# Imperatorin
> Mediated Wiki article. Canonical URL: https://mediated.wiki/source/Imperatorin
> Markdown URL: https://mediated.wiki/source/Imperatorin.md
> Source: https://en.wikipedia.org/wiki/Imperatorin
> Source revision: 1313732861
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{{chembox
| Verifiedfields = changed
| verifiedrevid = 443870625
| ImageFile=Imperatorin Structural Formula V.1.svg
| ImageSize=200px
| PIN=9-[(3-Methylbut-2-en-1-yl)oxy]-7''H''-furo[3,2-''g''][1]benzopyran-7-one
| OtherNames=Ammidin
Marmelosin
Pentosalen
8-Isoamylenoxypsoralen
8-Isopentenyloxypsoralene
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 9797
| KEGG_Ref = {{keggcite|correct|kegg}}
| 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 = {{ebicite|correct|EBI}}
| ChEMBL = 453805
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| 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 = {{stdinchicite|correct|chemspider}}
| StdInChIKey = OLOOJGVNMBJLLR-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=482-44-0
| PubChem=10212
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = K713N25C78
| ChEBI_Ref = {{ebicite|changed|EBI}}
| 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](/source/Furanocoumarin) and a [phytochemical](/source/phytochemical) that has been isolated from ''[Urena lobata](/source/Urena_lobata)'' L. ([Malvaceae](/source/Malvaceae)), ''[Angelica archangelica](/source/Angelica_archangelica)'',[{{cite journal |vauthors=Sigurdsson S, Ogmundsdottir HM, Gudbjarnason S |date=July–August 2004 |title=Antiproliferative effect of Angelica archangelica fruits. |journal=Zeitschrift für Naturforschung C |volume=59 |series=4th |issue=7–8 |pages=523–527 |pmid=15813373 |doi=10.1515/znc-2004-7-813|s2cid=20991241 |doi-access=free}}] ''[Angelica dahurica](/source/Angelica_dahurica)'',[{{cite journal |vauthors=Xie Y, Zhao W, Zhou T, Fan G, Wu Y |date=September–October 2010 |title=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 |journal=Phytochemical Analysis |volume=21 |issue=5 |pages=473–82 |pmid=20931624 |doi=10.1002/pca.1222}}] ''[Glehnia littoralis](/source/Glehnia_littoralis)'',[{{cite journal |vauthors=Liu M, Shi X, Yang W, Liu S, Wang N, Shi R, Qiao S, Wang Q, Wang Y |title=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 |journal=Biomed. Chromatogr. |volume=25 |issue=7 |pages=783–793 |date=July 2011 |pmid=20878664 |doi=10.1002/bmc.1517}}] ''[Saposhnikovia divaricata](/source/Saposhnikovia_divaricata)'',[{{cite journal |vauthors=Zhao B, Yang X, Yang X, Zhang L |date=June 2010 |trans-title=Chemical constituents of roots of Saposhnikovia divaricata |journal=Zhongguo Zhong Yao Za Zhi |volume=35 |series=2nd |issue=12 |pages=1569–72 |pmid=20815209 |language=zh|title=Chemical constituents of roots of Saposhnikovia divaricata |doi=10.4268/cjcmm20101214}}] ''[Cnidium monnieri](/source/Cnidium_monnieri)'',[{{cite journal |last=Shin |first=Eunjin |author2=Lee, Chul |author3=Sung, Sang Hyun |author4=Kim, Young Choong |author5=Hwang, Bang Yeon |author6=Lee, Mi Kyeong |date=2010-11-17 |title=Antifibrotic activity of coumarins from Cnidium monnieri fruits in HSC-T6 hepatic stellate cells |journal=Journal of Natural Medicines |volume=65| pmid=21082271 |doi=10.1007/s11418-010-0485-7 |issue=2 |pages=370–374| s2cid=21188255}}] ''[Incarvillea younghusbandii](/source/Incarvillea_younghusbandii)'',[{{cite journal |vauthors=Fu Y, Bai Y, Dawa Z, Bai B, Ding L |date=January 2010 |trans-title=Chemical constituents of Incarvillea younghusbandii |journal=Zhongguo Zhong Yao Za Zhi |volume=35 |series=2nd |issue=1 |pmid=20349717 |title=Chemical constituents of Incarvillea younghusbandii |pages=58–62| doi=10.4268/cjcmm20100112}}] and ''[Zanthoxylum americanum mill](/source/Zanthoxylum_americanum_mill)''.[{{cite journal |vauthors=Bafi-Yeboa NF, Arnason JT, Baker J, Smith ML |date=May 2005 |title=Antifungal constituents of northern prickly ash, Zanthoxylum americanum mill |journal=Phytomedicine |volume=12 |issue=5 |pmid=15957372 |pages=370–377 |doi=10.1016/j.phymed.2003.12.005}}] It is biosynthesized from [umbelliferone](/source/umbelliferone), a [coumarin](/source/coumarin) derivative.[F. M. Dean ''Naturally Occurring Oxygen Ring Compounds'', Butterworths, London, 1963.]
== Isolation ==
The procedure for the isolation of imperatorin from ''[Urena lobata](/source/Urena_lobata)'' involves exhaustively [extracting](/source/solvent_extraction) under [reflux](/source/reflux) with [benzene](/source/benzene) the air-dried and pulverised roots followed by separation by [column chromatography](/source/column_chromatography).[{{cite web |title=A furocoumarin, Imperatorin isolated from Urena lobata L. (Malvaceae) |author=Keshab Ghosh |date=2004 |id=M382 |publisher=Molecular Diversity Preservation International |url=http://www.mdpi.net/molbank/molbank2004/m0382.htm |archive-date=2005-04-06|archive-url=https://web.archive.org/web/20050406031843/http://www.mdpi.net/molbank/molbank2004/m0382.htm}}]
== Biochemical activity ==
Imperatorin was identified from a Bioactive Molecules library in a [high throughput screening](/source/high_throughput_screening) experiment for inhibitors of the phosphodiesterase PDE4. It displays a significant preference for [PDE4B](/source/PDE4B) over [PDE4A](/source/PDE4A).[{{cite journal |vauthors=Ivey FD, Wang L, Demirbas D, Allain C, Hoffman CS |title=Development of a fission yeast-based high-throughput screen to identify chemical regulators of cAMP phosphodiesterases |journal=J Biomol Screen |volume=13 |issue=1 |pages=62–71 |date=January 2008 |pmid=18227226 |pmc=2851203 |doi=10.1177/1087057107312127}}] Imperatorin has been shown to have anti-inflammatory activity in chondrocytes.[{{Cite journal |last=Ahmad |first=Nashrah |last2=Ansari |first2=Mohammad Y. |last3=Bano |first3=Shabana |last4=Haqqi |first4=Tariq M. |date=August 2020 |title=Imperatorin suppresses IL-1β-induced iNOS expression via inhibiting ERK-MAPK/AP1 signaling in primary human OA chondrocytes |journal=International Immunopharmacology |volume=85 |article-number=106612 |doi=10.1016/j.intimp.2020.106612 |issn=1878-1705 |pmc=8418334 |pmid=32450530}}] Imperatorin treatment inhibits the expression of iNOS and suppresses the production of NO in osteoarthritic chondrocytes.