Isolation of Opioid‐active Compounds from Tabernaemontana pachysiphon leaves

  title={Isolation of Opioid‐active Compounds from Tabernaemontana pachysiphon leaves},
  author={Kornkanok Ingkaninan and Adriaan P. IJzerman and Theerada Taesotikul and Robert Verpoorte},
  journal={Journal of Pharmacy and Pharmacology},
A procedure for prefractionation of crude plant extracts by centrifugal partition chromatography (CPC) has been developed to enable rapid identification of known‐positive compounds or false‐positive compounds and to increase the chance of identifying minor unknown‐active compounds. The study explored the use of CPC as a tool in the prefractionation step before investigation of bioactivity. 
Progress of pharmacological studies on alkaloids from Apocynaceae
The progress on alkaloids from Apocynaceae, which contained origin, structure, and pharmacological activity, are reviewed.
Two new indole alkaloids from Tabernaemontana contorta Stapf
Abstract Two new indole alkaloid derivatives, 5,6-dioxo-11-methoxy voacangine (1) and (-)-apparicin-21-one (2), together with four known compounds, voacangine (3), ursolic acid (4), 3-methoxyursolic
Synthesis and stereochemical determination of an antiparasitic pseudo-aminal type monoterpene indole alkaloid
The first total synthesis of 16-hydroxy-16,22-dihydroapparicine was completed, by combining a phosphine-mediated cascade reaction, diastereoselective nucleophilic addition of 2-acylindole or methylketone via a Felkin–Anh transition state, and chirality transferring intramolecular Michael addition.
Major Bioactive Alkaloids and Biological Activities of Tabernaemontana Species (Apocynaceae)
The current review aimed to extensively analyze, collate, and describe an updated report of the current literature related to the major alkaloidal components and biological activities of species within the genus Tabernaemontana.
One-step isolation of sappanol and brazilin from Caesalpinia sappan and their effects on oxidative stress-induced retinal death
Both compounds represent potential antioxidant treatments for retinal diseases and significantly blunted the up-regulation of intracellular reactive oxygen species (ROS), and sappanol inhibited lipid peroxidation in a concentration-dependent manner.
Indole alkaloids and anti-nociceptive mechanisms of Tabernaemontana divaricata (L.) R. Br. flower methanolic extract.
Results indicate that TDFME produces anti-nociception action mediated by opioid, nitric oxide, K+-ATP and glutamate mechanisms and the effect is largely related to the indole alkaloids.
Ethnobotany & ethnopharmacology of Tabernaemontana divaricata.
This review presents the ethnobotany and ethnopharmacology of T. divaricata as well as its potential therapeutic benefits especially of the alkaloidal and non-alkaloidal constituents.
Pharmaceutical perspective on bioactives from Alstonia scholaris: ethnomedicinal knowledge, phytochemistry, clinical status, patent space, and future directions
The gap between the existing knowledge and the requisites for commercialization of A. scholaris derived products is stipulated and the requirements to convert existed knowledge into finished products are revealed.
Tabernaemontana Species: Promising Sources of New Useful Drugs
Although Tabernaemontana genus has been studied in a phytochemical approach, several species remain without chemical or biological evaluation, and efforts should be made to improve knowledge of their chemical composition and pharmacological potential.
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Successive fractionation of a crude methanolic extract of cultured PICRALIMA NITIDA cells accompanied by opiate receptor binding studies led to the detection and isolation of two compounds with
Interference of linoleic acid fraction in some receptor binding assays.
An extract of a suspension culture of Tabernaemontana pandacaqui Poir was fractionated by centrifugal partition chromatography and led to the isolation and identification of linoleic acid, which proved to be a noncompetitive inhibitor.
Ervatamia coronaria: chemical constituents and some pharmacological activities.
A new bisindole alkaloid, 19,20-dihydroervahanine A was isolated from the stems of Ervatamia coronaria grown in Brazil and had an analgesic effect and increased the pentobarbital induced sleeping time.
Hippocratic screening of ethanolic extracts from two Tabernaemontana species.
Ethanolic extracts of roots, stems, leaves and flowers of Tabernaemontana divaricata and T. pandacaqui were studied by an observational (hippocratic) screening method in rats and caused sedation, decreased respiration and decreased skeletal muscle tone.
In order to find a Centrifugal Partition Chromatography (CPC) solvent system that can be used as a general prefractionation step for crude plant extracts, twelve two-phase systems were compared. The
A Reinvestigation of the Stereochemistry of Tubotaiwine Using Nmr Spectroscopy
Abstracts should be corrected. EXPERIMENTAL SOURCE OF cohtmm.-Tubotaiwine was isolated from Tubernaemontana parbysiphon (29), T. dirhotoma (37, this publication), T. eglandulosa (27), T. diuaricutu
High affinity ibogaine binding to a mu opioid agonist site.
  • E. Codd
  • Chemistry, Medicine
    Life sciences
  • 1995
Ibogaine is an agonist at the mu opioid receptor with a Ki value of about 130 nM, potentially explaining ibogaine's antinociceptive effects as well as its reported reduction of opioid withdrawal symptoms and attenuation of drug seeking behavior.
Influence of the molecular structure of N6-(omega-aminoalkyl)adenosines on adenosine receptor affinity and intrinsic activity.
Calculation of the intrinsic activities of the adenosine analogues from their modulating action on adenylate cyclase showed almost all the compounds to be equally effective to (-)-N6-(R-phenylisopropyl)adenosine, on either A1 or A2Adenosine receptors.
Conformational analysis of apparicine using 1H nuclear magnetic relaxation: application of transient nuclear Overhauser enhancements
1 H N.m.r. relaxation in apparicine in [2H6]acetone solution has been studied. Spin–lattice relaxation times, and selected steady-state and transient nuclear Overhauser enhancements are reported.
Measurement of protein using bicinchoninic acid.
This new method maintains the high sensitivity and low protein-to-protein variation associated with the Lowry technique and demonstrates a greater tolerance of the bicinchoninate reagent toward such commonly encountered interferences as nonionic detergents and simple buffer salts.