2-Hydroxy-5-carbomethoxybenzyloxyamine: A new potent inhibitor of histidine decarboxylase

Huszti, Z.; Kasztreiner, E.; Kürti, Marianne; Borsy, J.

doi:10.1016/0006-2952(73)90006-3

Cited by 13 publications

(7 citation statements)

References 12 publications

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“…When GYKI-11 121 was given to the metiamide-treated rats, the increased synthesis of HA suppressed markedly. In the non-treated animals, GYKI-11 121 produced a 49% inhibition in the HD activity and this effect was comparable to that obtained previously [8]. By similar treatment, the HD activity in the glandular stomach increased linearly with the newly synthesized HA (Table 2).…”

Section: Tablesupporting

confidence: 85%

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Induction of gastric histamine synthesis by H2-receptor antagonists: Potentiation of their antisecretory activity by histidine decarboxylase inhibitors

Huszti¹,

Pik

Frenkl

1980

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The activation of histamine (HA) formation in rat stomach was measured after repeated administration of histamine H2-receptor antagonists and the potentiation of their antisecretory activity was examined in histidine decarboxylase inhibitor (HDI)-pretreated rats. 40 mg/kg of metiamide, given intraperitoneally (i.p.) 24, 16 and 2 h prior to the examination, produced approximately 50% increase in the amount of 14C-histamine, formed from 14C-histidine in the stomach, and an almost equal enhancement in the gastric histidine decarboxylase (HD) activity. An equal dose of the compound did not influence the endogenous histamine level in the glandular stomach whereas it caused a significant increase in the serum histamine content. By similar treatment, 10 mg/kg of cimetidine enhanced the newly formed histamine in the rat stomach by 57%. The potent HDI, 2-hydroxy-5-carbomethoxy-benzyloxyamine (GYKI-11 121) suppressed the metiamide- and cimetidine-induced increases in histamine synthesis to slightly above or below the control values. In pharmacological studies, the antisecretory activity of histamine H2-receptor blockers could markedly be potentiated by HDI. In GYKI-11 121 and NSD-1055-pretreated rats, the inhibiting potency of metiamide and cimetidine on pentagastrin-stimulated gastric acid secretion, increased to approximately twice that of the original effect. Neither GYKI-11 121 nor NSD-1055 produced significant inhibition on pentagastrin-stimulated gastric acid secretion in the applied doses. These findings provided evidence for the feedback stimulation of gastric HA synthesis by H2-receptor blockers and confirmed the role of HA in the gastric acid secretion. Potentiation of the antisecretory activity of H2-receptor antagonists by HDI would be useful in the therapeutic application of these compounds.

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Section: Tablesupporting

confidence: 85%

“…One group of rats received 40 mg/kg of metiamide, a specific H2-receptor antagonist [6], and another group was treated with 40 mg/kg of metiamide + 50 mg/kg of GYKI-11 121, a potent HDI [7,8], three times, 24, 16 and 2 h before decapitation. Controls received saline at the same time.…”

Section: Gastric Histamine Formation After Metiamide Treatmentmentioning

confidence: 99%

Induction of gastric histamine synthesis by H2-receptor antagonists: Potentiation of their antisecretory activity by histidine decarboxylase inhibitors

Huszti¹,

Pik

Frenkl

1980

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“…were tested: a derivative of rhodanine [17] and two drugs from Hungary, designated GYKI-11.103 and 11.121 [18]. The rhodanine derivative, being water insoluble, was suspended in a 1% aqueous solution of carboxymethylcellulose.…”

Section: Experiments 12 Three In Vitro Inhibitorsmentioning

confidence: 99%

Effect of histidine decarboxylase inhibitors and other drugs on histamine formation in vivo

Schayer

Reilly

1974

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A number of compounds alleged to inhibit histidine decarboxylase in vitro and in vivo, were tested in mice for ability to reduce histamine formation in cell types containing this enzyme. Mice were pretreated with 'inhibitor' or saline, injected with 14C-L-histidine, and after an interval suitable for each cell type, sacrificed. For mast cell histidine decarboxylase, skin was assayed; for enzyme in enteroehromaflin-like cells, stomach was assayed; for brain ceils (cell type unidentified at present) whole brain was assayed. Most tested compounds had little or no effect on histamine formation. Only one drug, 4-imidazole-3-amino-2-butanone showed strong activity in both skin and stomach samples; it did not affect brain histamine formation, possibly because it does not enter brain.

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“…In one case (10) the amino ester was hydrolyzed with concentrated hydrochloric acid to give the -alkyl amino acid 6. Esterification of 14 and 2724 catalyzed by thionyl chloride25 in methanol proceeded smoothly to give 15 and 28. Esterification of histidine, however, with 1-propanol or 1-butanol in the presence of hydrogen chloride26 or thionyl chloride25 proceeded sluggishly with only low yield of analytically pure material.…”

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Inhibition of histidine decarboxylase. Derivatives of histidine

Kelley¹,

Miller²,

White³

1977

J. Med. Chem.

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Twenty-eight derivatives of histidine were tested as inhibitors of histidine decarboxylase from rat stomach. Potent inhibition was observed with the methyl ester of L-histidine (1) which had a Ki = 1.8 X 10(-6) M. Substitution on 1 at various positions resulted in a decrease or complete loss of inhibition. Substituent requirements for inhibition of histidine decarboxylase are discussed. A simple disposable apparatus for the radiometric assay of histidine decarboxylase is described.

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2-Hydroxy-5-carbomethoxybenzyloxyamine: A new potent inhibitor of histidine decarboxylase

Cited by 13 publications

References 12 publications

Induction of gastric histamine synthesis by H2-receptor antagonists: Potentiation of their antisecretory activity by histidine decarboxylase inhibitors

Induction of gastric histamine synthesis by H2-receptor antagonists: Potentiation of their antisecretory activity by histidine decarboxylase inhibitors

Effect of histidine decarboxylase inhibitors and other drugs on histamine formation in vivo

Inhibition of histidine decarboxylase. Derivatives of histidine

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