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Quercetagitrin Sale

(Synonyms: 万寿菊苷; Quercetagetin-7-O-glucoside) 目录号 : GC37052

Quercetagitrin (Quercetagetin-7-O-glucoside) 可从非洲万寿菊花 (Tagetes erecta) 中分离得到,具有抗炎活性。

Quercetagitrin Chemical Structure

Cas No.:548-75-4

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5mg
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产品描述

Quercetagitrin (Quercetagetin-7-O-glucoside), isolated from the flowers of the African Marigold (Tagetes erecta), has anti-inflammatory activity[1][2].

[1]. BY P. SURYAPRAKASA RAO, et al. Isolation and constitution of quercetagitrin, a glucoside of quercetagetin. Proceedings of the Indian Academy of Sciences - Section A. 1941. [2]. Tordera M, et al. Influence of anti-inflammatory flavonoids on degranulation and arachidonic acid release in rat neutrophils. Z Naturforsch C. 1994 Mar-Apr;49(3-4):235-40.

Chemical Properties

Cas No. 548-75-4 SDF
别名 万寿菊苷; Quercetagetin-7-O-glucoside
Canonical SMILES O=C1C2=C(O)C(O)=C(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)CO)C=C2OC(C4=CC(O)=C(O)C=C4)=C1O
分子式 C21H20O13 分子量 480.38
溶解度 DMSO: 250 mg/mL (520.42 mM) 储存条件 Store at -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 2.0817 mL 10.4084 mL 20.8169 mL
5 mM 0.4163 mL 2.0817 mL 4.1634 mL
10 mM 0.2082 mL 1.0408 mL 2.0817 mL
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Research Update

Phytochemical Profile, Antioxidant Activity, and Cytotoxicity Assessment of Tagetes erecta L. Flowers

Molecules 2021 Feb 24;26(5):1201.PMID:33668106DOI:10.3390/molecules26051201.

Tagetes erecta L. is a popular ornamental plant of the Asteraceae family, which is widely cultivated not only for its decorative use, but also for the extraction of lutein. Besides carotenoid representatives, which have been extensively studied, other important classes of secondary metabolites present in the plant, such as polyphenols, could exhibit important biological activities. The phytochemical analysis of a methanolic extract obtained from T. erecta inflorescences was achieved using liquid chromatography-mass spectrometry (LC-MS) techniques. The extract was further subjected to a multistep purification process, which allowed the separation of different fractions. The total extract and its fractions contain several polyphenolic compounds, such as hydroxybenzoic and hydroxycinnamic acid derivatives, flavonols (especially quercetagetin glycosides), and several aglycons (e.g., quercetin, patuletin). One of the fractions, containing mostly Quercetagitrin, was subjected to two different antioxidant assays (metal chelating activity and lipoxygenase inhibition) and to in vitro cytotoxicity assessment. Generally, the biological assays showed promising results for the investigated fraction compared to the initial extract. Given the encouraging outcome of the in vitro assays, further purification and structural analysis of compounds from T. erecta extracts, as well as further in vivo investigations are justified.

Constituents of Xerolekia speciosissima (L.) Anderb. (Inuleae), and Anti-Inflammatory Activity of 7,10-Diisobutyryloxy-8,9-epoxythymyl Isobutyrate

Molecules 2020 Oct 23;25(21):4913.PMID:33114240DOI:10.3390/molecules25214913.

Xerolekia speciosissima (L.) Anderb., a rare plant from the north of Italy, is a member of the Inuleae-Inulinae subtribe of the Asteraceae. Despite its close taxonomic relationship with many species possessing medicinal properties, the chemical composition of the plant has remained unknown until now. A hydroalcoholic extract from the aerial parts of X. speciosissima was analyzed by HPLC-DAD-MSn, revealing the presence of caffeic acid derivatives and flavonoids. In all, 19 compounds, including commonly found chlorogenic acids and less frequently occurring butyryl and methylbutyryl conjugates of dicaffeoylquinic and tricaffeoylhexaric acids, plus two flavonoids, were tentatively identified. Chromatographic separation of a hydroalcoholic extract from the capitula of the plant led to the isolation of (+)-dehydrodiconiferyl alcohol 4-O-β-glucopyranoside, quercimeritrin, astragalin, isoquercitrin, 6-hydroxykaempferol-7-O-β-glucoside, Quercetagitrin, methyl caffeate, caffeic acid, protocatechuic acid, chlorogenic acid and 1,5-dicaffeoylquinic acid. Composition of a nonpolar extract from the aerial parts of the plant was analyzed by chromatographic methods supported with 1H-NMR spectroscopy. The analysis revealed the presence of loliolide, reynosin, samtamarine, 2,3-dihydroaromaticin, 2-deoxy-4-epi-pulchellin and thymol derivatives as terpenoid constituents of the plant. One of the latter compounds-7,10-diisobutyryloxy-8,9-epoxythymyl isobutyrate-at concentrations 0.5, 1.0 and 2.5 μM, significantly reduced IL-8, IL-1β and CCL2 excretion by LPS-stimulated human neutrophils.

α-Farnesene and ocimene induce metabolite changes by volatile signaling in neighboring tea (Camellia sinensis) plants

Plant Sci 2017 Nov;264:29-36.PMID:28969800DOI:10.1016/j.plantsci.2017.08.005.

Herbivore-induced plant volatiles (HIPVs) act as direct defenses against herbivores and as indirect defenses by attracting herbivore enemies. However, the involvement of HIPVs in within-plant or plant-to-plant signaling is not fully clarified. Furthermore, in contrast to model plants, HIPV signaling roles in crops have hardly been reported. Here, we investigated HIPVs emitted from tea (Camellia sinensis) plants, an important crop used for beverages, and their involvement in tea plant-to-plant signaling. To ensure uniform and sufficient exposure to HIPVs, jasmonic acid combined with mechanical damage (JAMD) was used to simulate herbivore attacks. Metabonomics techniques based on ultra-performance liquid chromatography/quadrupole time-of-flight mass spectrometry and gas chromatography-mass spectrometry were employed to determine metabolite changes in undamaged tea plants exposed to JAMD-stimulated volatiles. JAMD-stimulated volatiles mainly enhanced the amounts of 1-O-galloyl-6-O-luteoyl-α-d-glucose, assamicain C, 2,3,4,5-tetrahydroxy-6-oxohexyl gallate, Quercetagitrin, 2-(2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-8-yl)-4,5-dihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-3-yl, 3,4-dimethoxybenzoate, 1,3,4,5,6,7-hexahydroxyheptan-2-one, and methyl gallate in neighboring undamaged tea leaves. Furthermore, α-farnesene and β-ocimene, which were produced after JAMD treatments, were identified as two main JAMD-stimulated volatiles altering metabolite profiles of the neighboring undamaged tea leaves. This research advances our understanding of the ecological functions of HIPVs and can be used to develop crop biological control agents against pest insects in the future.

Simultaneous determination of thirteen flavonoids from Xiaobuxin-Tang extract using high-performance liquid chromatography coupled with electrospray ionization mass spectrometry

J Pharm Biomed Anal 2015 Nov 10;115:214-24.PMID:26232587DOI:10.1016/j.jpba.2015.07.015.

A simple and reliable high performance liquid chromatography coupled with electrospray ionization mass spectrometry (HPLC-ESI-MS) analysis method was established to simultaneously determine thirteen flavonoids of Xiaobuxing-Tang in intestine perfusate, namely onpordin, 3'-O-methylorobol, glycitein, patuletin, genistein, luteolin, quercetin, nepitrin, quercimeritrin, daidzin, patulitrin, Quercetagitrin and 3-glucosylisorhamnetin. Detection was performed on a quadrupole mass spectrometer equipped with an electrospray ionization (ESI) source operating in negative ionization mode. Negative ion ESI was used to form deprotonated molecules at m/z 315 for onpordin, m/z 299 for 3'-O-methylorobol, m/z 283 for glycitein, m/z 331 for patuletin, m/z 269 for genistein, m/z 285 for luteolin, m/z 301 for quercetin, m/z 477 for nepitrin, m/z 463 for quercimeritrin, m/z 461 for daidzin, m/z 493 for patulitrin, m/z 479 for Quercetagitrin, m/z 477 for 3-glucosylisorhamnetin and m/z 609.2 for rutin. The linearity, sensitivity, selectivity, repeatability, accuracy, precision, recovery and matrix effect of the assay were evaluated. The proposed method was successfully applied to simultaneous determination of these thirteen flavonoids, and using this method, the intestinal absorption profiles of thirteen flavonoids were preliminarily predicted.

In vitro assessment of Argemone mexicana, Taraxacum officinale, Ruta chalepensis and Tagetes filifolia against Haemonchus contortus nematode eggs and infective (L3) larvae

Microb Pathog 2017 Aug;109:162-168.PMID:28578091DOI:10.1016/j.micpath.2017.05.048.

Argemone mexicana, Taraxacum officinale, Ruta chalepensis and Tagetes filifolia are plants with deworming potential. The purpose of this study was to evaluate methanolic extracts of aerial parts of these plants against Haemonchus contortus eggs and infective larvae (L3) and identify compounds responsible for the anthelmintic activity. In vitro probes were performed to identify the anthelmintic activity of plant extracts: egg hatching inhibition (EHI) and larvae mortality. Open column Chromatography was used to bio-guided fractionation of the extract, which shows the best anthelmintic effect. The lethal concentration to inhibit 50% of H. contortus egg hatching or larvae mortality (LC50) was calculated using a Probit analysis. Bio-guided procedure led to the recognition of an active fraction (TF11) mainly composed by 1) Quercetagitrin, 2) methyl chlorogenate and chlorogenic acid. Quercetagitrin (1) and methyl chlorogenate (2) did not show an important EHI activity (3-14%) (p < 0.05); however, chlorogenic acid (3) showed 100% of EHI (LC50 248 μg/mL) (p < 0.05). Chlorogenic acid is responsible of the ovicidal activity and it seems that, this compound is reported for the first time with anthelmintic activity against a parasite of importance in sheep industry.