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Drug info - List of plants containing opiate alkaloids

Discussion in 'Ethnobotanicals' started by Porvata, Aug 21, 2010.

  1. Porvata

    Porvata Titanium Member

    Reputation Points:
    Jun 2, 2010
    from Connecticut, U.S.A.
    Many people are well aware of kratom (mitragyna speciosa), Salvia Divinorum and poppy (papaver somniferum) so for now I will not discuss these given the abundance of information on them on this forum already. Keep in mind that despite being legal, the potency and binding affinities of most of the alkaloids in these plants have not yet been evaluated so if one decides to experiment with these plants, EXERCISE CAUTION.

    Nepeta Cataria-Contains alpha,7alpha,7a alpha-nepetalactone (also found in Nepeta Caesarea) which has displayed analgesic effects which have been reversed by naloxone. Believed to act on kappa or delta receptors.

    Commiphora Myrrha-Contains furanoeudesma-1,3-diene and a still unidentified terpene which act on opioid receptors. No additional information available online.

    Peripentadenia Mearsii- peripentonine A, B, and C, peripentadenine and mearsamine are alkaloids found in the leaves of this tree. Peripentadenine, Peripentonine A/B (isolated as inseparable diastereomers) and Perpentonine C showed IC50 values of 11.4, 69.2, and 30.9 microM for the delta-opioid receptor. Keep in mind that IC50 is NOT the same as binding affinity (Ki), which still has to be determined.

    Picralima nitida-The seeds of this plants contain akuammidine, akuammine, akuammicine, akuammigine and pseudoakuammigine. Akuammidine binding most at mu receptors, the Ki values for mu, delta and kappa binding sites were .6, 2.4 and 8.6 microM. Akuammine showed a Ki at mu sites of .5 microM but showed some antagonist activity with a pkB of 5.7 against the mu agonist DAMGO. Akuammicine at the kappa sites has a Ki of .2 microM. Akuammigine and psuedoakuammigine displayed little or no binding at opioid receptors.

    Psychotria Umbellata-SWIM made post about this plant a while back. It contains umbellatine, an opioid and NMDA antagonist. This was determined by observation of reversal of effects by naloxone (opioid antagonist) and also an observation of synergy when combined with the NMDA antagonist MK-801. This plant also contais Psychollatine, an indole with anxiolytic and antidepressant effects comparable to the powerful tricyclic antidepressant imipramine. This compound is believed to act at the HT(A/C) receptors.

    Psychotria Colorata-Contains Psychotridine, an analgesic with NMDA antagonistic properties. Also contains Hodgkinsine, a mu opioid agonist and NMDA antagonist.

    Psychotria Brachypoda-Extracts of leaves have exhibited opioid activity so it might contain some of the same alkaloids from P. Colorata and/or P. Umbellata.

    Dalea purpurea-Contains the geranyl stilbenes Pawhuskin A, B and C. Pawhuskin A has displayed the strongest opioid activity with a Ki of .29 +/- 0.11 microM.

    Nigella Sativa-Contains thymoquinone which acts on mu and kappa receptors.

    Stephania japonica-8 Hasubanan alkaloids and 1 morphinane alkaloid have been isolated from this vine. The hasubanan alkaloids showed affinity for delta-opioid receptors, with equal potency at mu receptors and no activity at kappa receptors. IC50 values at delta opioid receptor ranged from .7 to 46 microM.

    Actaea racemosa-Contains a partial mu-opioid agonist.

    Elaeocarpus grandis-The leaves of this tree contain grandisine A, B, C, D, E, F, G and isoelaeocarpiline. All these alkaloids show affinity for the delta-opioid receptor. IC50 values at delta-receptors for Grandisines C-G were 14.6, 1.65, 1.55, 75.4, and 9.9 microM.

    Elaeocarpus fuscoides- elaeocarpenine, isoelaeocarpicine, isoelaeocarpine and elaeocarpine are found in this tree. IC50 values at the delta-opioid receptor are 2.7, 35.1, 13.6, and 86.4 microM.

    List will be updated as I find more plants.
    On a related note, Does anyone have the Ki values for any weaker opiates such as mitragynine or codeine? Please post them if so for comparison with the alkaloids listed above that have the Ki values established.


    “Analgesic properties of Umbellatine from Psychotria umbellate.” Fernanda LB, Victor AK, Amelia TH, Elisabetsky E Pharmaceutical Biol. 2002;44:54–56.

    “Psychopharmacological profile of the alkaloid psychollatine as a 5HT2A/C serotonin modulator.” Both FL, Meneghini L, Kerber VA, Henriques AT, Elisabetsky E. J Nat Prod. 1995 PMID: 15787439

    “Antinociceptive profile of hodgkinsine” Amador TA, Verotta L, Nunes DS, Elisabetsky E.. Planta Medica. 2000. PMID: 11199142

    “Pyrrolidinoindoline Alkaloids from Psychotria colorata.” Verotta L, Pilati T, Tatò M, Elisabetsky E, Amador TA, Nunes DS. Journal of Natural Products 1998 PMID: 9548883

    "Involvement of NMDA receptors in the analgesic properties of psychotridine". Amador TA, Verotta L, Nunes DS, Elisabetsky E Phytomedicine : International Journal of Phytotherapy and Phytopharmacology 2001. PMID: 11417913

    “New geranyl stilbenes from Dalea purpurea with in vitro opioid receptor affinity.”
    Belofsky G, French AN, Wallace DR, Dodson SL. J Nat Prod. 2004 PMID: 14738380

    Working on Myrrh source, having trouble.

    “Alkaloids with human delta-opioid receptor binding affinity from the Australian rainforest tree Peripentadenia mearsii.” Katavic PL, Venables DA, Guymer GP, Forster PI, Carroll AR. J Nat Prod. 2007 PMID: 18039010

    “Hasubanan alkaloids with delta-opioid binding affinity from the aerial parts of Stephania japonica.” Carroll AR, Arumugan T, Redburn J, Ngo A, Guymer GP, Forster PI, Quinn RJ. J Nat Prod. 2010 PMID: 20426456

    “Indolizidine alkaloids with delta-opioid receptor binding affinity from the leaves of Elaeocarpus fuscoides.” Katavic PL, Venables DA, Rali T, Carroll AR. J Nat Prod. 2007 PMID: 17451272

    “Grandisine A and B, novel indolizidine alkaloids with human delta-opioid receptor binding affinity from the leaves of the Australian rainforest tree Elaeocarpus grandis.”
    Carroll AR, Arumugan G, Quinn RJ, Redburn J, Guymer G, Grimshaw P. J Org Chem. 2005 PMID: 15730315

    “Grandisines C-G, indolizidine alkaloids from the Australian rainforest tree Elaeocarpus grandis.” Katavic PL, Venables DA, Forster PI, Guymer G, Carroll AR. J Nat Prod. 2006
    PMID: 16989522

    “Opioid activity of alkaloids extracted from Picralima nitida (fam. Apocynaceae).”
    Menzies JR, Paterson SJ, Duwiejua M, Corbett AD. Eur J Pharmacol. 1998 PMID: 9683021

    “Nepetalactone: a new opioid analgesic from Nepeta caesarea Boiss.” Aydin S, Beis R, Oztürk Y, Baser KH. J Pharm Pharmacol. PMID: 9720633

    “Antinociceptive effects of Nigella sativa oil and its major component, thymoquinone, in mice.”
    Abdel-Fattah AM, Matsumoto K, Watanabe H. Eur J Pharmacol. 2000 PMID: 10913589