Literature DB >> 31834797

Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.

Samuel Obeng1,2, Shyam H Kamble3,4, Morgan E Reeves1, Luis F Restrepo1, Avi Patel1, Mira Behnke1, Nelson J-Y Chear5, Surash Ramanathan5, Abhisheak Sharma3,4, Francisco León2, Takato Hiranita1, Bonnie A Avery3, Lance R McMahon1, Christopher R McCurdy2,4.   

Abstract

Selected indole-based kratom alkaloids were evaluated for their opioid and adrenergic receptor binding and functional effects, in vivo antinociceptive effects, plasma protein binding, and metabolic stability. Mitragynine, the major alkaloid in Mitragyna speciosa (kratom), had higher affinity at opioid receptors than at adrenergic receptors while the vice versa was observed for corynantheidine. The observed polypharmacology of kratom alkaloids may support its utilization to treat opioid use disorder and withdrawal.

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Year:  2019        PMID: 31834797      PMCID: PMC7676998          DOI: 10.1021/acs.jmedchem.9b01465

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  32 in total

1.  Prediction of human clearance of twenty-nine drugs from hepatic microsomal intrinsic clearance data: An examination of in vitro half-life approach and nonspecific binding to microsomes.

Authors:  R S Obach
Journal:  Drug Metab Dispos       Date:  1999-11       Impact factor: 3.922

2.  Unintentional fatal intoxications with mitragynine and O-desmethyltramadol from the herbal blend Krypton.

Authors:  Robert Kronstrand; Markus Roman; Gunilla Thelander; Anders Eriksson
Journal:  J Anal Toxicol       Date:  2011-05       Impact factor: 3.367

Review 3.  The medicinal chemistry and neuropharmacology of kratom: A preliminary discussion of a promising medicinal plant and analysis of its potential for abuse.

Authors:  Andrew C Kruegel; Oliver Grundmann
Journal:  Neuropharmacology       Date:  2017-08-19       Impact factor: 5.250

4.  Behavioral Characterization of κ Opioid Receptor Agonist Spiradoline and Cannabinoid Receptor Agonist CP55940 Mixtures in Rats.

Authors:  Vanessa Minervini; Sujata Dahal; Charles P France
Journal:  J Pharmacol Exp Ther       Date:  2016-11-30       Impact factor: 4.030

5.  The effects of mitragynine and morphine on schedule-controlled responding and antinociception in rats.

Authors:  Takato Hiranita; Francisco Leon; Jasmine S Felix; Luis F Restrepo; Morgan E Reeves; Anna E Pennington; Samuel Obeng; Bonnie A Avery; Christopher R McCurdy; Lance R McMahon; Jenny L Wilkerson
Journal:  Psychopharmacology (Berl)       Date:  2019-05-17       Impact factor: 4.530

Review 6.  Kratom Use and Toxicities in the United States.

Authors:  William Eggleston; Robert Stoppacher; Kyle Suen; Jeanna M Marraffa; Lewis S Nelson
Journal:  Pharmacotherapy       Date:  2019-06-13       Impact factor: 4.705

Review 7.  Methadone and buprenorphine for the management of opioid dependence: a systematic review and economic evaluation.

Authors:  M Connock; A Juarez-Garcia; S Jowett; E Frew; Z Liu; R J Taylor; A Fry-Smith; E Day; N Lintzeris; T Roberts; A Burls; R S Taylor
Journal:  Health Technol Assess       Date:  2007-03       Impact factor: 4.014

8.  Synthetic and Receptor Signaling Explorations of the Mitragyna Alkaloids: Mitragynine as an Atypical Molecular Framework for Opioid Receptor Modulators.

Authors:  Andrew C Kruegel; Madalee M Gassaway; Abhijeet Kapoor; András Váradi; Susruta Majumdar; Marta Filizola; Jonathan A Javitch; Dalibor Sames
Journal:  J Am Chem Soc       Date:  2016-05-18       Impact factor: 15.419

9.  Comparative analysis of functional assays for characterization of agonist ligands at G protein-coupled receptors.

Authors:  Anke Niedernberg; Sorin Tunaru; Andree Blaukat; Bruce Harris; Evi Kostenis
Journal:  J Biomol Screen       Date:  2003-10

Review 10.  Pharmacology of kratom: an emerging botanical agent with stimulant, analgesic and opioid-like effects.

Authors:  Walter C Prozialeck; Jateen K Jivan; Shridhar V Andurkar
Journal:  J Am Osteopath Assoc       Date:  2012-12
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  33 in total

1.  Evaluation of the rewarding effects of mitragynine and 7-hydroxymitragynine in an intracranial self-stimulation procedure in male and female rats.

Authors:  Azin Behnood-Rod; Ranjithkumar Chellian; Ryann Wilson; Takato Hiranita; Abhisheak Sharma; Francisco Leon; Christopher R McCurdy; Lance R McMahon; Adriaan W Bruijnzeel
Journal:  Drug Alcohol Depend       Date:  2020-08-18       Impact factor: 4.492

2.  Metabolism of a Kratom Alkaloid Metabolite in Human Plasma Increases Its Opioid Potency and Efficacy.

Authors:  Shyam H Kamble; Francisco León; Tamara I King; Erin C Berthold; Carolina Lopera-Londoño; Kanumuri Siva Rama Raju; Aidan J Hampson; Abhisheak Sharma; Bonnie A Avery; Lance R McMahon; Christopher R McCurdy
Journal:  ACS Pharmacol Transl Sci       Date:  2020-07-31

3.  Pharmacokinetics and Safety of Mitragynine in Beagle Dogs.

Authors:  Elizabeth A Maxwell; Tamara I King; Shyam H Kamble; Kanumuri Siva Rama Raju; Erin C Berthold; Francisco León; Bonnie A Avery; Lance R McMahon; Christopher R McCurdy; Abhisheak Sharma
Journal:  Planta Med       Date:  2020-07-21       Impact factor: 3.352

4.  Bioanalytical method development and validation of corynantheidine, a kratom alkaloid, using UPLC-MS/MS, and its application to preclinical pharmacokinetic studies.

Authors:  Tamara I King; Abhisheak Sharma; Shyam H Kamble; Francisco León; Erin C Berthold; Raluca Popa; Orélia Cerlati; Boone M Prentice; Lance R McMahon; Christopher R McCurdy; Bonnie A Avery
Journal:  J Pharm Biomed Anal       Date:  2019-12-05       Impact factor: 3.935

5.  Exploring the Chemistry of Alkaloids from Malaysian Mitragyna speciosa (Kratom) and the Role of Oxindoles on Human Opioid Receptors.

Authors:  Nelson Jeng-Yeou Chear; Francisco León; Abhisheak Sharma; Siva Rama Raju Kanumuri; Grant Zwolinski; Khalil A Abboud; Darshan Singh; Luis F Restrepo; Avi Patel; Takato Hiranita; Surash Ramanathan; Aidan J Hampson; Lance R McMahon; Christopher R McCurdy
Journal:  J Nat Prod       Date:  2021-02-26       Impact factor: 4.050

6.  Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.

Authors:  Shyam H Kamble; Erin C Berthold; Tamara I King; Siva Rama Raju Kanumuri; Raluca Popa; Julius R Herting; Francisco León; Abhisheak Sharma; Lance R McMahon; Bonnie A Avery; Christopher R McCurdy
Journal:  J Nat Prod       Date:  2021-02-23       Impact factor: 4.050

7.  Predicted Mode of Binding to and Allosteric Modulation of the μ-Opioid Receptor by Kratom's Alkaloids with Reported Antinociception In Vivo.

Authors:  Yuchen Zhou; Steven Ramsey; Davide Provasi; Amal El Daibani; Kevin Appourchaux; Soumen Chakraborty; Abhijeet Kapoor; Tao Che; Susruta Majumdar; Marta Filizola
Journal:  Biochemistry       Date:  2020-12-04       Impact factor: 3.162

Review 8.  Natural Products for the Treatment of Pain: Chemistry and Pharmacology of Salvinorin A, Mitragynine, and Collybolide.

Authors:  Soumen Chakraborty; Susruta Majumdar
Journal:  Biochemistry       Date:  2020-09-22       Impact factor: 3.162

9.  Pharmacological Comparison of Mitragynine and 7-Hydroxymitragynine: In Vitro Affinity and Efficacy for μ-Opioid Receptor and Opioid-Like Behavioral Effects in Rats.

Authors:  Samuel Obeng; Jenny L Wilkerson; Francisco León; Morgan E Reeves; Luis F Restrepo; Lea R Gamez-Jimenez; Avi Patel; Anna E Pennington; Victoria A Taylor; Nicholas P Ho; Tobias Braun; John D Fortner; Morgan L Crowley; Morgan R Williamson; Victoria L C Pallares; Marco Mottinelli; Carolina Lopera-Londoño; Christopher R McCurdy; Lance R McMahon; Takato Hiranita
Journal:  J Pharmacol Exp Ther       Date:  2020-12-31       Impact factor: 4.030

10.  Refined Prediction of Pharmacokinetic Kratom-Drug Interactions: Time-Dependent Inhibition Considerations.

Authors:  Rakshit S Tanna; Dan-Dan Tian; Nadja B Cech; Nicholas H Oberlies; Allan E Rettie; Kenneth E Thummel; Mary F Paine
Journal:  J Pharmacol Exp Ther       Date:  2020-10-22       Impact factor: 4.030

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