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216450-65-6

中文名稱 槐黃醇
英文名稱 sophoflavescenol
CAS 216450-65-6
分子式 C21H20O6
分子量 368.38
MOL 文件 216450-65-6.mol
更新日期 2024/12/19 14:57:03
216450-65-6 結(jié)構(gòu)式 216450-65-6 結(jié)構(gòu)式

基本信息

中文別名
槐黃醇
槐黃醇對照品
槐黃醇標(biāo)準(zhǔn)品
英文別名
sophoflavescenol
3,7-Dihydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 3,7-dihydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-buten-1-yl)-
所屬類別
生物化工:提取物

物理化學(xué)性質(zhì)

熔點273-275 °C
沸點631.8±55.0 °C(Predicted)
密度1.359±0.06 g/cm3(Predicted)
儲存條件4°C, away from moisture and light
溶解度Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
酸度系數(shù)(pKa)7.03±0.40(Predicted)
形態(tài)粉末
顏色黃色

常見問題列表

作用
黃酮類化合物,包括抗腫瘤,抗炎和抗炎抗骨質(zhì)疏松癥活動,酶抑制和血管保護和雌激素調(diào)節(jié)活動?;秉S醇,一種C-8-異戊烯化的黃酮類化合物來自S.flavescens,是最有效和選擇性的CGMP磷酸二酯酶5(PDE5;IC500.013μm)抑制劑,因此被認(rèn)為是治療的先導(dǎo)結(jié)構(gòu)?;秉S醇也顯示出對HL-60,LLC和A549腫瘤細胞的抑制活性。
制備
7,8-(2,2-二甲基-2H-吡喃)-5,4-二羥基黃酮醇(槐黃醇,12):(CH3)2SO4(10.53mmol,1.0mL)滴加到攪拌的11(500mg,1.02mmol)的NaOH(5%水溶液;15mL)溶液中。將混合物在室溫下攪拌,并保持在pH9-10,持續(xù)5小時。此后,將反應(yīng)混合物調(diào)節(jié)至pH6使用HCl(2%水溶液),然后用混合物萃取。水無水Na2SO4干燥無,溶劑蒸發(fā)。將固體殘余物從中重結(jié)晶EtOAc/石油醚,得到槐黃醇(181mg,96%),為黃色針狀物,熔點熔點272-274℃。
生物活性
Sophoflavescenol 是一種異戊烯基黃酮類化合物,能夠抑制 PDE5 的活性,IC50 值為 0.013 μM;同時抑制 RLAR,HRAR,BACE1,AChE 和 BChE,IC50 值分別為 0.30 μM,0.17 μM,10.98 μM,8.37 μM 和 8.21 μM。
靶點

IC50: 0.013 μM (PDE5), 0.30 μM (RLAR), 0.17 μM (HRAR), 17.89 μg/mL (AGE), 10.98 μM (BACE1), 8.37 μM (AChE), 8.21 μM (BChE)

體外研究

Sophoflavescenol shows cytotoxicity against human leukaemia (HL-60), Lewis lung carcinoma (LLC), and human lung adenocarcinoma epithelial (A549) cells. Sophoflavescenol exerts notable anti-inflammatory activity by inhibiting nitric oxide generation and tert-butylhydroperoxide-induced ROS generation rather than inhibiting nuclear factor kappa B activation in RAW 264.7 cells. Sophoflavescenol exhibits remarkable inhibition of RLAR activity with an IC 50 value of 0.30 μM, compared with 0.07 μM for epalrestat, a well known ARI. Sophoflavescenol also shows potent inhibitory activity with an IC 50 value of 0.17 μM, comparable to epalrestat (0.15 μM) in the HRAR assay. In the AGE assay, sophoflavescenol (IC 50 17.89 μg/mL) is a more potent inhibitor of AGE formation than aminoguanidine (IC 50 81.05 μg/mL). Sophoflavescenol exerts both potent AChE and BChE inhibitory effects with respective IC 50 values of 8.37 and 8.21 μM. Sophoflavescenol also exhibits good BACE1 inhibition in a dose-dependent manner with an IC 50 value of 10.98 μM. Sophoflavescenol is a mixed inhibitor (K i =0.005 μM) against cGMP PDE5. Sophoflavescenol shows greatest selectivity toward PDE5, 31.5- and 196.2-fold over PDE3 and PDE4, respectively.

體內(nèi)研究

Sophoflavescenol exerts potent in?vivo?antitumor?activity?by tumor growth inhibition in the LLC tumor model as well as apoptotic?activity?by caspase-3 activation in HL-60 cells.

槐黃醇價格(試劑級)
報價日期產(chǎn)品編號產(chǎn)品名稱CAS號包裝價格
2024/11/08HY-N2284槐黃醇
Sophoflavescenol
216450-65-61mg1800元
2024/11/08HY-N2284槐黃醇
Sophoflavescenol
216450-65-65mg5400元
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