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黄腐醇 来源于啤酒花 (Humulus lupulus), ≥96% (HPLC)
生物源
plant (Humulus lupulus)
化驗
≥96% (HPLC)
形狀
powder
mp
172 °C
溶解度
ethanol: 10 mg/mL
儲存溫度
2-8°C
SMILES 字串
COc1cc(O)c(C\C=C(/C)C)c(O)c1C(=O)\C=C\c2ccc(O)cc2
InChI
1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+
InChI 密鑰
ORXQGKIUCDPEAJ-YRNVUSSQSA-N
一般說明
黄腐醇是一种存在于啤酒花 (Humulus lupulus) 雌花序中的查耳酮类化合物。它是一种食品添加剂。
應用
啤酒花 (Humulus lupulus) 黄腐醇已被用于:
- 处理胶质母细胞瘤细胞,检测其诱导凋亡作用
- 检测其对缺血再灌注 (I/R) 损伤的保护作用
- 作为杜氏改良Eagle培养基 (DMEM) 组分,检测其对丙型肝炎病毒细胞培养 (HCVcc) 系统感染的Huh7.5细胞的抗病毒活性。
生化/生理作用
异戊二烯型黄酮(如黄腐酚)在人类癌细胞系中具有抗增殖和细胞毒性作用。黄腐酚可保护 HepG2 细胞免受苯并[a]]和相关致癌物的侵害。它还可以保护细胞免受活性氧(ROS)的侵害,但不是通过直接的抗氧化作用实现的,而是通过诱导抗氧化应激的细胞防御机制介导的。黄腐酚可抑制二酰基甘油乙酰基转移酶(DGAT)和人 P450 酶。在缺氧条件下,它也抑制 HIF-1α 和 VEGF 的表达。
黄腐醇通过调节microRNA调控网络诱导神经胶质瘤的细胞凋亡。它可抑制Janus激酶 (JAK) 和信号转导及转录激活蛋白 (STAT),从而表现出抗炎性。黄腐醇具有抗牛病毒性腹泻病毒 (BVDV) 活性和体外抗丙型肝炎病毒活性。它还能诱导自噬,并具有抗血小板和神经保护作用。黄腐酚还能调节各种代谢过程,例如可以抑制甘油三酯、动脉粥样硬化斑块和脂肪形成。
儲存類別代碼
11 - Combustible Solids
水污染物質分類(WGK)
WGK 3
閃點(°F)
Not applicable
閃點(°C)
Not applicable
個人防護裝備
Eyeshields, Faceshields, Gloves
European journal of medicinal chemistry, 45(6), 2206-2213 (2010-02-16)
Besides 2',4'-dihydroxy-4,6'-dimethoxy-3'-prenylchalcone (1) and 4-acetoxy-2',4'-dihydroxy-6'-methoxy-3'-prenylchalkon (2), both phase II metabolites of xanthohumol in rats, also a principally new chalcone 3'-coumaroyl-2',4,4'-trihydroxy-6'-methoxychalcone (3), structurally derived from helichrysetin (4) by introducing a second coumaroyl substructure at C-3' was synthesized. Furthermore new chalcones were
Journal of natural products, 72(10), 1741-1747 (2009-09-18)
Therapeutic effects of dietary flavonoids have been attributed mainly to their antioxidant capacity. Xanthohumol (1), a prominent flavonoid of the hop plant, Humulus lupulus, was investigated for its antioxidant potential and for its effect on NF-kappaB activation. To examine the
Planta medica, 80(2-3), 171-176 (2013-12-21)
Hepatitis C virus is a major cause of chronic liver disease worldwide. Xanthohumol, a prenylated flavonoid from hops, has various biological activities including an antiviral effect. It was previously characterized as a compound that inhibits bovine viral diarrhea virus, a
Journal of natural products, 68(1), 43-49 (2005-02-01)
The ethyl acetate soluble fraction of hops (Humulus lupulus) showed potent inhibitory activity on the production of nitric oxide (NO) induced by a combination of LPS and IFN-gamma. Four known prenylflavonoids (1-4) and a new prenylflavonoid (5), hulupinic acid (6)
Journal of natural products, 74(12), 2505-2513 (2011-11-25)
The effect of the biologically active prenylated chalcone and potential anticancer agent xanthohumol (1) has been investigated on apoptosis of the T98G human malignant glioblastoma cell line. Compound 1 decreased the viability of T98G cells by induction of apoptosis in
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