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112408-67-0
  • 3-去氧蘇木查爾酮

  • names:

    3-Deoxysappanchalcone

  • CAS號(hào):

    112408-67-0

    MDL Number: MFCD00800700
  • MF(分子式): C16H14O4 MW(分子量): 270.28
  • EINECS: Reaxys Number:
  • Pubchem ID:5319688 Brand:BIOFOUNT
3-去氧蘇木查爾酮
3-去氧蘇木查爾酮(112408-67-0,3-Deoxysappanchalcone)中的3-Deoxysappanchalcone可能在翻譯水平上是一種有效的HO-1誘導(dǎo)劑,具有抗炎作用,并且是調(diào)節(jié)炎癥狀況的重要化合物。3-Deoxysappanchalcone的抗流感病毒機(jī)制涉及體外抗凋亡和抗炎活性。此外,3-Deoxysappanchalcone可能是治療流感的有希望的候選藥物。發(fā)現(xiàn)3-去氧蘇木查爾酮對(duì)TNF-α處理的細(xì)胞中MMP-9表達(dá)和產(chǎn)生的抑制活性是由抑制AP-1和NF-κB活化介導(dǎo)的。
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中文別名 3-去氧蘇木查爾酮(112408-67-0);3-脫氧庚烷酮;
英文別名 3-Deoxysappanchalcone(112408-67-0);4,4'-Dihydroxy-2'-methoxychalcone;2'-O-Methylisoliquiritigenin;2-Propen-1-one,1-(4-hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)-,(2E)-; 3-Deoxysappanchalcone; 4,4'-Dihydroxy-2'-methoxychalcone; (2E)-1-(4-Hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one; 2'-O-Methylisoliquiritigenin; 2'-Methoxyisoliquiritigenin;
CAS號(hào) 112408-67-0
Inchi InChI = 1S / C16H14O4 / c1-20-16-10-13(18)7-8-14(16)15(19)9-4-11-2-5-12(17)6-3-11 / h2-10,17-18H,1H3 / b9-4 +
InchiKey PACBGANPVNHGNP-RUDMXATFSA-N
分子式 Formula C16H14O4
分子量 Molecular Weight 270.28
溶解度Solubility
性狀 Solid
儲(chǔ)藏條件 Storage conditions 請(qǐng)根據(jù)產(chǎn)品建議的存儲(chǔ)條件進(jìn)行存儲(chǔ),Please store the product under the recommended condition sin the description.

3-去氧蘇木查爾酮(112408-67-0,3-Deoxysappanchalcone)實(shí)驗(yàn)注意事項(xiàng):
1.實(shí)驗(yàn)前需戴好防護(hù)眼鏡,穿戴防護(hù)服和口罩,佩戴手套,避免與皮膚接觸。
2.實(shí)驗(yàn)過程中如遇到有毒或者刺激性物質(zhì)及有害物質(zhì)產(chǎn)生,必要時(shí)實(shí)驗(yàn)操作需要手套箱內(nèi)完成以免對(duì)實(shí)驗(yàn)人員造成傷害
3.實(shí)驗(yàn)后產(chǎn)生的廢棄物需分類存儲(chǔ),并交于專業(yè)生物廢氣物處理公司處理,以免造成環(huán)境污染Experimental considerations:
1. Wear protective glasses, protective clothing and masks, gloves, and avoid contact with the skin during the experiment.
2. The waste generated after the experiment needs to be stored separately, and handed over to a professional biological waste gas treatment company to avoid environmental pollution.

Tags:3-去氧蘇木查爾酮試劑,3-去氧蘇木查爾酮雜質(zhì),3-去氧蘇木查爾酮中間體,3-去氧蘇木查爾酮密度,3-去氧蘇木查爾酮旋光度,3-去氧蘇木查爾酮溶解度,3-去氧蘇木查爾酮結(jié)構(gòu)式,3-去氧蘇木查爾酮閃點(diǎn),3-去氧蘇木查爾酮購買,
產(chǎn)品說明 3-去氧蘇木查爾酮(112408-67-0,3-Deoxysappanchalcone)是一種從豆科植物中分離得到的查爾酮有機(jī)化合物,具有抗過敏抗病毒抗炎抗氧化活性
Introduction3-去氧蘇木查爾酮(112408-67-0,3-Deoxysappanchalcone)is a naturallyccurring chalcone compound isolated fromCaesalpinia sappan L.which possesses antillergic,antiviral,antinflammatory and antioxidant activities.
Application13-Deoxysappanchalcone exerts antinflammatory activity via induce heme oxygenase (HO) expression by activating the AKT/mTOR pathway in murine macrophages.
Application23-Deoxysappanchalcone also exhibits antinfluenza virus activity (H3N2,IC50= 1.06 μM).
Application3
3-去氧蘇木查爾酮(112408-67-0,3-Deoxysappanchalcone)藥理學(xué):
1、3-去氧蘇木查爾酮蛋白原為查耳酮的一類成員,其是異寡糖原蛋白,其中位置2'處的一個(gè)羥基被甲氧基取代。它具有代謝作用。它是查耳酮,單甲氧基苯和酚的成員。它來自異寡糖原蛋白。
2、3-去氧蘇木查爾酮,也稱為3-deoxysappanchalcone或4,4'-dihydroxy-2'-甲氧基查爾酮,屬于稱為肉桂基酚的有機(jī)化合物。這些是含有1,3-二苯基丙烯部分和帶有一個(gè)帶有一個(gè)或多個(gè)羥基的苯環(huán)的有機(jī)化合物。因此,異黃體生成素2'-甲基醚被認(rèn)為是類黃酮脂質(zhì)分子。異寡糖原蛋白2'-甲基醚以固體形式存在,被認(rèn)為實(shí)際上不溶(在水中)并且相對(duì)中性。在細(xì)胞內(nèi),異黃體生成素2'-甲基醚主要位于膜中(由logP預(yù)測(cè))。異黃體生成素2'-甲基醚可以由異黃體生成素生物合成。在人體外部,常見豌豆和豆類中都含有異黃體生成素2'-甲基醚。這使得異寡糖原蛋白2'-甲基醚成為食用這些食品的潛在生物標(biāo)記。
3、3-Deoxysappanchalcone是一種從豆科植物Caesalpinia sappan L.中分離得到的天然查爾酮化合物,具有抗過敏,抗病毒,抗炎和抗氧化活性。3-Deoxysappanchalcone通過激活小鼠巨噬細(xì)胞中AKT / mTOR通路誘導(dǎo)血紅素加氧酶-1(HO-1)的表達(dá),發(fā)揮抗炎作用。3-Deoxysappanchalcone具有抗流感病毒活性(H3N2,IC50 = 1.06μM)。
Kim JH, et al. The anti-inflammatory effect of 3-deoxysappanchalcone is mediated by inducing heme oxygenase-1 via activating the AKT/mTOR pathway in murine macrophages. Int Immunopharmacol. 2014 Oct;
Liu AL, et al. In vitro anti-influenza viral activities of constituents from Caesalpinia sappan. Planta Med. 2009 Mar;75(4):337-9.

3-去氧蘇木查爾酮(112408-67-0,3-Deoxysappanchalcone)參考文獻(xiàn):
1.A Chalcone and Two Related Flavonoids Released from Alfalfa Roots Induce nod Genes of Rhizobium meliloti.
Maxwell CA;Hartwig UA;Joseph CM;Phillips DA Plant Physiol. 1989 Nov;91(3):842-7.

Flavonoid signals from alfalfa (Medicago sativa L.) induce transcription of nodulation (nod) genes in Rhizobium meliloti. Previous investigations identified the flavone luteolin as an active inducer in alfalfa seed extracts, but the nature of nod inducers released from roots has not been reported. Root exudate from 3-day-old alfalfa seedlings was purified and then assayed for biological activity with a nodABC-lacZ fusion in R. meliloti. Indentities of major nod inducers were established by spectroscopic analyses (ultraviolet/visible, proton nuclear magnetic resonance, and mass spectroscopy) and comparison with authentic standards. Major nod inducers, which were identified as 4',7-dihydroxyflavone, 4'-7-dihydroxyflavanone, and 4,4'-dihydroxy-2'-methoxychalcone, were released from seedling roots at 54, 22, and 20 picomole.plant(-1).day(-1), respectively. Luteolin was not found in these root exudates. The 4,4'-dihydroxy-2'-methoxychalcone induced nod genes at a concentration one order of magnitude lower than luteolin and is the first naturally released chalcone reported to have this function. Moderate and weak nod-inducing activity was associated, respectively, with 4',7-dihydroxyflavone and 4',7-dihydroxyflavanone.

2.Homoisoflavonoids and Chalcones Isolated from Haematoxylum campechianum L., with Spasmolytic Activity.
Escobar-Ramos A;Lobato-García CE;Zamilpa A;Gómez-Rivera A;Tortoriello J;González-Cortazar M Molecules. 2017 Aug 24;22(9). pii: E1405. doi: 10.3390/molecules22091405.

Haematoxylum campechianum; is a medicinal plant employed as an astringent to purify the blood and to treat stomach problems such as diarrhea and dysentery. A bio-guided chemical fractionation of the methanolic extract obtained from this plant allowed for the isolation of five compounds: two chalcones known as sappanchalcone (;1;); 3-deoxysappanchalcone (;2;); three homoisoflavonoids known as hematoxylol A (;3;); 4-;O;-methylhematoxylol (;4;); and, hematoxin (;5;). The spasmolytic activity was determined in an in vitro model (electrically induced contractions of guinea pig ileum), and allowed to demonstrate that the methanolic extract (EC;50; = 62.11 ± 3.23) fractions HcF7 (EC;50; = 61.75 ± 3.55) and HcF9 (EC;50; = 125.5 ± 10.65) and compounds ;1; (EC;50; = 16.06 ± 2.15) and ;2; (EC;50; = 25.37 ± 3.47) of ;Haematoxylum campechianum; present significant relaxing activity as compared to papaverine (EC;50; = 20.08 ± 2.0) as a positive control.

3.Interactions among Flavonoid nod Gene Inducers Released from Alfalfa Seeds and Roots.
Hartwig UA;Maxwell CA;Joseph CM;Phillips DA Plant Physiol. 1989 Nov;91(3):1138-42.

Alfalfa (Medicago sativa L.) seeds and roots can create complex rhizosphere effects by releasing flavonoids that induce nodulation (nod) genes in Rhizobium meliloti. Previous reports identified luteolin and 4,4'-dihydroxy-2'-methoxychalcone as strong inducers that are released from seeds and roots, respectively, and 4',7-dihydroxyflavone and 4',7-dihydroxyflavanone as weaker inducers which are exuded by roots. As a first step toward identifying flavonoid interactions that may occur in the rhizosphere, combinations of these molecules were tested for transcriptional effects on a nodABC-lacZ fusion in R. meliloti. At low concentrations (e.g. 8.4 nanomolar), interactions of the three nod gene inducers from root exudate were additive. When the strong inducers 4,4'-dihydroxy-2'-methoxychalcone and luteolin were present separately at higher concentrations (e.g. 21 nanomolar), their effect could be decreased significantly by the weaker inducers 4',7-dihydroxyflavone and 4',7-dihydroxyflavanone. In contrast, when low concentrations of luteolin from seed rinses and 4,4'-dihydroxy-2'-methoxychalcone from root exudate were present together, they produced synergistic increases in nod gene transcription.

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