(+)-Proanthocyanidin A2 - CAS 41743-41-3
Catalog number: B0005-479863
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Molecular Formula:
C30H24O12
Molecular Weight:
576.50
COA:
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Chemical Family:
Flavonoids
Description:
(+)-Proanthocyanidin A2 is a polyphenol oxidase (PPO) substrates isolated from grape seeds (Vitis vinifera L). Proanthocyanidins represent one of the major groups of plant polyphenols. A2 could isolated from the acetone-water extract (7:3, v/v) of horse chestnut seed shells (Aesculus hyppocastanum), after extraction with ethyl acetate, by combined LH-20 chromatography and TLC on Silicagel 60 plates.
Ordering Information
Catalog Number Size Price Stock Quantity
B0005-479863 5mg $368 In stock
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Purity:
> 98%
Appearance:
Pale pink solid
Synonyms:
8,​14-​Methano-​2H,​14H-​1-​benzopyrano[7,​8-​d]​[1,​3]​benzodioxocin-​3,​5,​11,​13,​15-​pentol, 2,​8-​bis(3,​4-​dihydroxyphenyl)​-​3,​4-​dihydro-​, (2R,​3R,​8S,​14R,​15R)​-; 8,14-Methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol, 2,8-bis(3,4-dihydroxyphenyl)-3,4-dihydro-, [2R-(2α,3α,8β,14β,15R*)]-; (2R,3R,8S,14R,15R)-2,8-Bis(3,4-dihydroxyphenyl)-3,4-dihydro-8,14-methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol; (+)-Epicatechin-(4β-8,2β-O-7)-epicatechin; Dimeric catechin
Solubility:
Soluble in DMSO, 100% ethanol or methanol. Sparingly soluble in water (0.1 mg/ml)
Storage:
Store in a cool and dry place and at 0 - 4℃ for short term (days to weeks) or -42℃ for long term (months to years).
MSDS:
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Quality Standard:
Enterprise Standard
Quantity:
Milligrams-Grams
Boiling Point:
946.0±65.0 °C | Condition: Press: 760 Torr
Density:
1.766±0.06 g/cm3
1.Development of a Thiolysis HPLC Method for the Analysis of Procyanidins in Cranberry Products.
Gao C;Cunningham DG;Liu H;Khoo C;Gu L J Agric Food Chem. 2018 Mar 7;66(9):2159-2167. doi: 10.1021/acs.jafc.7b04625. Epub 2018 Feb 21.
The objective of this study was to develop a thiolysis HPLC method to quantify total procyanidins, the ratio of A-type linkages, and A-type procyanidin equivalents in cranberry products. Cysteamine was utilized as a low-odor substitute of toluene-α-thiol for thiolysis depolymerization. A reaction temperature of 70 °C and reaction time of 20 min, in 0.3 M of HCl, were determined to be optimum depolymerization conditions. Thiolytic products of cranberry procyanidins were separated by RP-HPLC and identified using high-resolution mass spectrometry. Standards curves of good linearity were obtained on thiolyzed procyanidin dimer A2 and B2 external standards. The detection and quantification limits, recovery, and precision of this method were validated. The new method was applied to quantitate total procyanidins, average degree of polymerization, ratio of A-type linkages, and A-type procyanidin equivalents in cranberry products. Results showed that the method was suitable for quantitative and qualitative analysis of procyanidins in cranberry products.
2.Characterization of Date (Deglet Nour) Seed Free and Bound Polyphenols by High-Performance Liquid Chromatography-Mass Spectrometry.
Sirisena S;Zabaras D;Ng K;Ajlouni S J Food Sci. 2017 Feb;82(2):333-340. doi: 10.1111/1750-3841.13625. Epub 2017 Jan 18.
Date (Pheonix dactylifera L.) seeds are a valuable and abundant by-product with various potential food applications. Free polyphenols (FPPs) and bound polyphenols (BPPs) of date seeds from Deglet Nour variety grown in Australia were investigated using high-performance liquid chromatography-mass spectrometry. The FPP fraction contained the following main phenolic compounds per gram of date seed powder; procyanidin B1 (499.8 ± 7.8 μg), procyanidin B2 (288.6 ± 6.1 μg), catechin (167.6 ± 2.1 μg), epicatechin (39.44 ± 0.39 μg), and protocatechuic acid (1.77 ± 0.22 μg). Additionally, one of the 2 A-type dimers was confirmed as procyanidin A2 (24.05 ± 0.12 μg/g). A-type dimers have not been reported before in date seeds. The BPP fraction contained epicatechin (52.59 ± 0.76 μg/g) and procyanidin B2 (294.2 ± 3.7 μg/g), while several peaks exhibiting ESI;-; m/z of 153 indicated dihydroxybenzoic acid isomers including protocatechuic acid (2.138 ± 0.025 μg/g). These findings contributed to our knowledge of date seed phytochemicals and understanding of their contribution to the reported bioactivities.
3.Anti-HIV-1 integrase compound from Pometia pinnata leaves.
Suedee A;Tewtrakul S;Panichayupakaranant P Pharm Biol. 2013 Oct;51(10):1256-61. doi: 10.3109/13880209.2013.786098. Epub 2013 Jul 11.
CONTEXT: ;HIV-1 integrase (HIV-1 IN) is a key enzyme involved in the replication cycle of the retrovirus. Any new knowledge on inhibitors of this enzyme could provide essential clues for the development of anti-HIV drugs.;OBJECTIVE: ;To evaluate anti-HIV-1 IN activity of some Thai medicinal plant extracts, and the extract that possessed the strongest anti-HIV-1 IN activity was subjected to isolation of the active compounds.;MATERIALS AND METHODS: ;Ethanol extracts of eight Thai medicinal plants were evaluated for their inhibitory effect against HIV-1 IN. An extract of Pometia pinnata J. R. Forst. & G. Forst (Sapindaceae) leaves that possessed the strongest anti-HIV-1 IN activity was fractionated to isolate the active compounds by anti-HIV-1 IN assay-guided isolation process.;RESULTS AND DISCUSSION: ;The leaf extract from P. pinnata had the strongest anti-HIV-1 IN activity with an IC50 value of 8.8 µg/mL. An anti-HIV-1 IN assay-guided isolation of the active compounds from a leaf extract of P. pinnata resulted in the isolation of one active compound, identified as proanthocyanidin A2. Proanthocyanidin A2 showed satisfactory anti-HIV-1 IN activity with an IC50 value of 30.1 µM. Three flavonoids, epicatechin, kaempferol-3-O-rhamnoside, quercetin-3-O-rhamnoside; a glycolipid, 1-O-palmitoyl-3-O-[α-.
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CAS 41743-41-3 (+)-Proanthocyanidin A2

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