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29838-67-3

中文名稱 紫杉葉3-O鼠李甲基酸酯
英文名稱 TAXIFOLIN 3-O-RHAMNOSIDE
CAS 29838-67-3
分子式 C21H22O11
分子量 450.4
MOL 文件 29838-67-3.mol
更新日期 2024/12/20 18:42:48
29838-67-3 結(jié)構(gòu)式 29838-67-3 結(jié)構(gòu)式

基本信息

中文別名
落新婦苷
落婦新苷
落新婦苷對照品,
落新婦苷(標(biāo)準(zhǔn)品)
落新婦苷(落新婦甙)
落新婦苷(分析標(biāo)準(zhǔn)品)
落新婦苷, 來源于土茯苓
紫杉葉3-O鼠李甲基酸酯
ASTILBIN 落新婦苷
ASTILBIN 落新婦苷 標(biāo)準(zhǔn)品
英文別名
Astilbin
Taxifolin 3-rhaMnoside
Taxifolin 3-o-rhamnoside
Dihydroquercetin 3-rhamnoside
Astilbin Taxifolin 3-O-rhaMnoside
Astilbin, 98%, from Smilax glabra Roxb.
Astilbin froM Engelhardtia roxburghiana
(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-chroMen-3-yl 6-deoxy-alpha-L-Mannopyranoside
(2R,3R)-3-[(6-Deoxy-alpha-L-mannopyranosyloxy)]-2-(3,4-dihydroxy-phenyl)-2,3-dihydro-5,7-dihydroxy-4H-chromen-4-one
(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy-chroman-4-one
所屬類別
天然產(chǎn)物:黃酮類化合物

物理化學(xué)性質(zhì)

外觀性狀白色結(jié)晶粉末,易溶于沸水,幾乎不溶于乙醚,來源于土茯苓、菝葜,黃杞Engelhardtia roxburghiana Wall.紅絨毛羊蹄甲。
熔點180 °C (decomp)
沸點801.1±65.0 °C(Predicted)
密度1.74
儲存條件2-8°C
溶解度水中的溶解度為1mg/mL,透明,無色
酸度系數(shù)(pKa)7.34±0.60(Predicted)
形態(tài)A crystalline solid
顏色White to off-white
InChIKeyZROGCCBNZBKLEL-MQGABXIONA-N
SMILESO([C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)[C@H]1C(C2=C(C=C(O)C=C2O[C@@H]1C1C=CC(O)=C(O)C=1)O)=O |&1:1,4,6,8,10,12,22,r|

安全數(shù)據(jù)

危險性符號(GHS)GHS hazard pictograms
GHS09
警示詞警告
危險性描述H400
防范說明P273
危險品標(biāo)志N
危險類別碼50
安全說明61
危險品運輸編號UN 3077 9 / PGIII
WGK Germany3
海關(guān)編碼29389090

應(yīng)用領(lǐng)域

用途1
落新婦苷具有保護(hù)肝臟,鎮(zhèn)痛,抗水腫的作用。

常見問題列表

生理作用

土茯苓為百合科植物光葉菝鍥(Smilax glabra Roxb.)的干燥根莖,它是一種常用中藥材,具有除濕,解毒通利關(guān)節(jié)的作用。 紫杉葉3-O鼠李甲基酸酯(astilbin)是土茯苓中分離得到的一種黃酮類化合物,具有殺蟲,抑制輔酶A還原酶,抑制醛糖還原酶,保肝,鎮(zhèn)痛,抗水腫,抗氧化等活性作用。
紫杉葉3-O鼠李甲基酸酯還能顯著改善免疫性肝損傷,誘導(dǎo)PHA活化的Jurkat細(xì)胞凋亡,通過抑制活化T淋巴細(xì)胞的功能來抑制遲發(fā)型超敏反應(yīng)和治療小鼠膠原型關(guān)節(jié)炎等。

生物活性

落新婦苷(Astilbin)是一種黃酮類化合物,可從 Smilax glabra 根莖中分離。Astilbin 增強(qiáng) NRF2 活化。Astilbin 還抑制 TNF-α 表達(dá)和 NF-κB 活化。

靶點

TNF-α

NF-κB

NRF2

體外研究

Astilbin is a common dietary flavonoid that can be found in various kinds of herbs and foods such as Smilax Glabra , Sarcandra glabra , grape and red wine. Astilbin markedly inhibits cisplatin-induced cell apoptosis and recovers cell growth. Astilbin significantly decreases reactive oxygen species (ROS) accumulation and alleviates ROS-induced activation of p53, MAPKs and AKT signaling cascades, which in turn attenuates cisplatin-induced HEK-293 cell apoptosis. Astilbin effectively enhances NRF2 activation and transcription of its targeting antioxidant genes to reduce ROS accumulation in cisplatin-induced HEK-293 cells. Astilbin obviously suppresses tumor necrosis factor alpha (TNF-α) expression and NF-κB activation, and also inhibits the expression of induced nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2). To measure the effects of Astilbin on the growth of CDDP-treated renal cells, HEK-293 cells are treated with CDDP (100 μM) and/or Astilbin (200 μM). Astilbin treatment significantly improvescell growth in CDDP-induced HEK-293 cells.

體內(nèi)研究

To explore whether Astilbin improves CDDP-induced nephrotoxicity in vivo, an acute cisplatin nephrotoxic mouse model is established. Single injection of CDDP with 8 mg/kg dose results in notable weight loss compared with control group. However, the phenomenon is significantly alleviated by Astilbin at dose of 50 mg/kg. The mice fed Astilbin alone do not show any obvious alteration in body weight. Similarly, serum creatinine (SCr) and blood urea nitrogen (BUN) are higher in CDDP-treated mice than in control group. Treatment with Astilbin also decreases SCr and BUN levels. To examine the protective effect of Astilbin on CDDP-induced renal histopathological damage, the mouse kidney sections are stained with H&E. The mice in control group and Astilbin treated group have normal kidney morphology, while kidneys in CDDP group show severe damage with tubular degeneration, necrosis and cystic dilatation of the tubules with focal hemorrhages. Administration of Astilbin mitigated kidney injury, resulting in lower histopathological score compared to CDDP group. The apoptosis of renal cells is also detected using TUNEL staining to determine whether Astilbin treatment decreased renal cell apoptosis in CDDP-induced acute nephrotoxic mice.

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