480-44-4Relevant articles and documents
Structure determination and quantification of a new flavone glycoside with anti-acetylcholinesterase activity from the herbs of Elsholtzia ciliata
Nugroho, Agung,Park, Jong-Hyuk,Choi, Jae Sue,Park, Kyoung-Sik,Hong, Joon-Pyo,Park, Hee-Juhn
, p. 1 - 8 (2017)
Three acacetin triglycosides (compounds 1, 2 and 3) were isolated from the herbs of Elsholtzia ciliata (Labiatae). The structure were identified as 7-O-β-D-glucopyranosyl-(1?→?2)[α-L-rhamnopyranosyl-(1?→?6)]-β-D-glucopyranoside (compound 1), 7-O-(6-O-acetyl)-β-D-glucopyranosyl-(1?→?2)[α-L-rhamnopyranosyl-(1?→?6)]-β-D-glucopyranoside (compound 2) and 7-O-(6-O-acetyl)-β-D-glucopyranosyl-(1?→?2)[(4-O-acetyl)-α-L-rhamnopyranosyl-(1?→?6)]-β-D-glucopyranoside (compound 3) of acacetin. The structures of these compounds were determined on the basis of 2D-NMR spectroscopic data. Compound 3 has not been isolated from a natural source. In addition, the three compounds were quantitatively analysed by HPLC. Acetylcholinesterase (AChE) inhibition activity was assayed to find anti-Alzheimer’s activity, since this enzyme increases the concentration of acetylcholine (ACh), a neurotransmitter, responsible for brain’s memory. Acacetin, the aglycone of the three compounds, exhibited a potent anti-cholinesterase activity (IC50, 50.33?±?0.87), though its glycosides (1, 2 and 3) were less active. HPLC analysis demonstrated that the three compounds were contained in the MeOH extract in the order of compounds 2 (12.63?mg/g extract) > 3 (3.10?mg/g) > 1 (2.92?mg/g).
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Shelyuto et al.
, (1972)
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Anti-inflammatory activity of flavonoids from Chrozophora tinctoria
Abdallah, Hossam M.,Almowallad, Fahad M.,Esmat, Ahmed,Shehata, Ibrahim A.,Abdel-Sattar, Essam A.
, p. 74 - 80 (2015)
Abstract Chemical investigation of Chrozophora tinctoria (L.) A. Juss. growing in Saudi Arabia revealed the isolation of two new acylated flavonoids identified as acacetin-7-O-β-d-[α-l-rhamnosyl(1 → 6)]3″-E-p-coumaroyl glucopyranoside (4) and apigenin-7-O-(6″-Z-p-coumaroyl)-β-d-glucopyranoside (5), in addition to amentoflavone (1), apigenin-7-O-β-d-glucopyranoside (2), apigenin-7-O-6″-E-p-coumaroyl-β-d-glucopyranoside (3) and rutin (6). The structures of isolated compounds were established by 1D, 2D NMR and HRESIMS spectral data, in addition to comparison with literature data. The anti-inflammatory activities of isolated compounds were assessed by measuring the levels of IL-1β, IL-6, TNF-α and PGE2 in the supernatant media of human peripheral blood mononuclear cells (PBMCs) stimulated by phytohaemagglutinin (PHA). At a concentration of 100 μM, compounds 1, 2, 4 and 6 significantly decreased Il-1β, Il-6 and PGE2 to nearly normal values. All tested compounds caused a dose-dependent decrease in TNF-α level but failed to reach that of the control values.
Preparation method of acacetin
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Page/Page column 7-11, (2019/04/26)
The invention provides a preparation method of acacetin, and solves the problems that a reagent for a conventional chemical synthesis is complex, high in toxicity, unfriendly to environment, severe inreaction condition, and unsuitable for large-scaled industrial production. The preparation method comprises the steps of selecting dihydro myricitrin as an initial raw material, and hydrolyzing the dihydro myricitrin under alkaline environment to obtain a hydroxyacetophenone intermediate; performing a catalyzing cyclization reaction on the hydroxyacetophenone and p-anisaldehyde to obtain a flavonol intermediate; and reducing the flavonol intermediate to obtain an acacetin crude product, and finally, performing refining to obtain acacetin quality products in which the content of a liquid phaseis 98% or above. The technology is low in cost, high in yield, simple in reaction condition, simple and safe to operate, economical and practical, environmental-friendly and pollution-free, the product quality meets market requirements, and the reagent is suitable for large-scale industrial production.
Encoding matter with regiospecific 12C/13C isotopic labels
La Clair, James J.
supporting information, p. 2611 - 2614 (2018/03/21)
Society suffers due to an inability to regulate matter. This study presents a practical tool for the encryption of materials by adjusting the levels of 13C at regiospecific atoms within a molecule to generate a stable-isotopically encoded signature. This system is demonstrated by securing a document by adapting natural product chemistry as an encryption device. This approach delivers a complex signal that would be difficult to intercept due to the need for access to extraction protocols, sophisticated NMR instrumentation and a vital level of prior knowledge. Overall, this discovery offers an important tool to monitor and track valuable entities on our planet.
