Tingénone

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Nom de la substance

Tingénone = maïténine = mayténine

Famille moléculaire

Source végétale

Propriétés

  • Analgésique, effet médié par le système opioïde [1], par l’activation des récepteurs cannabinoïdes [2], par l’activation de la voie L-arginine/NO/cGMP/KATP [3]
  • Antifongique [4]
  • Potentialité anticancéreuses [5]
  • Tingénone et 22-hydroxytingénone sont antileucémiques (cellules de leucémie myéloïde aiguë HL-60) [6]
  • Activité antiprotozoaire, anti-leishmaniose et maladie de Chagas (dues à Leishmania amazonensis, Leishmania chagasi, Trypanosoma cruzi) [7]

Effet thérapeutique

Effets indésirables

Bibliographie

  1. Veloso Cde C, Rodrigues VG, Ferreira RC, Duarte LP, Klein A, Duarte ID, Romero TR, Perez Ade C. Tingenone, a pentacyclic triterpene, induces peripheral antinociception due to opioidergic activation. Planta Med. 2014 Nov;80(17):1615-21. doi: 10.1055/s-0034-1383147. PMID 25338214.
  2. Veloso CC, Ferreira RCM, Rodrigues VG, Duarte LP, Klein A, Duarte ID, Romero TRL, Perez AC. Tingenone, a pentacyclic triterpene, induces peripheral antinociception due to cannabinoid receptors activation in mice. Inflammopharmacology. 2018 Feb;26(1):227-233. doi: 10.1007/s10787-017-0391-7. PMID 28889355.
  3. de Carvalho Veloso C, Rodrigues VG, Ferreira RC, Duarte LP, Klein A, Duarte ID, Romero TR, de Castro Perez A. Tingenone, a pentacyclic triterpene, induces peripheral antinociception due to NO/cGMP and ATP-sensitive K(+) channels pathway activation in mice. Eur J Pharmacol. 2015 May 15;755:1-5. doi: 10.1016/j.ejphar.2015.02.038. PMID 25748602.
  4. Gullo FP, Sardi JC, Santos VA, Sangalli-Leite F, Pitangui NS, Rossi SA, de Paula E Silva AC, Soares LA, Silva JF, Oliveira HC, Furlan M, Silva DH, Bolzani VS, Mendes-Giannini MJ, Fusco-Almeida AM. Antifungal activity of maytenin and pristimerin. Evid Based Complement Alternat Med. 2012;2012:340787. doi: 10.1155/2012/340787. PMID 22675379; PMCID: PMC3364566.
  5. Hernandes C, Miguita L, de Sales RO, Silva EP, Mendonça POR, Lorencini da Silva B, Klingbeil MFG, Mathor MB, Rangel EB, Marti LC, Coppede JDS, Nunes FD, Pereira AMS, Severino P. Anticancer Activities of the Quinone-Methide Triterpenes Maytenin and 22-β-hydroxymaytenin Obtained from Cultivated Maytenus ilicifolia Roots Associated with Down-Regulation of miRNA-27a and miR-20a/miR-17-5p. Molecules. 2020 Feb 10;25(3):760. doi: 10.3390/molecules25030760. PMID 32050628; PMCID: PMC7038027.
  6. Rodrigues ACBDC, Bomfim LM, Neves SP, Soares MBP, Dias RB, Valverde LF, Rocha CAG, Costa EV, da Silva FMA, Rocha WC, Koolen HHF, Bezerra DP. Tingenone and 22-hydroxytingenone target oxidative stress through downregulation of thioredoxin, leading to DNA double-strand break and JNK/p38-mediated apoptosis in acute myeloid leukemia HL-60 cells. Biomed Pharmacother. 2021 Oct;142:112034. doi: 10.1016/j.biopha.2021.112034. PMID 34411914.
  7. Dos Santos VA, Leite KM, da Costa Siqueira M, Regasini LO, Martinez I, Nogueira CT, Galuppo MK, Stolf BS, Pereira AM, Cicarelli RM, Furlan M, Graminha MA. Antiprotozoal activity of quinonemethide triterpenes from Maytenus ilicifolia (Celastraceae). Molecules. 2013 Jan 15;18(1):1053-62. doi: 10.3390/molecules18011053. PMID 23322069; PMCID: PMC6270509.