Imperatorin – pharmacological effects and possible implication in pharmacotherapy
DOI:
https://doi.org/10.12923/j.2084-980X/25.1/a.19Keywords:
imperatorin, photosensibilizing activity, neuractivity, myocardial activity, anticancer activity, antioxidant activity, anti-inflammatory activity, antibacterial activity, anti-hiv-1 activityAbstract
In the presented work, the biological activity of coumarins, especially that of imperatorin, is described. The natural sources of coumarins and possible implication in pharmacotherapy is also shown.
References
1. Abad M.J. et al.: Effects of furocoumarins from Cachrys trifida on some macrophage functions. J. Pharm. Pharmacol. 53, 1163, 2001.
2. Altamura S. and Muckenthaler M.U.: Iron toxicity in diseases of aging: Alzheimer‘s disease, Parkinson‘s disease and atherosclerosis. J. Alzheimers Dis. 16, 879, 2009.
3. Ban H.S. et al.: Inhibitory effects of furanocoumarins isolated from the roots of Angelica dahurica on prostaglandin E2 production. Planta Med. 69, 408, 2003.
4. Beijersbergen van Henegouwen G.M.J., Wijn E.T., Schoonderwoerd S.A. and Dall’Acqua F.: Method for the determination of the in vivo irreversible binding of 8-methoxypsoralen (8-MOP) to epidermal lipids, proteins and DNA:RNA of rats after PUVA treatment. J. Photochem. Photobiol. B: Biol. 3, 631, 1989.
5. Borowska K. et al.: Effect of polyamidoamine dendrimer G3 and G4 on skin permeation of 8-methoxypsoralene – In vivo study. Inter. J. Pharm. 426, 280, 2012.
6. Burz C., Berindan-Neagoe I., Balacescu O. and Irimie A.: Apoptosis in cancer: key molecular signaling pathways and therapy targets. Acta Oncol. 48, 811, 2009.
7. Cai Y., Baer-Dubowska W., Ashwood-Smith M. and DiGiovanni J.: Inhibitory effects of naturally occurring coumarins on the metabolic activation of benzo[a]pyrene and 7,12-dimethylbenz[a]anthracene in cultured mouse keratinocytes. Carcinogenesis. 18, 215, 1997.
8. CaiY. et al.: Effect of naturally occurring coumarins on the formation of epidermal DNA adducts and skin tumors induced by benzo[a]pyrene and 7,12-dimethylbenz[a]anthracene in SENCAR mice. Carcinogenesis. 18, 1521, 1997.
9. Choi S.Y. et al.: In vitro GABA-transaminase inhibitory compounds from the root of Angelica dahurica. Phytother. Res. 19, 839, 2005.
10. Cifkova R. et al.: Prevalence, awareness, treatment and control of hypertension in the Czech Republic. Results of two nationwide cross-sectional surveys in 1997/1998 and 2000/2001, Czech Post-Monica Study. J. Hum. Hypertens. 18, 571, 2004.
11. Czuczwar S.J. and Patsalos P.N.: The new generation of GABA enhancers potential in the treatment of epilepsy. CNS Drugs. 15, 339, 2001.
12. Dekermendjian K. et al.: Characterisation of the furanocoumarin phellopterin as a rat brain benzodiazepine receptor partial agonist in vitro. Neurosci. Lett. 219, 151, 1996.
13. Garcia-Argaez A.N., Ramirez Apan T.O., Parra Delgado H. and Velazquez G.: Anti-inflammatory activity of coumarins from Decatropis bicolor on TPA ear mice model. Planta Med. 66, 279, 2000.
14. Harris, R.R., G.W. Carter, R.L. Bell, J.L. Moore and D.W. Brooks: Clinical activity of leukotriene inhibitors. Int. J. Immunopharmacol. 17, 147, 1995.
15. He J.Y., Zhang W., He L.C. and Cao Y.X.: Imperatorin induces vasodilatation possibly via inhibiting voltage dependent calcium channel and receptor-mediated Ca2+ influx and release. Eur. J. Pharmacol. 573, 170, 2007.
16. Kawaii, S. et al.: Antiproliferative effect of isopentenylated coumarins on several cancer cell lines. Anticancer Res. 21, 1905, 2001.
17. Kim D.K. et al.: Acetylcholinesterase inhibitors from the roots of Angelica dahurica. Arch. Pharm. Res. 25, 856, 2002.
18. Kim S.H., Kang S.S. and Kim C.M.: Antiproliferative effect of furanocoumarins from the root of Angelica dahurica on cultured human tumor cell lines. Phytother. Res. 21, 288, 2007.
19. Kim S.H., Kang S.S. and Kim C.M.: Coumarin glycosides from the roots of Angelica dahurica. Arch. Pharm. Res. 15, 73, 1992.
20. Kimura Y. et al.: Effects of various coumarins from roots of Angelica dahurica on actions of adrenaline, ACTH and insulin in fat cells. Planta Med. 45, 183, 1982.
21. Kleiner H.E. et al.: Oral administration of naturally occurring coumarins leads to altered phase I and II enzyme activities and reduced DNA adduct formation by polycyclic aromatic hydrocarbons in various tissues of SENCAR mice. Carcinogenesis. 22, 73, 2001.
22. Li B.G. and Shi J.Y.: Determination of the contents of three coumarins in different parts of Radix Glehniae by HPLC. J. Shandong Univ. Tradit. Chin. Med. 29, 383, 2005.
23. Liu Y.Y., Zhang C., Li L.and Xiao Y.Q.: Studies on chemical constituents in roots of Heracleum rapula. China J. Chin. Mater. Med. 31, 309, 2006.
24. Luo K.W. et al.: Anticancer effects of imperatorin isolated from Angelica dahurica: induction of apoptosis in HepG2 cells through both death-receptor and mitochondria-mediated pathways. Chemotherapy. 57, 449, 2011.
25. Luszczki J.J., Glowniak K. and Czuczwar S.J.: Time–course and dose–response relationships of imperatorin in the mouse maximal electroshock seizure threshold model. Neurosci. Res. 59, 18, 2007.
26. Luszczki J.J., Wojda E., Raszewski G., Glowniak K.: Influence of imperatorin on anticonvulsant activity and acute-adverse effect profile of lamotrigine in electro-shocked induced seizures and chimney test in mice. Pharmacol. Rep. 60, 566, 2008.
27. Luszczki J.J., Glowniak K. and Czuczwar S.J.: Imperatorin enhances the protective activity of conventional anti-epileptic drugs against maximal electro-shocked induced seizures in mice. Eur. J. Pharmacol. 574, 133, 2007.
28. Marquez N. et al.: Imperatorin inhibits T-cell proliferation by targeting the transcription factor NFAT. Planta Med. 70, 1016, 2004.
29. Matsuda H. et al.: Inhibitors of nitric oxide production from the flowers of Angelica furcijuga: structures of hyuganosides IV and V. Chem. Pharm. Bull. 53, 387, 2005.
30. Mi H., Qu L.L. and Ren Y.L.: Study on extraction of coumarins in Cnidium monnieri by supercritical CO2 and separation of compositions analysis. China J. Chin. Mater. Med. 30, 645, 2005.
31. Okamoto T., Kajino K. and Hino O.: Hepatoprotective drugs for the treatment of virus-induced chronic hepatitis: from hypercarcinogenic state to hypocarcinogenic state. Jpn. J. Pharmacol. 87, 177, 2001.
32. Orhan G., Orhan I. and Sener B.: Recent developments in natural and synthetic drug research for Alzheimer’s disease. LDDD. 3, 268, 2006.
33. Pae H.O. et al.: Imperatorin, a Furanocoumarin from Angelica dahurica (Umbelliferae), induces cytochrome c-dependent apoptosis in human promyelocytic leukaemia, HL-60 Cells. Pharmacol. Toxicol. 91, 40, 2002.
34. Pathak M.A. et al.: Detection of DNA-psoralen photo-adducts in mammalian skin. J. Invest. Dermatol. 86, 308, 1986.
35. Perez-Fernandez R. et al.: Prevalence, awareness, treatment and control of hypertension in Galicia (Spain) and association with related diseases. J. Hum. Hypertens. 21, 366, 2007.
36. Perry T.L., Hansen S. and Klister M.: Deficiency of 4-aminobutyric acid in the brain. N. Engl. J. Med. 288, 337, 1973.
37. Piao X.L. et al.: Anti-oxidative activity of furanocoumarins isolated from Angelicae dahuricae. J. Ethnopharmacol. 93, 243, 2004.
38. Potapenkol A.Y. et al.: Photohemolysis sensitized by the furocoumarin imperatorin and its oxyfunctionalized derivatives. Photochem. Photobiol. 69, 410, 1999.
39. Rahman, A., Na M. and Kang S.C.: Antilisterial potential of imperatorin and limonin from Poncirus Trifoliata rafin. J. Food Biochem. 36, 217, 2012.
40. Raja S.B., Murali M.R., Roopa K. and Devara S.N.: Imperatorin a furocoumarin inhibits periplasmic Cu-Zn SOD of Shigella dysenteriae by modulating its resistance towards phagocytosis during host pathogen interaction. Biomed. Pharmacother. 65, 560, 2011.
41. Sancho R. et al.: Imperatorin inhibits HIV-1 replication through an Sp1-dependent pathway. J. Biol. Chem. 279, 37349, 2004.
42. Satchell P.G., Gutmann J.L. and Witherspoon D.E.: Apoptosis: an introduction for the endodontist. Int Endod J. 36, 237, 2003.
43. Senol F.S. et al.: An in vitro and in silico approach to cholinesterase inhibitory and antioxidant effects of the methanol extract, furanocoumarin fraction, and major coumarins of Angelica officinalis L. fruits. Phytochem. Lett. 4, 462, 2011.
44. Sigurdsson, S. and Gudbjarnason S.: Inhibition of acetylcholinesterase by extracts and constituents from Angelica archangelica and Geranium sylvaticum. Z. Naturforsch. Sect. C. 62, 689, 2007.
45. Smyth T., Ramachandran V.N. and Smyth W.F.: A study of the antimicrobial activity of selected naturally occurring and synthetic coumarins. Int. J. Antimicrob. Ag. 33, 421, 2009.
46. Um Y.R. et al.: Evaluation of chemical constituents from Glehnia littoralis for antiproliferative activity against HT-29 human colon cancer cells. Process. Biochemistry. 45, 114, 2010.
47. Wei Y. and Ito Y.: Preparative isolation of imperatorin, oxypeucedanin and isoimperatorin from the traditional Chinese herb bai zhi Angelica dahurica (Fisch. ex Hoffm) Benth. et Hook using multidimensional high-speed counter-current chromatography. J. Chromatogr. A. 1115, 112, 2006.
48. Whelton P.K., He J. and Muntner P.: Prevalence, awareness, treatment and control of hypertension in North America, North Africa and Asia. J Hum. Hypertens. 18, 541, 2004.
49. Yang P.Y. et al.: Expression of intercellular adhesion molecule-1 in U937 foam cells and the inhibitory effect of imperatorin. Acta Pharmacol. Sin. 23, 327, 2002.
50. Yang, X.W. et al.: Studies on the coumarin constituents of four species in genus Angelica from Changbai Mountain. J. Chin. Med. Mater. 1, 30, 1994.
51. Yun, M.H., S.J. Choi and S.C. Shim: A novel photo-adduct of 4,5,8-trimethylpsoralen and adenosine. Photochem. Photobiol. 55, 457, 1992.
52. Zarębska Z., Waszkowska E., Caffieri S. and Dall’Acqua F. : PUVA (psoralen UVA) photochemotherapy: processes triggered in the cells. Il Farmaco. 55, 515, 2000.
53. Zhang H.Q. and Yuan C.Q.: Furanocumarins – imperatorin inhibits myocardial hypertrophy both in vitro and in vivo. Fitoterapia. 81, 1188, 2010.
54. Zhang H.Q. and Yuan C.Q.: The chemical constituents of the root of Archangelica brevicaulis (Rupr.) Rchb. J. Plant Resour. Environ. 8, 22, 1999.
Downloads
Published
Issue
Section
License
Copyright (c) 2012 Autorzy
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 Unported License.
