderson & Nabenhauer J Am Chem Soc 48 3001 1926.] The methyl ester has m 107o (from MeOH), the 4-acetyl derivative has m 190o and the 4-benzoyl derivative has m 229-232o. [Hahn & Wassmuth Chem Ber 67 2050 1934, UV: Lemon J Am Chem Soc 69 2998 1947 and Pearl & Beyer J Am Chem Soc 72 1743 1950, Beilstein 10 IV 1995.]
Check Digit Verification of cas no
The CAS Registry Mumber 530-57-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,3 and 0 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 530-57:
(5*5)+(4*3)+(3*0)+(2*5)+(1*7)=54
54 % 10 = 4
So 530-57-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H10O5/c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10/h3-4,10H,1-2H3,(H,11,12)
530-57-4Relevant articles and documents
Interaction of anthocyanins and anthocyanidins with α-hydroxyethyl radicals
Domnina,Fenin,Ermakov,Magomedbekov
, p. 388 - 393 (2015)
The products of interaction of anthocyanins and anthocyanidins with α-hydroxyethyl radicals have been studied using spectrophotometry and liquid chromatography-mass spectrometry. It has been shown that anthocyanins and anthocyanidins oxidize the hydroxyethyl radical. The anthocyanin transformation products are oxidized with oxygen to the parent anthocyanins. Anthocyanidins irreversibly react to form the corresponding hydroxybenzoic acid and presumably 4-(2-hydroxyethyl)resorcinol.
Method for promoting iron-catalyzed oxidation of aromatic compound carbon - hydrogen bond to synthesize phenol by ligand
-
Paragraph 0072-0073; 0127, (2021/09/21)
The method comprises the following steps: iron is used as - a catalyst metal; a sulfur-containing amino acid or cystine-derived dipeptide is a ligand; and under the common action of hydrogen peroxide as an oxidizing agent, an aromatic compound is synthesized to prepare a phenol. Under the action of an acid as an accelerant and hydrogen peroxide as an oxidizing agent, the aryl carbon - hydrogen bond is directly hydroxylated to form a phenolic compound, and the method for preparing the phenol by the catalytic oxidation reaction has a plurality of advantages. The reaction raw materials, the oxidant and the promoter are wide in source, low in price, environment-friendly and good in stability. The aromatic compound carbon - hydrogen bonds directly participate in the reaction to react in one step to form phenol. The reaction condition is mild, the functional group compatibility and the application range are wide. The reaction selectivity is good; under the optimized reaction conditions, the target product separation yield can reach 85%.
Terpenoid and phenolic constituents from the roots of Ilex pubescens
Zhou, Xu-Dong,Xu, Xiang-Wei,Xi, Yi-Yuan,Zhou, Yuan
, (2019/08/20)
Five new metabolites, including two monoterpene glycosides Pubescenosides L–M (1–2) and three phenolic glycosides, Pubescenosides N-P (3–5), along with nineteen known ones, including liganoids, hemiterpenoids and caffeoylquinic acid derivates, were isolated from the roots of Ilex pubescens. Their structures were elucidated from extensive spectroscopic analysis, including 1D and 2D NMR experiments. This study is the first to report monoterpene glycosides with β-pinene aglycone in Aquifoliaceae. Nine of these compounds were evaluated in vitro for their anti-platelet aggregation activities. Among them, compounds 3 and 4 showed moderate inhibitory activities on ADP-induced blood platelet aggregation [inhibition (%): 32.3 and 33.6, respectively] as compared to aspirin.
