Neurobiology of the Trace Amines Experimental and Clinical Neuroscience Neurobiology of the Trace Amines, edited by R. R. Boulton, G. B. Boker, W. G. Dewhurst, and M. Sondler, 7984 Neural Membranes, edited by Groce Y. Sun, Nicolos Bozon, long-Yen Wu, Giuseppe Parcell ot, and Rlbert Y. Sun, 7983 NEUROBIOLOGY OF THE TRACE AMINES Analytical, Physiological, Pharmacological, Behavioral, and Clinical Aspects Edited bL,J A. A. BOULTON, G. B. BAKER, W. G. DEWHURST, and M. SANDLER Humana Press · Clifton, New Jersey Library of Congress Cataloging in Publication Data Main entry under title: Neurobiology of the trace amines. "Based on the proceedings of Trace amines and the neurosciences, a meeting held at the University of Alberta, Edmonton, July 19-21, 1983 .... organized as a satellite meeting of the ninth meeting of the Internation- al Society for Neurochemistry, held in Vancouver, July 10-15, 1983"--Pref. Includes index. 1. Biogenic amines--Congresses. 2. Neurochemistry-- Congresses. I. Boulton, A. A. II. International Society for Neurochemistry. Meeting (9th : 1983: Vancouver, B.C.) [DNLM: I. Amines--Congresses. QU 60 N494 1983] QP80I. B66N48 1984 612' .8042 84-626 ISBN-13: 978-1-4612-9781-9 e-ISBN-13: 978-1-4612-5312-9 DOl: 10.1007/978-1-4612-5312-9 ©1984 The Humana Press Inc. Crescent Manor PO Box 2148 Clifton, NJ 07015 All rights reserved. Softcover reprint of the hardcover 1st edition 1984 No part of this book may be reproduced, stored in a retrieval system, or transmitted in any form or by any means, electronic, mechanical, photocopying, microfilming, recording, or otherwise without written permission from the Publisher. Proceedings of a meeting held at the University of Alberta, Edmonton, July 19-21, 1983. PREFACE Many of the trace amines-more correctly called biogenic amines- have been known for decades, but because of their tiny concentra- tions (0.01-100 ng/g) in brain, it was only after the development of sophisticated analytical techniques (such as mass spectrometry) that they could be identified and quantitated in nervous tissue. There are now more than 20 of them and most are related to the catecholamines and 5-hydroxytryptamine both structurally and metabolically. Their pharmacological and physiological properties make them prime candidates for a transmitter or neuromodulator role and many of them elicit profound behavioral syndromes after injection--one of them, phenylethylamine, has even been referred to as nature's amphetamine. In the clinical sphere several have been shown to be involved in: Parkinsonism, schizophrenia, depression, agoraphobia, aggression, hyperkinesis, migraine, hypertensive crises, hypertyrosinemia, he- patic encephalopathy, epilepsy, and cystic fibrosis. Thus the research reported here on these intriguing "new" substances will be of great interest to psychiatrists, neurologists, biochemists, pharmacologists, physiologists, psychologists, behaviorists and indeed to all those working in the neurosciences and related fields today. ACKNOWLEDGMENTS This book is based on the proceedings of Trace Amines and the Neurosciences, a meeting held at the University of Alberta, Edmonton, July 19-21, 1983. This meeting was organized as a Satellite Meeting of the Ninth Meeting of the International Society for Neurochemistry, held in Vancouver, July 10-15, 1983. International organizers of the satellite meeting were Drs. A. A. Boulton (Saskatoon), W. G. Dewhurst (Edmonton), G. B. Baker (Edmonton), and M. Sandler (London). Mem- bers of the local organizing committee in Edmonton were G. B. Baker, W. G. Dewhurst, M. M. Ferguson, R. T. Coutts, and R. A. Locock. The meeting was made possible by major conference grants from the Alberta Heritage Foundation for Medical Research, the Medical Research Council of Canada, and the University of Alberta, and by grants-in-aid from (in alphabetical order) Amersham Corporation, Beckman Instruments Inc., Bristol-Myers Inc., Ciba-Geigy Canada Ltd., Hewlett-Packard (Canada) Ltd., Mandel Scientific Co. Ltd., Novopharm Ltd., Pfizer Canada Inc., Rh6ne-Poulenc Pharma Inc., Smith Kline & French Canada Ltd., SqUibb Canada Inc., Upjohn Company of Canada, and Wyeth Ltd. We acknowledge with pleasure the presence of Dr. lionel McLeod, President of the Alberta Heritage Foundation for Medical Research, who opened the conference. CONTENTS Preface... ... . ... . ... . ... ... ..... ... . ... .... ... ... . .... . .... . v Acknowledgments. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . vii list of Contributors. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . xv A. INTAODUOION Trace Amines: The Early Years. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3 W. G. Dewhurst Trace Amines and the Neurosciences: An Overview. . . . . . . . . . . . . . . . 13 A. A. Boulton B. ANALYSIS Invited Communications Quantification of Trace Amines and Their Metabolites by High Resolution or Metastable Analysis Using Double Focussing Mass Spectrometry. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 27 D. A. Durden The Use of Enzymatic Radioisotopic Microassays for the Quantification of ~-Phenylethylamine, Phenylethanolamine, Tyramine, and Octopamine. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 41 J. M. Saavedra Gas Chromatography for Analysis of the Trace Amines in Tissues and Body Fluids. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 57 G. B. Baker, R. T. Coutts, and I. L Martin Free Communications Studies on Tryptamine Metabolism by GC-MS and HPLC Techniques. 71 C. Sunol, J. M. Tusell, F. Artigas, E. Martinez, A. Adell, and E. Gelpi A Rapid and Specific Technique for the Extraction of Tyramine and .octopamine from Biological Tissues for HPLC Analysis. . . . . . . . . . 85 B. A. Bailey, A. J. Martin, and R. G. H. Downer Analysis of Octopamine, Dopamine, 5-Hydroxtn,lptamine, and Tryptophan in the Brain and Nerve Cord of the American Cockroach. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .• . . . . . . . . . . . 91 R. J. Martin, B. A. Bailey, and R. G. H. Downer ix x Contents Natural Occurrence and Metabolism of the Isomeric Octopamines and Synephrines. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 97 C. M. Williams, M. W. Couch, and J. M. Midgley Octopamine is Present in Retinas of Various Mammalian Species. . .. 107 T. P. Hicks and D. Parkinson C. PHYSIOLOGY AND PHARMACOLOGY Invited Communications Investigation of Trace Amine Metabolism in the Central Nervous System through Measurements on Cerebrospinal Fluid. . . . . . . . .. 115 S. N. Young Analysis of Trace Amines: Endogenous Levels and the Effects of Various Drugs on Tissue Concentrations in the Rat. . . . . . . . . . . .. 127 S. R. Philips Drug-Induced Changes in the Central Metabolism of Tyramine and Other Trace Monoamines: Their Possible Role in Brain Functions. 145 A. V. Juorio Aminergic Control of the Electrocorticogram: A Progress Report. . . . .. 163 C. H. Vanderwolf Neuronal Transport of Trace Amines: An Overview. . . . . . . . . . . . . . . .. 185 L E. Dyck Electrophysiological Studies of the Possible Role of Trace Amines in Synaptic Function. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .. 205 A. S. G. Jones Effects of Octopamine and Serotonin on Neurones of Aplt,lsia Califomica . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .. 225 T. P. Hicks, J. P. Edstrom, and K. Lukowiak Free Communications Individual Housing Stress Elevates Brain and Adrenal Tryptamine Content . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .. 249 A. E. W. Harrison and S. T. Christian The Uptake and Release of 14C-Tryptamine by Rat Brain Slices. . . . .. 257 L E. Dyck Tryptamine-Induced Changes in Endogenous 5-Hydroxytryptamine and [3HI-5-HT Release from Mouse Hypothalamic Slices. . . . . . .. 265 C. M. Robinson and C. A. Marsden Effect of Chronic Haloperidol on the Levels of Blood and Urinary Phenylethylamine and Phenylacetic Acid in Rats. . . . . . . . . . . . . .. 271 P. A. Shea, S. E. Wade, S. D. Dunlop, and H. C. Hendrie Contents xi A Comparison of Effects of Acute and Chronic Administration of Phenelzine and Tranylcypromine on Brain Concentrations of 2-Phenylethylamine, p-Tyramine, and Tryptamine in the Rat ... " 277 G. B. Saker, D. f. LeGatt, and A. T. Coutts Phenylethylamine Deamination in the Noradrenergic Neurotransmitter System.................................................. 283 N. A. Garrick and D. L Murphy Effect of lignocaine on Tyramine and Serotonin Oxidation in Brain. .. 291 S. J. Haque and M. K. Poddar Degradation Kinetics by MAO of PEA Derivatives. A Model for the Molecular Basis of Their Analgesic and Behavioral Effects? ... " 299 A. D. Mosnaim, M. E. Wolf, and E. A. Zeller The Kinetics of Hydroxylation of Phenylethylamine, Amphetamine, and Phenylalanine in Rodent Tissues. . . . . . . . . . . . . . . . . . . . . . .. 307 O. Callagahn, A. Mosnaim, J. Chevesich, and M. E. Wolf Chronotropic and Inotropic Selectivity of Substituted Phenylethylamines in the Isolated, Perfused Rabbit Heart . . . . .. 313 D. M. ferguson and A. J. Vazquez Trace Amine-Peptide Interactions on Central Neurones: I. Tryptamine and Substance P. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .. 321 R. S. G. Jones Trace Amine-Peptide Interactions: II. Phenylethylamine and Enkephalin; p-Tyramine and Enkephalin . . . . . . . . . . . . . . . . . . . . .. 327 R. S. G. Jones D. BEHAVIOR Invited Communications Beto-Phenylethylamine: Some Preliminary Chronic Studies. . . . . . . . . .. 335 D. M. Jackson and O. f. Jenkins I3-Phenylethylamine: A Functional Role at the Behavioral Level? . . . .. 351 A. J. Greenshaw Differentiation of Phenylethylamine (PE)- and Amphetamine (AMPH)- Induced Behaviors. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .. 375 B. I. Diamond, A. Hitri, C. Shah, and R. L Sorison Studies on the Mechanism of Action of I3-Phenylethylamine Stereotypy in Rodents: Implications for a I3-Phenylethylamine Animal Model of Schizophrenia . . . . . . . . . . . . . . . . . . . . . . . . . . . .. 389 C. T. Dourish xii Contents Free Communications Effects of Tryptamine and 5-Hydroxytryptamine on Food Intake in the Rat... . . .. . .. . . .. . .. . ... .. . .. .. . .. .. .... .. .. .. ..... .. . .. 415 C. T. Dourish and J. Broadbent 5-HT Involvement in Tryptamine-Induced Behavior in Mice. . . . . . . . . .. 423 J. Irons, C. M. Robinson, and C. A. Marsden. Hypodipsic Effects of I3-Phenylethylamine, Phenylethanolamine, N-Methylphenylethylamine, and cJ..Amphetamine: A Temporal Analysis. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .. 429 J. Broadbent, A. J. Greenshaw, and A. A. Boulton. Taste-Dependent Effects of Low Doses of I3-Phenylethylamine and cJ..Amphetamine on Drinking in the Rat. . . . . . . . . . . . . . . . . . . . . .. 435 S. Turkish, C. T. Dourish, and S. J. Cooper. I3-Phenylethylamine and cJ..Amphetamine: Differential Potency in the Conditioned Taste Aversion Paradigm. . . . . . . . . . . . . . . . . . . . . .. 441 A. J. Greenshaw and C. T. Dourish Locomotor Stimulant Effect of I3-Phenylethylamine-Naloxone . . . . . . .. 449 C. T. Dourish and S. J. Cooper E. CLINICAL STUDIES Invited Communications The Origin, Drug Interaction, Urine, Plasma, and CSF Concentrations of Phenylacetic Acid in Normal and Psychiatric Subjects. . . . . . . . . .. 457 F. Karoum, E. F. Torrey, D. L Murphy, and R. J. Wyatt The Catabolism of Trace Amines in Some Psychiatric Disorders. . . . .. 475 P. H. Yu, B. A. Davis, A. D. Bowen, S. Wormith, D. Addington, and A. A. Boulton Tyramine and Depressive Illness. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .. 487 M. Sandler, S. M. Bonham-Carter, and P. L Walker Phenethylamine, Tyramine, and Other Trace Amines in Patients with Affective Disorders: Associations with Clinical State and Antidepressant Drug Treatment. . . . . . . . . . . . . . . . . . . . . . . . . . . .. 499 D. L. Murphy, F. Karoum, I. Alterman, S. lippert, and A. J. Wyatt Phenylethylamine and Schizophrenia-Clinical and Pharmacological Results. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .. 515 G. P. Reynolds. Urinary Excretion of Tryptamine in Compatison to Normetanephrine and beto-Phenylethylamine in Human Volunteers after Subchronic Treatment with Different Monoamine Oxidase Inhibitors. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .. 525 P. R. Bieck, E. Nilsson, C. Schick, P. C. Waldmeier, and J. Lauber