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  • (4E)-1,7-双(3,4-二羟基苯基)-4-庚烯-3-酮

    Hirsutenone

    (4E)-1,7-双(3,4-二羟基苯基)-4-庚烯-3-酮
    产品编号 CFN98646
    CAS编号 41137-87-5
    分子式 = 分子量 C19H20O5 = 328.4
    产品纯度 >=98%
    物理属性 Powder
    化合物类型 Phenols
    植物来源 The leaves of Alnus nepalensis
    ChemFaces的产品在影响因子大于5的优秀和顶级科学期刊中被引用
    提供自定义包装
    产品名称 产品编号 CAS编号 包装 QQ客服
    (4E)-1,7-双(3,4-二羟基苯基)-4-庚烯-3-酮 CFN98646 41137-87-5 1mg QQ客服:1148253675
    (4E)-1,7-双(3,4-二羟基苯基)-4-庚烯-3-酮 CFN98646 41137-87-5 5mg QQ客服:1148253675
    (4E)-1,7-双(3,4-二羟基苯基)-4-庚烯-3-酮 CFN98646 41137-87-5 10mg QQ客服:1148253675
    (4E)-1,7-双(3,4-二羟基苯基)-4-庚烯-3-酮 CFN98646 41137-87-5 20mg QQ客服:1148253675
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    ChemFaces的产品在许多优秀和顶级科学期刊中被引用

    Cell. 2018 Jan 11;172(1-2):249-261.e12.
    doi: 10.1016/j.cell.2017.12.019.
    IF=36.216(2019)

    PMID: 29328914

    Cell Metab. 2020 Mar 3;31(3):534-548.e5.
    doi: 10.1016/j.cmet.2020.01.002.
    IF=22.415(2019)

    PMID: 32004475

    Mol Cell. 2017 Nov 16;68(4):673-685.e6.
    doi: 10.1016/j.molcel.2017.10.022.
    IF=14.548(2019)

    PMID: 29149595

    ACS Nano. 2018 Apr 24;12(4): 3385-3396.
    doi: 10.1021/acsnano.7b08969.
    IF=13.903(2019)

    PMID: 29553709

    Nature Plants. 2016 Dec 22;3: 16206.
    doi: 10.1038/nplants.2016.205.
    IF=13.297(2019)

    PMID: 28005066

    Sci Adv. 2018 Oct 24;4(10): eaat6994.
    doi: 10.1126/sciadv.aat6994.
    IF=12.804(2019)

    PMID: 30417089
    我们的产品现已经出口到下面的研究机构与大学,并且还在增涨
  • Stanford University (USA)
  • Institute of Chinese Materia Medica (China)
  • MTT Agrifood Research Finland (Finland)
  • Mahidol University (Thailand)
  • Aveiro University (Portugal)
  • University Medical Center Mainz (Germany)
  • Almansora University (Egypt)
  • Max Rubner-Institut (MRI) (Germany)
  • University of Sao Paulo (Brazil)
  • Centrum Menselijke Erfelijkheid (Belgium)
  • University of Hull (United Kingdom)
  • University of Vigo (Spain)
  • Calcutta University (India)
  • Heidelberg University (Germany)
  • More...
  • 国外学术期刊发表的引用ChemFaces产品的部分文献
  • Mol Med Rep.2015, 12(5):7789-95
  • University of Limpopo2016, 1-237
  • Br J Pharmacol.2016, 173(2):396-410
  • Molecules.2016, 21(6)
  • Chemistry of Plant Materials.2016, 33-46
  • Acta Pharmaceutica Hungarica2016, 86:35-40
  • Food Analytical Methods2017, 10:3225–3234
  • J. of The Korean Society of Food Culture2017, 144-149
  • Int J Mol Sci.2017, 18(12)
  • Research on Crops.2017, 18(2)
  • Evid Based Complement Alternat Med.2017, 2017:6360836
  • Preprints2017, 2017120176
  • Chem Pharm Bull (Tokyo).2017, 65(9):826-832
  • Nutrients.2018, 10(7)
  • Phytomedicine.2018, 40:37-47
  • Korean Journal of Pharmacognosy2018, 49(4):349-361
  • J Agric Food Chem.2018, 66(1):351-358
  • Nutr Res Pract2019, 13:e45
  • Molecules.2019, 24(4):E709
  • J of Dentistry & Oral Health2019, 2641-1962
  • Toxicol Res.2019, 35(4):371-387
  • Phytomedicine.2019, 65:153089
  • J Pharmaceut Biomed2020, 178:112894
  • ...
  • 生物活性
    Description: Hirsutenone has potent antioxidant activity, it shows significant free radical scavenging activity and exhibits inhibition effect on the mitochondrial lipid peroxidation.Hirsutenone exhibits anti-cancer, and anti-filarial effects, it may exert a preventive effect against microbial endotoxin lipopolysaccharide-induced inflammatory skin diseases through inhibition of ERK pathway-mediated NF-kappaB activation. Hirsutenone attenuates adipogenesis by directly targeting PI3K and ERK during MCE in 3T3-L1 preadipocytes, underscoring the potential therapeutic application of Hirsutenone in preventing obesity.
    Targets: Akt | ERK | EGFR | HO-1 | p53 | mTOR | PI3K | IL Receptor | NF-kB | Antifection
    In vitro:
    J Biol Chem. 2014 Jan 17;289(3):1723-31.
    The diarylheptanoid hirsutenone sensitizes chemoresistant ovarian cancer cells to cisplatin via modulation of apoptosis-inducing factor and X-linked inhibitor of apoptosis.[Pubmed: 24247248]
    Cisplatin (CDDP) and its derivatives are considered first-line treatments for ovarian cancer (OVCA). However, despite initial results that often appear promising, in most cases patients will return with recurrent disease that fails to respond to further chemotherapy.
    METHODS AND RESULTS:
    We assayed a number of food phytochemicals with reported PI3K inhibitory ability to identify candidates that can influence CDDP treatment outcomes in chemoresistant OVCA cell lines. A direct comparison revealed that the diarylheptanoid hirsutenone from the tree bark of Alnus hirsuta var. sibirica was superior at inducing CDDP sensitivity in a number of chemoresistant cancer cell lines. Whereas hirsutenone treatment activated p53, its modest efficacy in p53-mutant and -null cell lines suggested the existence of a p53-independent mode of action. Further investigation revealed that hirsutenone causes CDDP-dependent apoptosis in chemoresistant cells by ubiquitin-proteasome-dependent X-linked inhibitor of apoptosis degradation and by enhancing the translocation of apoptosis-inducing factor from the mitochondria to the nucleus. This was found to be, at least in part, under the influence of upstream Akt activity, linking hirsutenone-dependent PI3K inhibition with downstream effects on apoptosis-inducing factor, X-linked inhibitor of apoptosis, and apoptosis.
    CONCLUSIONS:
    Our findings provide rationale for further investigation of the effects of hirsutenone on chemoresistant OVCA in clinical studies.
    Int Immunopharmacol. 2010 Apr;10(4):520-5.
    Hirsutenone inhibits lipopolysaccharide-activated NF-kappaB-induced inflammatory mediator production by suppressing Toll-like receptor 4 and ERK activation.[Pubmed: 20138154]
    Adipogenesis is a key driver of the expansion of adipose tissue mass that causes obesity. Hirsutenone (HST) is an active botanical diarylheptanoid present in Alnus species. In this study, we evaluated the effects of HST on adipogenesis, its mechanisms of action and the molecular targets involved.
    METHODS AND RESULTS:
    Using Oil Red O staining, we observed that HST dose-dependently suppresses lipid accumulation during adipogenesis in 3T3-L1 preadipocytes, concomitant with a decrease in peroxisome proliferator-activated receptor-γ (PPARγ), CCAAT/enhancer-binding protein α (C/EBPα) and fatty acid synthase (FAS) protein expression. This inhibitory effect was largely limited to the early stage of adipogenesis, which includes mitotic clonal expansion (MCE), as evidenced by delayed cell cycle entry of preadipocytes from G1 to S phase. Furthermore, the regulation of MCE was accompanied by suppression of phosphatidylinositol 3-kinase (PI3K) and extracellular-regulated kinase (ERK) activity. HST was also shown to bind directly to PI3K and ERK1 in a non-ATP competitive manner.
    CONCLUSIONS:
    Our results suggest that HST attenuates adipogenesis by directly targeting PI3K and ERK during MCE in 3T3-L1 preadipocytes, underscoring the potential therapeutic application of HST in preventing obesity.
    Arch Pharm Res. 2008 Oct;31(10):1287-9.
    Cytotoxic activities of diarylheptanoids from Alnus japonica.[Pubmed: 18958419 ]

    METHODS AND RESULTS:
    The diarylheptanoids (1-10) 1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-O-beta-D-glucopyranosyl(1-->3)-beta-D-xylopyranoside (1), 1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-O-beta-D-apiofuranosyl(1-->6)-beta-D-glucopyranoside (2), 1,7-bis-(3,4-dihydroxyphenyl)-heptane-5-O-beta-D-glucopyranoside (3), 1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane (4), 1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-one-5-O-beta-D-glucopyranoside (5), oregonin (6), hirsutanonol (7), Hirsutenone (8), 1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane-3-O-beta-D-xylopyranoside (9), and platyphylloside (10), isolated from the bark of Alnus japonica, were analyzed for their cytotoxic activities on various human and mouse cancer cell lines. The cytotoxic activities of these ten compounds were evaluated against murine B16 melanoma, human SNU-1 gastric cancer, human SNU-354 hepatoma cancer and human SNU-C4 colorectal cell lines.
    CONCLUSIONS:
    The diarylheptanoids showed potent cytotoxic activities against murine B16 melanoma cells and human SNU-C1 gastric cancer cell when the cell viability was analyzed by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazoliumbromide) assay.
    制备储备液(仅供参考)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 3.0451 mL 15.2253 mL 30.4507 mL 60.9013 mL 76.1267 mL
    5 mM 0.609 mL 3.0451 mL 6.0901 mL 12.1803 mL 15.2253 mL
    10 mM 0.3045 mL 1.5225 mL 3.0451 mL 6.0901 mL 7.6127 mL
    50 mM 0.0609 mL 0.3045 mL 0.609 mL 1.218 mL 1.5225 mL
    100 mM 0.0305 mL 0.1523 mL 0.3045 mL 0.609 mL 0.7613 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    部分图片展示
    产品名称 产品编号 CAS编号 分子式 = 分子量 位单 联系QQ
    1,7-二(4-羟基苯基)-3-羟基-1,3-庚二烯-5-酮; 1,7-Bis(4-hydroxyphenyl)-3-hydroxy-1,3-heptadien-5-one CFN96210 207792-17-4 C19H18O4 = 310.4 5mg QQ客服:2159513211
    1-(3,4-Dihydroxyphenyl)-7-(4-hydroxyphenyl)heptane-3,5-diyl diacetate; 1-(3,4-Dihydroxyphenyl)-7-(4-hydroxyphenyl)heptane-3,5-diyl diacetate CFN96275 1269839-26-0 C23H28O7 = 416.5 5mg QQ客服:2159513211
    (S)-1,7-双(3,4-二羟基苯基)-5-羟基-3-庚酮; Hirsutanonol CFN98645 41137-86-4 C19H22O6 = 346.4 5mg QQ客服:1413575084
    (S)-1,7-双(3,4-二羟基苯基)庚烷-3-酮-5-O-beta-D-吡喃葡萄糖甙; Hirsutanonol 5-O-glucoside CFN97513 93915-36-7 C25H32O11 = 508.5 5mg QQ客服:1413575084
    4-[(2S,6S)-5,6-二氢-6-[2-(4-羟基苯基)乙基]-2H-吡喃-2-基]苯酚; (3S,7S)-5,6-Dehydro-4''-de-O-methylcentrolobine CFN96051 227289-51-2 C19H20O3 = 296.4 5mg QQ客服:3257982914
    Centrolobol; Centrolobol CFN98383 30359-01-4 C19H24O3 = 300.4 5mg QQ客服:2932563308
    1,7-双(4-羟基苯基)庚-6-烯-3-醇; 1,7-Bis(4-hydroxyphenyl)hept-6-en-3-ol CFN97928 1083195-05-4 C19H22O3 = 298.4 5mg QQ客服:1148253675
    1,7-双(4-羟基苯基)庚-1-烯-3-酮; 1,7-Bis(4-hydroxyphenyl)hept-1-en-3-one CFN99088 1083200-79-6 C19H20O3 = 296.4 5mg QQ客服:1148253675
    1,7-双(4-羟基苯基)-4-庚烯-3-酮; Platyphyllenone CFN98955 56973-65-0 C19H20O3 = 296.4 5mg QQ客服:215959384
    1,7-双(4-羟基苯基)庚-6-烯-3-酮; 1,7-Bis(4-hydroxyphenyl)hept-6-en-3-one CFN96302 1251830-57-5 C19H20O3 = 296.4 5mg QQ客服:215959384

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