CAS: 34334-69-5; Cirsiliol
该化合物是一种氟氯酮衍生物,其特征是氟氯酮骨干上独特的甲氧和羟基替代物,该化合物展示了显著的生物活动,特别是作为抗氧化剂和细胞信号路径的潜在调节器,其结构特征,包括三氢氧苯基动物,有助于其自由的激进清扫特性,而甲基氧组可能增强代谢稳定性.该化合物因其潜在的反炎和...
- 英文名称Cirsiliol
- 中文名称条叶蓟素
- IUPAC名称2-(3,4-dihydroxyphenyl)-5-hydroxy-6,7-dimethoxy-4H-chromen-4-one
- 其它别名Flavone,3',4',5-trihydroxy-6,7-dimethoxy- (8CI); 5,3',4'-Trihydroxy-6,7-dimethoxyflavone; 6,7-Dimethoxy-5,3',4'-trihydroxyflavone; 6-Hydroxyluteolin-6,7-dimethyl ether; 6-Methoxyluteolin 7-methyl ether; Cirsiliol
- CAS编号34334-69-5
- MFCD编号:MFCD00210577
- EINECS号:809-104-8
- FDA UNII编号:8W4Y5JK3XE
- 分子式:C17H14O7分子量:330.29
- 产品CID: 1345356
- 产品分类天然产物 → 黄酮类化合物
物理性质
- 熔点280-281.5°C (methanol )
- 沸点616.1±55.0 °C(预测)
- 闪点230.8 °C
- 密度1.483±0.06 g/cm3(预测)
- pKa:6.31±0.40(预测)
- PSA:109.36
- LogP:2.594
- 溶解性Acetone: Soluble; Chloroform: Soluble; DMSO: Soluble
- 外观形态白色至米色粉末
- 储存条件2-8°C
- 产品应用该化合物是5-脂氧基酶和具有竞争力的低亲和性抑制剂,对苯并二氮杂卓受体是一种低亲关系抑制剂;它可能通过抑制CA2+的流入,同时刺激细胞内仓库的CA2(+)释放;它抑制辐射引起的NOTCH-1表达方式,从而减少非小型细胞肺癌细胞的扩散;在乳胶式老鼠模型中,它与辐照相比会大大减少肿瘤体积.
MSDS等安全信息
欧盟法规
C&L通报上下游产品
3',4'-diacetoxy-5-hydroxy-3,6,7-trimethoxyflavone 2-(3,4-bis-benzyloxy-phenyl)-5,6,7-trimethoxy-chromen-4-one 3',4'-dihydroxy-5,6,7-trimethoxyflavone 6-hydroxy-2,3,4-trimethoxyacetophenone cirsilineol合成工艺路线路线简述
- 合成目标产物 6,7-Dimethoxy-3',4',5-Trihydroxyflavone 主要起始原料 2,3,4-Trimethoxy-6-Hydroxyacetophenone
- (文献来源)合成步骤主要原料 2,3,4-Trimethoxy-6-Hydroxyacetophenone
📜2,3,4-三甲氧基-6-羟基苯乙酮置于palladium On Activated Charcoal 吡啶,盐酸,氢氧化钾,三氯化铝,氢气,Sodium Acetate,溶剂黄146体系中,用 甲醇,乙酸乙酯,乙腈 用作溶剂,化学反应 15.5H,反应生成条叶蓟素
参考文献:具有烷氧基的5,6,7-和5,7,8-三加氧的3',4'-二羟基黄酮的合成及其对花生四烯酸5-脂氧合酶的抑制活性.
标题:具有烷氧基的5,6,7-和5,7,8-三加氧的3',4'-二羟基黄酮的合成及其对花生四烯酸5-脂氧合酶的抑制活性.
摘要:花生四烯酸5-脂氧合酶在白三烯的生物合成中起关键作用.通过在a环的5,6,7和8位上引入各种链长的烷基,可以衍生化酶的选择性抑制剂cirsiliol(3',4',5-三羟基-6,7-二甲氧基黄酮)黄酮骨架.用5-10个碳的烷基修饰位置5和6,将5-脂氧合酶抑制作用的ic50值明显降低至10 Nm.如用5-或6-己氧基氧基衍生物测试,显示了对5-脂氧合酶的相对选择性的抑制.抑制12-脂氧合酶需要这些化合物的浓度更高,而环氧合酶则没有被抑制.修饰7和8位不会增加大多数黄酮类化合物的抑制作用.
Doi:10.1021/jm00161A021
海关参考信息
- 2905110000-甲醇
2907210001-间苯二酚
2907221000-对苯二酚
2908199090-其他酚的卤化衍生物 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
专利信息
专利号:US-2007232495-A1
优先权日:2006-03-24
标题:Compositions and methods to add value to plant products, increasing the commercial quality, resistance to external factors and polyphenol content thereof
发明人：NAPPA ALVARO O; LORENZINI FELIPE C; SANHUEZA ANDRES L
权利人:NAPPA ALVARO O; LORENZINI FELIPE C; SANHUEZA ANDRES L
摘要:The invention is related to compositions and methods that naturally protect plant tissues against ultraviolet radiation and temperature, thus giving protection against sunburn to plants, plant parts, fruits and/or flowers during their development. The invention is also related to compositions and methods to naturally improve the color of plants, plant parts, fruits and/or flowers by inducing the natural synthesis of flavonoids and anthocyanins present in plants. Likewise, the present invention is directed to improving the nutritional value of plants, plant parts, fruits and/or flowers by increasing the normal levels of polyphenolic compounds, especially flavonoids, present therein. Additionally, the present invention is related to compositions and methods that give more resistance to plants, plant parts, fruits and/or flowers against pathogens as bacteria and fungi. Finally, the present invention is related to plants, plant parts, fruits, flowers and/or propagating material treated with the compositions described in the present document.
供应商参考报价(招募中)
品牌试剂参考报价(招募中)
📌 第三方产品分析报告
主要参考文献
1: Jiang T, Peng L, Wang Q, Huang B, Peng D, Men L, Jiang Y, Zhu M, Wang M, Lin L, Lv J, Li S. Cirsiliol regulates mitophagy in colon cancer cells via STAT3 signaling. Cancer Cell Int. 2022 Oct 7;22(1):304. doi: 10.1186/s12935-022-02732-6.
2: Hu H, Du W, Zhang W, Fang J. Cirsiliol mitigates Aβ fibrillation and underlying membrane-leakage associated neurotoxicity: A possible implication in the treatment of neurodegenerative disease. Int J Biol Macromol. 2022 Jul 31;213:915-922. doi: 10.1016/j.ijbiomac.2022.06.023. Epub 2022 Jun 8. 40(1):105. doi: 10.1186/s13046-021-01903-z.
4: Prasad P, Vasas A, Hohmann J, Bishayee A, Sinha D. Cirsiliol Suppressed Epithelial to Mesenchymal Transition in B16F10 Malignant Melanoma Cells through Alteration of the PI3K/Akt/NF-κB Signaling Pathway. Int J Mol Sci. 2019 Jan 31;20(3):608. doi: 10.3390/ijms20030608.
合成参考文献
参考文献:10.1007/s00253-018-9043-0
摘要:Berim A, Gang DR. Production of methoxylated flavonoids in yeast using ring A hydroxylases and flavonoid O-methyltransferases from sweet basil. Applied Microbiology and Biotechnology. 2018 Apr 28;102(13):5585–98. doi: 10.1007/s00253-018-9043-0.
参考文献:10.1016/0306-3623(92)90127-6
摘要:Mustafa EH, Abu Zarga M, Abdalla S. Effects of cirsiliol, a flavone isolated from Achillea fragrantissima, on rat isolated ileum. General Pharmacology: The Vascular System. 1992 May;23(3):555–60. doi: 10.1016/0306-3623(92)90127-6.
参考文献:10.1248/bpb.25.875
摘要:Nagao T, Abe F, Kinjo J, Okabe H. Antiproliferative Constituents in Plants. 10. Flavones from the Leaves of Lantana montevidensis BRIQ. and Consideration of Structure-Activity Relationship. Biological & Pharmaceutical Bulletin. 2002;25(7):875–9. doi: 10.1248/bpb.25.875.
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