480-39-7

Usage

Chemical Properties

Solid

Uses

Different sources of media describe the Uses of 480-39-7 differently. You can refer to the following data:
1. Pinocembrin is a flavanoid with antioxidant activity found in damiana, honey, and propolis. Recent studies show that Pinocembrin maybe be a therapeutic option in reducing cerebral ischemia/reperfusion injury as a result of its anti-oxidative and anti-apoptotic effects. Pinocembrin displayed neuroprotective effects in glutamate injury model partly by inhibiting p53 expression causing a lower Bax-Bc l-2 ratio and by inhibiting the release of cytochrome c.
2. Pinocembrin is a flavanoid with antioxidant activity found in damiana, honey, and propolis. Recent studies show that Pinocembrin maybe be a therapeutic option in reducing cerebral ischemia/reperfusion injury as a result of its anti-oxidative and anti-apoptotic effects. Pinocembrin displayed neuroprotective effects in glutamate injury model partly by inhibiting p53 expression causing a lower Bax-Bcl-2 ratio and by inhibiting the release of cytochrome c.

InChI:InChI=1/C15H12O4/c16-10-6-12(17)11-8-13(18)15(19-14(11)7-10)9-4-2-1-3-5-9/h1-7,15-17H,8H2

Upstream product

• 100-52-7 benzaldehyde 
• 6157-13-7 1-[2-hydroxy-4,6-bis-(tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-ethanone 
• 1159852-73-9 C₂₂H₁₈O₄ 
• 480-40-0 5,7-dihydroxy-2-phenyl-chromen-4-one 
• 1268685-90-0 litchioside D 
• 480-39-7 pinocembrin 
• 120980-33-8 7-(benzyloxy)-5-hydroxyflavanone 
• 1159852-71-7 C₃₀H₂₇NO₃ 
• 108-73-6 3,5-dihydroxyphenol 
• 21947-71-7 cinnamic anhydride 
• 102-92-1 cinnamoyl chloride 
• 102-92-1 Cinnamoyl chloride 
• 1036-72-2 5,7-dimethoxyflavone 
• 140-10-3 (E)-3-phenylacrylic acid 

Downstream Products

• 88503-16-6 2'.4'.6'-triacetoxy-trans-chalcone 
• 109592-60-1 7-acetylpinocembrine 
• 480-40-0 5,7-dihydroxy-2-phenyl-chromen-4-one 
• 111441-88-4 2S-5,7-dihydroxyflavanone diacetate 
• 725743-58-8 3,5,7-trihydroxydihydroflavonol 
• 77222-70-9 5,7-dihydroxy-8-geranylflavanone 
• 1036-72-2 Pinocembrin dimethyl ether 

Relevant academic research and scientific papers

New flavanonglycoside from Glycyrrhiza glabra

A new flavanonglycoside pinocembroside, 2(S)-7-O-β-D-glucopyranosyl-5-hydroxyflavanone, was isolated from the aerial part of Glycyrrhiza glabra L. Its structure was determined using chemical transformations and spectral data.

Flavonoid glycosides from the seeds of litchi chinensis

Seven flavonoid glycosides, including one new (1) and five previously uncharacterized (3-7), were obtained from the seeds of lychee (Litchi chinensis Sonn. cv. Heiye) by means of repetitive column chromatography and high-performance liquid chromatography (HPLC) preparation. They were identified as litchioside D (1), (-)-pinocembrin 7-O-neohesperidoside (2), (-)-pinocembrin 7-O-rutinoside (3), taxifolin 4′-O-β-d-glucopyranoside (4), kaempferol 7-O-neohesperidoside (5), tamarixetin 3-O-rutinoside (6), and phlorizin (7) on the basis of spectroscopic analysis and comparison of their data to the values reported in the literatures. Among them, compounds 1, 4, and 5 showed in vitro antitumor activity against A549, LAC, Hep-G2, and HeLa cell lines in the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) colorimetric assay.

Design, synthesis, and cholinesterase inhibition assay of liquiritigenin derivatives as anti-Alzheimer's activity

The marine environment is a rich resource for discovering functional materials, and seaweed is recognized for its potential use in biology and medicine. Liquiritigenin has been isolated and identified from Sargassum pallidum. To find new anti-Alzheimer's activity, we designed and synthesized thirty-two 7-prenyloxy-2,3-dihydroflavanone derivatives (3a-3p) and 5-hydroxy-7-prenyloxy-2,3-dihydro-flavanone derivatives (4a-4p) as cholinesterases inhibitors based on liquiritigenin as the lead compound. Inhibition screening against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) indicated that all synthesized compounds possessed potent AChE inhibitory activity and moderated to weak BuChE inhibitory activity in vitro. Kinetic studies demonstrated that compound 4o inhibited AChE via a dual binding site ability. In addition, all compounds displayed the radical scavenging effects. Finally, the molecular docking simulation of 4o in AChE active site displayed good agreement with the obtained the pharmacological results.

Novel chromenone derivatives having substituted biphenyl group and a pharmaceutical composition for prevention or treatment of allergic diseases compring the same

The present invention relates to: a novel chromenone derivative compound capable of effectively suppressing an allergic immune response by inhibiting signal transduction mediated by thymic stromal lymphopoietin (TSLP); and a pharmaceutical composition capable of fundamentally preventing or treating various allergic diseases by using the same.COPYRIGHT KIPO 2021

Regioselective O-glycosylation of flavonoids by fungi Beauveria bassiana, Absidia coerulea and Absidia glauca

In the present study, the species: Beauveria bassiana, Absidia coerulea and Absidia glauca were used in biotransformation of flavones (chrysin, apigenin, luteolin, diosmetin) and flavanones (pinocembrin, naringenin, eriodictyol, hesperetin). The Beauveria bassiana AM 278 strain catalyzed the methylglucose attachment reactions to the flavonoid molecule at positions C7 and C3′. The application of the Absidia genus (A. coerulea AM 93, A. glauca AM 177) as the biocatalyst resulted in the formation of glucosides with a sugar molecule present at C7 and C3′ positions of flavonoids skeleton. Nine of obtained products have not been previously reported in the literature.

Bioactive Formylated Flavonoids from Eugenia rigida: Isolation, Synthesis, and X-ray Crystallography

Two new flavonoids, rac-6-formyl-5,7-dihydroxyflavanone (1) and 2′,6′-dihydroxy-4′-methoxy-3′-methylchalcone (2), together with five known derivatives, rac-8-formyl-5,7-dihydroxyflavanone (3), 4′,6′-dihydroxy-2′-methoxy-3′-methyldihydrochalcone (4), rac-7-hydroxy-5-methoxy-6-methylflavanone (5), 3′-formyl-2′,4′,6′-trihydroxy-5′-methyldihydrochalcone (6), and 3′-formyl-2′,4′,6′-trihydroxydihydrochalcone (7), were isolated from the leaves of Eugenia rigida. The individual (S)- and (R)-enantiomers of 1 and 3, together with the corresponding formylated flavones 8 (6-formyl-5,7-dihydroxyflavone) and 9 (8-formyl-5,7-dihydroxyflavone), as well as 2′,4′,6′-trihydroxychalcone (10), 3′-formyl-2′,4′,6′-trihydroxychalcone (11), and the corresponding 3′-formyl-2′,4′,6′-trihydroxydihydrochalcone (7) and 2′,4′,6′-trihydroxydihydrochalcone (12), were synthesized. The structures of the isolated and synthetic compounds were established via NMR, HRESIMS, and electronic circular dichroism data. In addition, the structures of 3, 5, and 8 were confirmed by single-crystal X-ray diffraction crystallography. The isolated and synthetic flavonoids were evaluated for their antimicrobial and cytotoxic activities against a panel of microorganisms and solid tumor cell lines.

Fast and efficient synthesis of flavanones from cinnamic acids

A fast and efficient synthesis of flavanones from cinnamic acids in three steps has been developed. First, the cinnamic acid was converted to cinnamyol chlorides using SOCl2. The acid chlorides were then treated with substituted phenols in BF3· OEt2to furnish corresponding chalcones in 42(75% yields. Base-catalyzed cyclization of the chalcones at room temperature afforded corresponding flavones in 85–95% yields. The conversion of the cinnamic acid derivatives to corresponding chalcones was found to be sensitive to the position and nature of the substituents on the aromatic rings.

Synthesis and antidiabetic activity of 5,7-dihydroxyflavonoids and analogs

In a study to evaluate the structural elements essential for the antidiabetic activity of flavonoids, we synthesized two series of flavonoids, 5,7-dihydroxyflavanones and 5,7-dihydroxyflavones. In a screening for potential antidiabetic activity, most of the flavonoids showed a remarkable in vitro activity, and compounds 1f, 2d, and 3c were significantly more effective than the positive control, metformin. The biological activity was mainly affected by structural modification at the ring B moiety of the flavonoid skeleton. The results suggest that 5,7-dihydroxyflavonoids can be considered as promising candidates in the development of new antidiabetic lead compounds. Copyright

Identification and synthesis of impurities in pinocembrin-A new drug for the treatment of ischemic stroke

Four minor impurities in pinocembrin (1)-a new drug to treat ischemic stroke, were analysed and identified by means of HPLC-UV-MS analysis, spectroscopic evidences and chemical synthetic methods. Their chemical structures were identified as 5,7-dihydroxy-2-phenyl-4H-1-benzopyran-4-one (2), 3-phenyl-1-(2,4,6-trihydroxyphenyl)-1-propanone (3), 5,7-dihydroxy-2-cyclohexyl- 4H-1-benzopyran-4-one (4), and 2,3-dihydro-5,7-dihydroxy-2-cyclohexyl-4H-1- benzopyran-4-one (5), respectively. All of the impurities were side products of excessive hydrogenation of the target product 1 or the starting material 2 in the course of synthesis, and 5 was a new compound.

Synthesis and studies on antidepressant effect of 5,7-Dihydroxyflavanone derivatives

A series of 5,7-dihydroxyflavanone derivatives were synthesized and evaluated their antidepressant activities. The results showed that of nine compounds significantly reduced times during the forced swimming test at a dose of 10 mg/kg, indicative of antidepressant activity. Among the compounds, 4o (4'-methoxy-5,7,3'-trihydroxyflavanone) was found to be the most potent and it was observed that the compound 4o at dose of 10, 20 and 40 mg/kg significantly reduced the duration of immobility times in the Forced swimming test in mice 0.5 h after treatment.