Impératorine

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Nom de la substance

Impératorine, 8-isopent-2-enyloxy-6,7-furanocoumarine

Famille moléculaire

Source végétale

Propriétés

  • Anxiolytique [1], [2], améliore la mémoire et les processus cognitifs [3], améliore les troubles de la mémoire induits par la scopolamine [4]
  • Anticonvulsivant [5], potentialise les effets des anticonvulsivants classiques [6], [7]
  • Antispasmodique, relaxant des muscles lisses intestinaux [8], vasorelaxant [9], [10]
  • Des dérivés de l'impératorine possèdent des propriétés anticholinestérasiques et butyrylcholinestérasique (inhibition de la cholinestérase et de la butyrylcholinestérase) [11], [12]
  • Neuroprotecteur, améliore les troubles cognitifs induits par le lipopolysaccharide et la neuroinflammation [13]
  • Inhibe la réplication de HIV-1 [14], et de HSV-1 [15]
  • Antifibrosant hépatique [16]
  • Inhibe la prolifération de cellules de cancer du pancréas [17]

Effet thérapeutique

  • Fibrose hépatique (?)
  • Anxio-dépression
  • Maladie d'Alzheimer (?)

Effets indésirables

Bibliographie

  1. Budzynska B, Kruk-Slomka M, Skalicka-Wozniak K, Biala G, Glowniak K. The effects of imperatorin on anxiety and memory-related behavior in male Swiss mice. Exp Clin Psychopharmacol. 2012 Aug;20(4):325-32. PMID 22686497
  2. Kumar D, Bhat ZA, Kumar V, Shah MY. Coumarins from Angelica archangelica Linn. and their effects on anxiety-like behavior. Prog Neuropsychopharmacol Biol Psychiatry. 2013 Jan 10;40:180-6. PMID 22960104
  3. Budzynska B, Boguszewska-Czubara A, Kruk-Slomka M, Skalicka-Wozniak K, Michalak A, Musik I, Biala G, Glowniak K. Effects of imperatorin on nicotine-induced anxiety- and memory-related responses and oxidative stress in mice. Physiol Behav. 2013 Oct 2;122:46-55. doi: 10.1016/j.physbeh.2013.08.019. PMID 23999469
  4. Budzynska B, Boguszewska-Czubara A, Kruk-Slomka M, Skalicka-Wozniak K, Michalak A, Musik I, Biala G. Effects of imperatorin on scopolamine-induced cognitive impairment and oxidative stress in mice. Psychopharmacology (Berl). 2015 Mar;232(5):931-42. doi: 10.1007/s00213-014-3728-6. PMID 25189792
  5. Luszczki JJ, Glowniak K, Czuczwar SJ. Time-course and dose-response relationships of imperatorin in the mouse maximal electroshock seizure threshold model. Neurosci Res. 2007 Sep;59(1):18-22. PMID 17602770
  6. Luszczki JJ, Glowniak K, Czuczwar SJ. Imperatorin enhances the protective activity of conventional antiepileptic drugs against maximal electroshock-induced seizures in mice. Eur J Pharmacol. 2007 Nov 28;574(2-3):133-9. PMID 17651727
  7. Luszczki JJ, Wojda E, Andres-Mach M, Cisowski W, Glensk M, Glowniak K, Czuczwar SJ. Anticonvulsant and acute neurotoxic effects of imperatorin, osthole and valproate in the maximal electroshock seizure and chimney tests in mice: a comparative study. Epilepsy Res. 2009 Aug;85(2-3):293-9. PMID 19406619
  8. Mendel M, Skalicka-Woźniak K, Chłopecka M, Dziekan N. Effect of Imperatorin on the Spontaneous Motor Activity of Rat Isolated Jejunum Strips. Evid Based Complement Alternat Med. 2015;2015:614849. doi: 10.1155/2015/614849. PMID 26236380
  9. Zhou N, He JY, Wang T, Zhang J, He HZ. Design, synthesis, and vasorelaxation activity of novel imperatorin derivatives. J Asian Nat Prod Res. 2013;15(6):650-7. doi: 10.1080/10286020.2013.790378. PMID 23659576
  10. He JY, Zhang W, He LC, Cao YX. Imperatorin induces vasodilatation possibly via inhibiting voltage dependent calcium channel and receptor-mediated Ca2+ influx and release. Eur J Pharmacol. 2007 Nov 14;573(1-3):170-5. PMID 17662269
  11. Granica S, Kiss AK, Jarończyk M, Maurin JK, Mazurek AP, Czarnocki Z. Synthesis of Imperatorin Analogs and Their Evaluation as Acetylcholinesterase and Butyrylcholinesterase Inhibitors. Arch Pharm (Weinheim). 2013 Oct 14. doi: 10.1002/ardp.201300259. PMID 24123207
  12. Sigurdsson S, Gudbjarnason S. Effect of oral imperatorin on memory in mice. Biochem Biophys Res Commun. 2013 Nov 15;441(2):318-20. doi: 10.1016/j.bbrc.2013.10.036. PMID 24140410
  13. Chowdhury, A. A., Gawali, N. B., Shinde, P., Munshi, R., & Juvekar, A. R. (2018). Imperatorin ameliorates lipopolysaccharide induced memory deficit by mitigating proinflammatory cytokines, oxidative stress and modulating brain-derived neurotropic factor. Cytokine, 110, 78-86.
  14. Sancho R, Marquez N, Gomez-Gonzalo M, Calzado MA, Bettoni G, Coiras MT, Alcami J, Lopez-Cabrera M, Appendino G, Munoz E. Imperatorin inhibits HIV-1 replication through an Sp1-dependent pathway. J Biol Chem. 2004 Sep 3;279(36):37349-59. texte intégral
  15. Hassan STS, Šudomová M, Mazurakova A, Kubatka P. Insights into Antiviral Properties and Molecular Mechanisms of Non-Flavonoid Polyphenols against Human Herpesviruses. Int J Mol Sci. 2022 Nov 11;23(22):13891. doi: 10.3390/ijms232213891. PMID 36430369; PMCID: PMC9693824.
  16. Shin E, Lee C, Sung SH, Kim YC, Hwang BY, Lee MK. Antifibrotic activity of coumarins from Cnidium monnieri fruits in HSC-T6 hepatic stellate cells. J Nat Med. 2011 Apr;65(2):370-4. doi: 10.1007/s11418-010-0485-7. Epub 2010 Nov 17. PMID 21082271
  17. Sigurdsson S, Ogmundsdottir HM, Gudbjarnason S. Antiproliferative effect of Angelica archangelica fruits. Z Naturforsch C. 2004 Jul-Aug;59(7-8):523-7. PMID 15813373
  • Wang SJ, Lin TY, Lu CW, Huang WJ. Osthole and imperatorin, the active constituents of Cnidium monnieri (L.) Cusson, facilitate glutamate release from rat hippocampal nerve terminals. Neurochem Int. 2008 Dec;53(6-8):416-23. doi: 10.1016/j.neuint.2008.09.013. PMID 18951936
  • Lin TY, Lu CW, Huang WJ, Wang SJ. Osthole or imperatorin-mediated facilitation of glutamate release is associated with a synaptic vesicle mobilization in rat hippocampal glutamatergic nerve endings. Synapse. 2010 May;64(5):390-6. PMID 20034017