| 词条 | Chebulagic acid |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 404156322 | ImageFile = Chebulagic acid.PNG | ImageSize = 200px | IUPACName = | OtherNames = |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 525240 | InChI = 1S/C41H30O27/c42-13-1-8(2-14(43)24(13)49)35(56)68-41-34-33-31(64-39(60)12(6-19(47)48)22-23-11(38(59)67-34)5-17(46)27(52)32(23)65-40(61)30(22)55)18(63-41)7-62-36(57)9-3-15(44)25(50)28(53)20(9)21-10(37(58)66-33) 4-16(45)26(51)29(21)54/h1-5,12,18,22,30-31,33-34,41-46,49-55H,6-7H2,(H,47,48)/t12-,18+,22-,30-,31+,33-,34+,41-/m0/s1 | InChIKey = HGJXAVROWQLCTP-YABCKIEDSA-N | CASNo_Ref = {{cascite|correct|??}} | CASNo = 23094-71-5 | PubChem = 12400 | SMILES = C1C2C3C(C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C6=C5C(C(C(=O)O3)CC(=O)O)C(C(=O)O6)O)O)O)OC(=O)C7=CC(=C(C(=C7C8=C(C(=C(C=C8C(=O)O1)O)O)O)O)O)O }} |Section2={{Chembox Properties | Formula = C41H30O27 | MolarMass = 954.66 g/mol | Appearance = | Density= | MeltingPt= | BoilingPt= | Solubility= |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = }} Chebulagic acid is a benzopyran tannin and an antioxidant that has many potential uses in medicine. It has been found to be immunosuppressive,[1] hepatoprotective,[2] and a potent alpha-glucosidase inhibitor,[3][4] a human gut enzyme useful in diabetic studies. It has been shown to be active against Staphylococcus aureus and Candida albicans[5] It is found in the plants Terminalia chebula, T. citrina and T. catappa.[6] It is formed from geraniin through a glutathione-mediated conversion.[7] References1. ^{{cite journal|last1=HAMADA|first1=Shin-ichi|last2=KATAOKA|first2=Takao|last3=WOO|first3=Je-Tae|last4=YAMADA|first4=Atsushi|last5=YOSHIDA|first5=Takashi|last6=NISHIMURA|first6=Toshio|last7=OTAKE|first7=Noboru|last8=NAGAI|first8=Kazuo|title=Immunosuppressive Effects of Gallic Acid and Chebulagic Acid on CTL-Mediated Cytotoxicity.|journal=Biological & Pharmaceutical Bulletin|date=1997|volume=20|issue=9|pages=1017–1019|doi=10.1248/bpb.20.1017}} {{Ellagitannin}}{{DEFAULTSORT:Chebulagic Acid}}{{Natural-phenol-stub}}2. ^{{cite journal|last1=Kinoshita|first1=S.|last2=Inoue|first2=Y.|last3=Nakama|first3=S.|last4=Ichiba|first4=T.|last5=Aniya|first5=Y.|title=Antioxidant and hepatoprotective actions of medicinal herb, Terminalia catappa L. from Okinawa Island and its tannin corilagin|journal=Phytomedicine|date=November 2007|volume=14|issue=11|pages=755–762|doi=10.1016/j.phymed.2006.12.012|pmid=17293097}} 3. ^Sasidharan, J Enzyme Inhib Med Chem 27:578 2012 {{PMID|22512724}} 4. ^Pham, Pharm Biol 2014 {{PMID|24635511}} 5. ^{{cite web |url=http://www.tuninst.net/MyanMedPlants/TIL/famC/Combretaceae.htm#Terminalia-citrina |title=Archived copy |accessdate=2008-10-25 |deadurl=yes |archiveurl=https://web.archive.org/web/20081206115257/http://www.tuninst.net/MyanMedPlants/TIL/famC/Combretaceae.htm#Terminalia-citrina |archivedate=2008-12-06 |df= }} 6. ^[https://archive.today/20120909153035/http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6TCR-4HCDJS0-2&_user=4296857&_rdoc=1&_fmt=&_orig=search&_sort=d&_docanchor=&view=c&_acct=C000012518&_version=1&_urlVersion=0&_userid=4296857&md5=ba49ce34c6a6ef6943e0f1befed82776 Chemopreventive effect of punicalagin, a novel tannin component isolated from Terminalia catappa, on H-ras-transformed NIH3T3 cells.] Pin-Shern Chen and Jih-Heng Li, Toxicology Letters, Volume 163, Issue 1, 5 May 2006, Pages 44-53 7. ^Glutathione-mediated conversion of the ellagitannin geraniin into chebulagic acid. Tanaka T, Kouno I and Nonaka G.I, Chemical and pharmaceutical bulletin, 1996, volume 44, no 1, pages 34-40, {{INIST|3003361}} 2 : Phenol antioxidants|Ellagitannins |
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