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Imperatorin

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Imperatorin
Names
IUPAC name
9-(3-Methylbut-2-enoxy)-7-furo[3,2-g]chromenone
Other names
Ammidin
Marmelosin
Pentosalen
8-Isoamylenoxypsoralen
8-Isopentenyloxypsoralene
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.006.893 Edit this at Wikidata
KEGG
UNII
  • InChI=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 checkY
    Key: OLOOJGVNMBJLLR-UHFFFAOYSA-N checkY
  • 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
    Key: OLOOJGVNMBJLLR-UHFFFAOYAQ
  • O=C/3Oc2c(OC\C=C(/C)C)c1occc1cc2\C=C\3
Properties
C16H14O4
Molar mass 270.28 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Imperatorin is a furocoumarin and a phytochemical that has been isolated from Urena lobata L. (Malvaceae), Angelica archangelica,[1] Angelica dahurica,[2] Glehnia littoralis,[3] Saposhnikovia divaricata,[4] Cnidium monnieri,[5] Incarvillea younghusbandii,[6] and Zanthoxylum americanum mill.[7] It is biosynthesized from umbelliferone, a coumarin derivative.[8]

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.[9]

See also

References

  1. ^ Sigurdsson S, Ogmundsdottir HM, Gudbjarnason S. (2004). "Antiproliferative effect of Angelica archangelica fruits". Zeitschrift für Naturforschung C. 4th. 59 (7–8): 523–7. PMID 15813373. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  2. ^ Xie Y, Zhao W, Zhou T, Fan G, Wu Y. (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. 21 (5): 473–82. doi:10.1002/pca.1222. PMID 20931624. Retrieved 2010-11-27. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  3. ^ Liu, M., Shi, X., Yang, W., Liu, S., Wang, N., Shi, R., Qiao, S., Wang, Q. and Wang, Y. (2010-09-27). "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". Biochemical Chromatography. [Epub ahead of print]: n/a–n/a. doi:10.1002/bmc.1517. PMID 20878664. Retrieved 2010-11-27.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  4. ^ Zhao B, Yang X, Yang X, Zhang L. (2010). "Chemical constituents of roots of Saposhnikovia divaricata". Zhongguo Zhong yao za zhi. 2nd (in Chinese). 35 (12): 1569–72. PMID 20815209. {{cite journal}}: |access-date= requires |url= (help); Unknown parameter |month= ignored (help); Unknown parameter |trans_title= ignored (|trans-title= suggested) (help)CS1 maint: multiple names: authors list (link)
  5. ^ Shin, Eunjin (2010-11-17). "Antifibrotic activity of coumarins from Cnidium monnieri fruits in HSC-T6 hepatic stellate cells" (PDF). Journal of Natural Medicines. 2nd. [Epub ahead of print] (2): 370–374. doi:10.1007/s11418-010-0485-7. PMID 21082271. Retrieved 2010-11-27. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help)
  6. ^ Fu, Y (2010). "Chemical constituents of Incarvillea younghusbandii". Zhongguo Zhong yao za zhi. 2nd. 35 (1): 58–62. PMID 20349717. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help); Unknown parameter |month= ignored (help); Unknown parameter |trans_title= ignored (|trans-title= suggested) (help)
  7. ^ Bafi-Yeboa, N. F. (2005). "Antifungal constituents of northern prickly ash, Zanthoxylum americanum mill". Phytomedicine. 12 (5): 370–7. PMID 15957372. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help); Unknown parameter |month= ignored (help)
  8. ^ F. M. Dean Naturally Occurring Oxygen Ring Compounds, Butterworths, London, 1963.
  9. ^ A furocoumarin, Imperatorin isolated from Urena lobata L. (Malvaceae) Keshab Ghosh Molbank 2004, M382 [1] open access publication