Imperatorin

Quality 0.50 · 2 views · Updated 2 months ago

title: "Imperatorin" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["furanocoumarins", "terpeno-phenolic-compounds", "phenol-ethers"] topic_path: "general/furanocoumarins" source: "https://en.wikipedia.org/wiki/Imperatorin" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

| Verifiedfields = changed | verifiedrevid = 443870625 | ImageFile=Imperatorin Structural Formula V.1.svg | ImageSize=200px | PIN=9-[(3-Methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one | OtherNames=Ammidin Marmelosin Pentosalen 8-Isoamylenoxypsoralen 8-Isopentenyloxypsoralene |Section1={{Chembox Identifiers | ChemSpiderID_Ref = | ChemSpiderID = 9797 | KEGG_Ref = | KEGG = C09269 | InChI = 1/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3 | InChIKey = OLOOJGVNMBJLLR-UHFFFAOYAQ | ChEMBL_Ref = | ChEMBL = 453805 | StdInChI_Ref = | StdInChI = 1S/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3 | StdInChIKey_Ref = | StdInChIKey = OLOOJGVNMBJLLR-UHFFFAOYSA-N | CASNo_Ref = | CASNo=482-44-0 | PubChem=10212 | UNII_Ref = | UNII = K713N25C78 | ChEBI_Ref = | ChEBI = 5885 | SMILES=O=C/3Oc2c(OC\C=C(/C)C)c1occc1cc2\C=C\3 |Section2={{Chembox Properties | Formula=C16H14O4 | MolarMass=270.28 g/mol | Appearance= | Density= | MeltingPt= | BoilingPt= | Solubility= |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = Imperatorin is a furocoumarin and a phytochemical that has been isolated from Urena lobata L. (Malvaceae), Angelica archangelica, Angelica dahurica, Glehnia littoralis, Saposhnikovia divaricata, Cnidium monnieri, Incarvillea younghusbandii, and Zanthoxylum americanum mill. It is biosynthesized from umbelliferone, a coumarin derivative.

Isolation

The procedure for the isolation of imperatorin from Urena lobata involves exhaustively extracting under reflux with benzene the air-dried and pulverised roots followed by separation by column chromatography.

Biochemical activity

Imperatorin was identified from a Bioactive Molecules library in a high throughput screening experiment for inhibitors of the phosphodiesterase PDE4. It displays a significant preference for PDE4B over PDE4A. Imperatorin has been shown to have anti-inflammatory activity in chondrocytes. Imperatorin treatment inhibits the expression of iNOS and suppresses the production of NO in osteoarthritic chondrocytes.

References

References

  1. (July–August 2004). "Antiproliferative effect of Angelica archangelica fruits.". Zeitschrift für Naturforschung C.
  2. (September–October 2010). "An efficient strategy based on MAE, HPLC-DAD-ESI-MS/MS and 2D-prep-HPLC-DAD for the rapid extraction, separation, identification and purification of five active coumarin components from Radix Angelicae Dahuricae". Phytochemical Analysis.
  3. (July 2011). "Quantitative analysis of nine coumarins in rat urine and bile after oral administration of Radix Glehniae extract by high-performance liquid chromatography-electrospray ionization tandem mass spectrometry". Biomed. Chromatogr..
  4. (June 2010). "Chemical constituents of roots of Saposhnikovia divaricata". Zhongguo Zhong Yao Za Zhi.
  5. Shin, Eunjin. (2010-11-17). "Antifibrotic activity of coumarins from Cnidium monnieri fruits in HSC-T6 hepatic stellate cells". Journal of Natural Medicines.
  6. (January 2010). "Chemical constituents of Incarvillea younghusbandii". Zhongguo Zhong Yao Za Zhi.
  7. (May 2005). "Antifungal constituents of northern prickly ash, Zanthoxylum americanum mill". Phytomedicine.
  8. F. M. Dean ''Naturally Occurring Oxygen Ring Compounds'', Butterworths, London, 1963.
  9. Keshab Ghosh. (2004). "A furocoumarin, Imperatorin isolated from Urena lobata L. (Malvaceae)". Molecular Diversity Preservation International.
  10. (January 2008). "Development of a fission yeast-based high-throughput screen to identify chemical regulators of cAMP phosphodiesterases". J Biomol Screen.
  11. Ahmad, Nashrah. (August 2020). "Imperatorin suppresses IL-1β-induced iNOS expression via inhibiting ERK-MAPK/AP1 signaling in primary human OA chondrocytes". International Immunopharmacology.

::callout[type=info title="Wikipedia Source"] This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page. ::

furanocoumarinsterpeno-phenolic-compoundsphenol-ethers