Understanding the physicochemical properties of mitragynine, a principal alkaloid of Mitragyna speciosa, for preclinical evaluation

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Surash RamanathanSharif Mahsufi Mansor

Abstract

Varied pharmacological responses have been reported for mitragynine in the literature, but no supportive scientific explanations have been given for this. These studies have been undertaken without a sufficient understanding of the physicochemical properties of mitragynine. In this work a UV spectrophotometer approach and HPLC-UV method were employed to ascertain the physicochemical properties of mitragynine. The pKa of mitragynine measured by conventional UV (8.11 ± 0.11) was in agreement with the microplate reader determination (8.08 ± 0.04). Mitragynine is a lipophilic alkaloid, as indicated by a logP value of 1.73. Mitragynine had poor solubility in water and basic media, and conversely in acidic environments, but it is acid labile. In an in vitro dissolution the total drug release was higher for the simulated gastric fluid but was prolonged and incomplete for the simulated intestinal fluid. The hydrophobicity, poor water solubility, high variability of drug release in simulated biological fluids and acid degradable characteristics of mitragynine probably explain the large variability of its pharmacological responses reported in the literature. The determined physicochemical properties of mitragynine will provide a basis fo...Continue Reading

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Citations

Apr 19, 2018·Journal of Asian Natural Products Research·J D Yuvenesan JagabalanSurash Ramanathan
May 14, 2019·Journal of Psychopharmacology·Zurina HassanHans C Dringenberg
Aug 20, 2019·Journal of Analytical Toxicology·Donna M PapsunBarry Logan
Jan 4, 2020·Journal of Analytical Toxicology·Stephanie Basiliere, Sarah Kerrigan
Oct 31, 2019·Journal of Basic and Clinical Physiology and Pharmacology·Dinesh Sangarran RamachandramSurash Ramanathan
Feb 20, 2018·Journal of the Intensive Care Society·Geeta AggarwalEdward Walter
Mar 11, 2021·Epilepsy & Behavior : E&B·Erin Coonan, William Tatum
Jul 27, 2021·Human Psychopharmacology·Elisabeth PreveteJohannes Gerardus Ramaekers
Nov 2, 2018·Chemical Research in Toxicology·Lauren C SmithKim D Janda
Dec 17, 2019·ACS Chemical Neuroscience·Changho HanKristen M Gilliland
Jun 7, 2021·The American Journal of Forensic Medicine and Pathology·Jessicia SchmittLaura D Knight

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Methods Mentioned

BETA
solubility studies

Software Mentioned

Jasco Chromnav
Buffer Maker

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