| 词条 | Pinosylvin |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 361726608 | ImageFile = pinosylvin.png | ImageSize = | IUPACName = 5-[(E)-2-Phenylethenyl]benzene-1,3-diol | OtherNames = (E)-3,5-Stilbenediol trans-3,5-Dihydroxystilbene |Section1={{Chembox Identifiers | CASNo_Ref = {{cascite|changed|??}} | CASNo = 22139-77-1 | PubChem = 5280457 | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 101506 | SMILES = C1=CC=C(C=C1)\\C=C\\C2=CC(=CC(=C2)O)O | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 4444110 | InChI = 1/C14H12O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-10,15-16H/b7-6+ | InChIKey = YCVPRTHEGLPYPB-VOTSOKGWBH | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 1S/C14H12O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-10,15-16H/b7-6+ | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = YCVPRTHEGLPYPB-VOTSOKGWSA-N |Section2={{Chembox Properties | C=14 | H=12 | O=2 | Appearance = | Density = | MeltingPtC = 153 to 155 | MeltingPt_notes = | BoilingPt = | Solubility = |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }}Pinosylvin is a pre-infectious stilbenoid toxin that is synthetized in plants during fungal infections, ozone induced stress and physical damage for example.[1] It is a fungitoxin protecting the wood from fungal infection.[2] It is present in the heartwood of Pinaceae[1] and also found in Gnetum cleistostachyum.[3] Injected in rats, pinosylvin shows a rapid glucuronidation and a poor bioavailability.[4] Pinosylvin is solid and needle-like. It is very soluble on acetone, benzene and chloroform.[5] BiosynthesisPinosylvin synthase is an enzyme that catalyzes the chemical reaction 3 malonyl-CoA + cinnamoyl-CoA → 4 CoA + pinosylvin + 4 CO2 This biosynthesis is noteworthy because plant biosyntheses employing cinnamic acid as a starting point are rare compared to the more common use of p-coumaric acid. Only a few identified compounds, such as anigorufone and curcumin, use cinnamic acid as their start molecule.[6][7] References1. ^1 {{Cite journal|last=Hovelstad|first=Hanne|last2=Leirset|first2=Ingebjorg|last3=Oyaas|first3=Karin|last4=Fiksdahl|first4=Anne|date=2006-01-31|title=Screening analyses of pinosylvin stilbenes, resin acids and lignans in Norwegian conifers|journal=Molecules (Basel, Switzerland)|volume=11|issue=1|pages=103–114|issn=1420-3049|pmid=17962750}} {{Stilbenes}}2. ^{{Cite journal|last=Lee|first=S. K.|last2=Lee|first2=H. J.|last3=Min|first3=H. Y.|last4=Park|first4=E. J.|last5=Lee|first5=K. M.|last6=Ahn|first6=Y. H.|last7=Cho|first7=Y. J.|last8=Pyee|first8=J. H.|date=March 2005|title=Antibacterial and antifungal activity of pinosylvin, a constituent of pine|journal=Fitoterapia|volume=76|issue=2|pages=258–260|doi=10.1016/j.fitote.2004.12.004|issn=0367-326X|pmid=15752644}} 3. ^{{Cite journal|last=Yao|first=Chun-Suo|last2=Lin|first2=Mao|last3=Liu|first3=Xin|last4=Wang|first4=Ying-Hong|date=April 2005|title=Stilbene derivatives from Gnetum cleistostachyum|journal=Journal of Asian Natural Products Research|volume=7|issue=2|pages=131–137|doi=10.1080/10286020310001625102|issn=1028-6020|pmid=15621615}} 4. ^{{Cite journal|last=Roupe|first=Kathryn A.|last2=Yáñez|first2=Jaime A.|last3=Teng|first3=Xiao Wei|last4=Davies|first4=Neal M.|date=November 2006|title=Pharmacokinetics of selected stilbenes: rhapontigenin, piceatannol and pinosylvin in rats|journal=The Journal of Pharmacy and Pharmacology|volume=58|issue=11|pages=1443–1450|doi=10.1211/jpp.58.11.0004|issn=0022-3573|pmid=17132206}} 5. ^{{Cite book|url=https://www.worldcat.org/oclc/908078665|title=CRC Handbook of Chemistry and Physics, 95th Edition|last=M.|first=Haynes, William|first3=|date=2014|publisher=CRC Press|year=|isbn=9781482208689|edition= 95th |location=Hoboken|pages=458|chapter=3|oclc=908078665}} 6. ^{{Cite journal|last=Schmitt|first=B.|last2=Hölscher|first2=D.|last3=Schneider|first3=B.|date=February 2000|title=Variability of phenylpropanoid precursors in the biosynthesis of phenylphenalenones in Anigozanthos preissii|journal=Phytochemistry|volume=53|issue=3|pages=331–337|issn=0031-9422|pmid=10703053}} 7. ^{{Cite journal|last=Kita|first=Tomoko|last2=Imai|first2=Shinsuke|last3=Sawada|first3=Hiroshi|last4=Kumagai|first4=Hidehiko|last5=Seto|first5=Haruo|date=July 2008|title=The biosynthetic pathway of curcuminoid in turmeric (Curcuma longa) as revealed by 13C-labeled precursors|journal=Bioscience, Biotechnology, and Biochemistry|volume=72|issue=7|pages=1789–1798|doi=10.1271/bbb.80075|issn=1347-6947|pmid=18603793}} 1 : Stilbenoids |
| 随便看 |
|
开放百科全书收录14589846条英语、德语、日语等多语种百科知识，基本涵盖了大多数领域的百科知识，是一部内容自由、开放的电子版国际百科全书。