Literature DB >> 8517786

Accumulation of 1-methyl-tetrahydro-beta-carboline-3-carboxylic acid in blood and organs of rat. A possible causative substance of eosinophilia-myalgia syndrome associated with ingestion of L-tryptophan.

Y Ogawa1, J Adachi, Y Tatsuno.   

Abstract

1-Methyl-tetrahydro-beta-carboline-3-carboxylic acid (MTCA) may cause eosinophilia-myalgia syndrome (EMS) associated with ingestion of L-tryptophan. The distribution and excretion of MTCA were studied in rats which had received perorally a single 1.6 mg/kg dose of MTCA. MTCA concentrations in blood, kidney, liver, brain, heart, spleen, lung and gastrocnemius muscle were measured by HPLC combined with fluorometric detection. The concentration of MTCA in each organ reached a maximum at 1 h and then gradually declined. However, a significant level of MTCA still remained at 5 h, when 52% of ingested MTCA remained in the contents of the large intestine. Twenty-nine percent of the ingested MTCA was excreted in urine over the course of 24 h. A higher dose (10 mg/kg) of MTCA resulted in significant elevations in the concentrations and amounts of MTCA in the various organs. In addition, chronic treatment with a 10 mg/kg dose of MTCA for 6 weeks further increased the concentrations and amounts of MTCA in each organ. However, no histological changes were observed in any of the organs after chronic treatment. This is the first report which demonstrates accumulation of MTCA in the blood and various organs, including muscle, of rats.

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Year:  1993        PMID: 8517786     DOI: 10.1007/BF01974349

Source DB:  PubMed          Journal:  Arch Toxicol        ISSN: 0340-5761            Impact factor:   5.153


  13 in total

1.  Characterization of "peak E," a novel amino acid associated with eosinophilia-myalgia syndrome.

Authors:  A N Mayeno; F Lin; C S Foote; D A Loegering; M M Ames; C W Hedberg; G J Gleich
Journal:  Science       Date:  1990-12-21       Impact factor: 47.728

2.  The cause of the eosinophilia-myalgia syndrome associated with tryptophan use.

Authors:  K Sakimoto
Journal:  N Engl J Med       Date:  1990-10-04       Impact factor: 91.245

3.  Eosinophilia-myalgia syndrome--New Mexico.

Authors: 
Journal:  MMWR Morb Mortal Wkly Rep       Date:  1989-11-17       Impact factor: 17.586

4.  Alkaloids in mammalian tissues. 3. Condensations of L-tryptophan and L-5-hydroxytryptophan with formaldehyde and acetaldehyde.

Authors:  A Brossi; A Focella; S Teitel
Journal:  J Med Chem       Date:  1973-04       Impact factor: 7.446

5.  L-tryptophan implicated in human eosinophilia-myalgia syndrome causes fasciitis and perimyositis in the Lewis rat.

Authors:  L J Crofford; J I Rader; M C Dalakas; R H Hill; S W Page; L L Needham; L S Brady; M P Heyes; R L Wilder; P W Gold
Journal:  J Clin Invest       Date:  1990-11       Impact factor: 14.808

6.  Identification of tetrahydro-beta-carboline-3-carboxylic acid in foodstuffs, human urine and human milk.

Authors:  J Adachi; Y Mizoi; T Naito; Y Ogawa; Y Uetani; I Ninomiya
Journal:  J Nutr       Date:  1991-05       Impact factor: 4.798

7.  Excretion and distribution of nitrite-treated or untreated 1-methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid in rats.

Authors:  A Nagahara; S Kumagai
Journal:  Food Chem Toxicol       Date:  1991-04       Impact factor: 6.023

8.  Endogenous formation of 1-methyl-1,2,3,4-tetrahydro-beta-carboline-3- carboxylic acid in man as the possible causative substance of eosinophilia-myalgia syndrome associated with ingestion of L-tryptophan.

Authors:  J Adachi; K Yamamoto; Y Ogawa; Y Ueno; Y Mizoi; Y Tatsuno
Journal:  Arch Toxicol       Date:  1991       Impact factor: 5.153

9.  Reductive decyanization of alpha-amino nitriles with NaBH. A new synthetic approach to isoquinoline- and indole-alkaloids.

Authors:  S I Yamada; H Akimoto
Journal:  Tetrahedron Lett       Date:  1969-08       Impact factor: 2.415

10.  An investigation of the cause of the eosinophilia-myalgia syndrome associated with tryptophan use.

Authors:  E A Belongia; C W Hedberg; G J Gleich; K E White; A N Mayeno; D A Loegering; S L Dunnette; P L Pirie; K L MacDonald; M T Osterholm
Journal:  N Engl J Med       Date:  1990-08-09       Impact factor: 91.245

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  5 in total

1.  Nitrogen-Containing Constituents of Black Cohosh: Chemistry, Structure Elucidation, and Biological Activities.

Authors:  Dejan Nikolić; David C Lankin; Tamara Cisowska; Shao-Nong Chen; Guido F Pauli; Richard B van Breemen
Journal:  Recent Adv Phytochem       Date:  2015

2.  Identification of four metabolites of 3-(phenylamino)alanine, a constituent in L-tryptophan products implicated in eosinophilia-myalgia syndrome, in rats.

Authors:  J Adachi; T Mio; Y Ueno; T Naito; A Nishimura; S Fujiwara; K Sumino; Y Tatsuno
Journal:  Arch Toxicol       Date:  1994       Impact factor: 5.153

3.  Accumulation of 3-(phenylamino)alanine, a constituent in L-tryptophan products implicated in eosinophilia-myalgia syndrome, in blood and organs of the Lewis rats.

Authors:  J Adachi; M Gomez; C C Smith; E M Sternberg
Journal:  Arch Toxicol       Date:  1995       Impact factor: 5.153

4.  Comparison of the Protective Effect of Indole beta-carbolines and R-(-)-deprenyl Against Nitrogen Species-Induced Cell Death in Experimental Culture Model of Parkinson's Disease.

Authors:  Young-Su Han; Jung-Mee Kim; Jeong-Seon Cho; Chung Soo Lee; Doo-Eung Kim
Journal:  J Clin Neurol       Date:  2005-04-30       Impact factor: 3.077

5.  1-Methyl-1,2,3,4-tetra-hydro-carbolin-2-ium-3-carboxyl-ate.

Authors:  Cheng-Tao Lu; Lin-Lin Jing; Hai-Bo Wang; Hai-Feng Tang; Xiao-Li Sun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-01-27
  5 in total

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