Imperatorin

Imperatorin
IUPAC name 9-(3-Methylbut-2-enoxy)-7-furo[3,2-g]chromenone
Other names Ammidin Marmelosin Pentosalen 8-Isoamylenoxypsoralen 8-Isopentenyloxypsoralene
Identifiers
CAS number	482-44-0
PubChem	10212
ChemSpider	9797 Y
UNII	K713N25C78 Y
KEGG	C09269 Y
ChEMBL	CHEMBL453805 Y
Jmol-3D images	Image 1
SMILES O=C/3Oc2c(OC\C=C(/C)C)c1occc1cc2\C=C\3
InChI 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 Y Key: OLOOJGVNMBJLLR-UHFFFAOYSA-N Y 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
Properties
Molecular formula	C16H14O4
Molar mass	270.28 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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

• Psoralen, the parent furocoumarin.

References

1. ^ Sigurdsson S, Ogmundsdottir HM, Gudbjarnason S. (July–August 2004). "Antiproliferative effect of Angelica archangelica fruits.". Zeitschrift für Naturforschung C. 4th 59 (7–8): 523–7. PMID 15813373. 
2. ^ Xie Y, Zhao W, Zhou T, Fan G, Wu Y. (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 21 (5): 473–82. doi:10.1002/pca.1222. PMID 20931624. 
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. 
4. ^ Zhao B, Yang X, Yang X, Zhang L. (June 2010). "Chemical constituents of roots of Saposhnikovia divaricata [Chemical constituents of roots of Saposhnikovia divaricata]" (in Chinese). Zhongguo Zhong yao za zhi. 2nd 35 (12): 1569–72. PMID 20815209. 
5. ^ Shin, Eunjin; Lee, Chul; Sung, Sang Hyun; Kim, Young Choong; Hwang, Bang Yeon; and Lee, Mi Kyeong. (2010-11-17). "Antifibrotic activity of coumarins from Cnidium monnieri fruits in HSC-T6 hepatic stellate cells". Journal of Natural Medicines. 2nd [Epub ahead of print] (2): 370–374. doi:10.1007/s11418-010-0485-7. PMID 21082271. http://www.springerlink.com/content/uj881g010mt00287/fulltext.pdf. Retrieved 2010-11-27. 
6. ^ Fu, Y; Bai Y, Dawa Z, Bai B, Ding L. (January 2010). "Chemical constituents of Incarvillea younghusbandii [Chemical constituents of Incarvillea younghusbandii]". Zhongguo Zhong yao za zhi. 2nd 35 (1): 58–62. PMID 20349717. 
7. ^ Bafi-Yeboa, N. F.; Arnason JT, Baker J, Smith ML. (May 2005). "Antifungal constituents of northern prickly ash, Zanthoxylum americanum mill". Phytomedicine 12 (5): 370–7. doi:10.1016/j.phymed.2003.12.005. PMID 15957372. 
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