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二鹅掌菜酚

维基百科，自由的百科全书
（重定向自C36H22O18）
二鹅掌菜酚
Chemical structure of dieckol
首选IUPAC名
2,4,6-Trioxa-1(1),5(7,1)-dioxanthrena-3(1,4),7(1)-dibenzenaheptaphane-12,14,17,19,33,35,52,54,59,73,75-undecol
识别
CAS号 88095-77-6  checkY
PubChem 3008868
ChemSpider 2278311
SMILES
 
  • Oc4cc(O)c6Oc(cc(O)cc3O)c3Oc6c4Oc(cc2O)cc(O)c2Oc(cc1Oc5c(O)cc7O)cc(O)c1Oc5c7Oc(c8)cc(O)cc8O
InChI
 
  • 1S/C36H22O18/c37-12-1-13(38)3-15(2-12)49-31-22(44)10-25(47)34-35(31)54-30-21(43)8-17(9-27(30)52-34)48-28-19(41)6-16(7-20(28)42)50-32-23(45)11-24(46)33-36(32)53-29-18(40)4-14(39)5-26(29)51-33/h1-11,37-47H
InChIKey DRZQFGYIIYNNEC-UHFFFAOYSA-N
ChEBI 65769
性质
化学式 C36H22O18
摩尔质量 742.52 g/mol g·mol⁻¹
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

二鹅掌菜酚（英語：Dieckol）是一种褐藻单宁（英语：Phlorotannin），存在于荒布（日语：アラメ）（Eisenia bicyclis）[1] [2]、捣布（日语：カジメ）（Ecklonia cava）[3]或蔓荒布（日语：ツルアラメ）（Ecklonia stolonifera）[4] [5]中。

该化合物具有抗血栓（英语：Antithrombotic）和促纤溶（英语：Fibrinolysis）活性[2]。它还对毛发生长（英语：Human hair growth）有影响[6]。

二鹅掌菜酚是一种GSK-3β（英语：Glycogen synthase kinase-3 beta）抑制剂[7][8]。

参见

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参考文献

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  1. ^ Jung, HA; Oh, SH; Choi, JS. Molecular docking studies of phlorotannins from Eisenia bicyclis with BACE1 inhibitory activity. Bioorganic & Medicinal Chemistry Letters. 2010, 20 (11): 3211–5. PMID 20462757. doi:10.1016/j.bmcl.2010.04.093. 
  2. ^ 2.0 2.1 Kim, Tae Hoon; Ku, Sae-Kwang; Bae, Jong-Sup. Antithrombotic and profibrinolytic activities of eckol and dieckol. Journal of Cellular Biochemistry. 2012, 113 (9): 2877–83. PMID 22511271. S2CID 2151927. doi:10.1002/jcb.24163. 
  3. ^ Lee, Seung-Hong; Park, Mi-Hwa; Heo, Soo-Jin; Kang, Sung-Myung; Ko, Seok-Chun; Han, Ji-Sook; Jeon, You-Jin. Dieckol isolated from Ecklonia cava inhibits α-glucosidase and α-amylase in vitro and alleviates postprandial hyperglycemia in streptozotocin-induced diabetic mice. Food and Chemical Toxicology. 2010, 48 (10): 2633–7. PMID 20600532. doi:10.1016/j.fct.2010.06.032. 
  4. ^ Goo, HR; Choi, JS; Na, DH. Quantitative determination of major phlorotannins in Ecklonia stolonifera. Archives of Pharmacal Research. 2010, 33 (4): 539–44. PMID 20422362. S2CID 26981463. doi:10.1007/s12272-010-0407-y. 
  5. ^ Joe, MJ; Kim, SN; Choi, HY; Shin, WS; Park, GM; Kang, DW; Kim, YK. The inhibitory effects of eckol and dieckol from Ecklonia stolonifera on the expression of matrix metalloproteinase-1 in human dermal fibroblasts. Biological & Pharmaceutical Bulletin. 2006, 29 (8): 1735–9. PMID 16880634. doi:10.1248/bpb.29.1735 可免费查阅. 
  6. ^ Kang, Jung-Il; Kim, Sang-Cheol; Kim, Min-Kyoung; Boo, Hye-Jin; Jeon, You-Jin; Koh, Young-Sang; Yoo, Eun-Sook; Kang, Sung-Myung; Kang, Hee-Kyoung. Effect of Dieckol, a Component of Ecklonia cava, on the Promotion of Hair Growth. International Journal of Molecular Sciences. 2012, 13 (12): 6407–23. PMC 3382810 可免费查阅. PMID 22754373. doi:10.3390/ijms13056407 可免费查阅. 
  7. ^ Yoon JH, Lee N, Youn K, Jo MR, Kim HR, Lee DS, Ho CT, Jun M. Dieckol Ameliorates Aβ Production via PI3K/Akt/GSK-3β Regulated APP Processing in SweAPP N2a Cell. Mar Drugs. 2021-03-15, 19 (3): 152. PMC 8001366 可免费查阅. PMID 33804171. doi:10.3390/md19030152. 
  8. ^ Zheng Zhao, Ye Yuan, Shuang Li, Xiaofeng Wang, Xue Yang. Natural compounds from herbs and nutraceuticals as glycogen synthase kinase-3β inhibitors in Alzheimer's disease treatment. CNS Neuroscience & Therapeutics. 2024-08-11, 30 (8). doi:10.1111/cns.14885. 
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