Effect of Derivatives and Inhibitors of Histamine Metabolism on Gastric Secretion

Since the derivatives of histamine metabolism are quite well known, those which have been synthesized were tested for gastric secretory activity in Heidenhain pouch dogs. All were inactive in a single total dose of 20 mg or 1.7 mg/kg. N-acetylhistamine is 1000 times less active than histamine. 1-Methyl-4-(aminoethyl) imidazole, the first derivative produced by the methylation of histamine in the liver, was inactive. Imidazole-4-acetaldehyde, the first derivative of the oxidative deamination of histamine has not been synthesized, but the next derivative, imidazole-4-acetic acid, was inactive. Among the five histamine diamine oxidase inhibitors studied in relation to gastric secretion to date, aminoguanidine is the most ideal. It has the additional advantage of not inhibiting histidine decarboxylase.

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Oxidative deamination of 2-hydroxy derivatives of putrescine and cadaverine by pea-seedling and pig-kidney diamine oxidase

Biochimica et Biophysica Acta (BBA) - General Subjects ◽

10.1016/0304-4165(67)90070-0 ◽

1967 ◽

Vol 136 (2) ◽

pp. 258-264 ◽

Cited By ~ 9

Author(s):

L. Macholán ◽

L. Rozprimová ◽

E. Sedláčková

Keyword(s):

Diamine Oxidase ◽

Oxidative Deamination ◽

Pig Kidney ◽

Derivatives Of ◽

Pea Seedling

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4-Aminobutyrate in mammalian putrescine catabolism

Biochemical Journal ◽

10.1042/bj1520201 ◽

1975 ◽

Vol 152 (2) ◽

pp. 201-210 ◽

Cited By ~ 80

Author(s):

N. Seiler ◽

B. Eichentopf

Keyword(s):

Monoamine Oxidase ◽

Diamine Oxidase ◽

Monoamine Oxidase Inhibitor ◽

Mitochondrial Pathway ◽

Oxidase Inhibitor ◽

Catabolic Pathway ◽

Oxidative Deamination ◽

Aminobutyrate Aminotransferase ◽

Derivatives Of

The effects of inhibitors of diamine oxidase (EC 1.4.3.6), monoamine oxidase (EC 1.4.3.4) and 4-aminobutyrate aminotransferase (EC 2.6.1.19) on the catabolism of putrescine in mice in vivo were studied. Diamine oxidase inhibitors and carboxymethoxylamine (amino-oxyacetate) markedly inhibit the metabolism of [14C]putrescine to 14CO2, but affect different enzymes. Aminoguanidine specifically inhibits the mitochondrial and non-mitochondrial diamine oxidases, whereas carboxymethoxylamine specifically inhibits 4-aminobutyrate transamination by the mitochondrial pathway. Hydrazine inhibits at both sites, and results in increased concentrations of 4-aminobutyrate in brain and liver. Pretreatment of mice with carboxymethoxylamine and [14C]putrescine leads to the urinary excretion of amino[14C]butyrate. Carboxymethoxylamine does not affect the non-mitochondrial pathway of putrescine catabolism, as the product of oxidative deamination of putrescine in the extramitochondrial compartment is not further oxidized but is excreted in the urine as derivatives of 4-aminobutyraldehyde. Another catabolic pathway of putrescine involves monoamine oxidase, and the monoamine oxidase inhibitor, pargyline, decreases the metabolism of [14C]putrescine to 14CO2in vivo. Catabolism of putrescine to CO2in vivo occurs along different pathways, both of which have 4-aminobutyrate as a common intermediate, in contrast with the non-mitochondrial catabolism of putrescine, which terminates in the excretion of 4-aminobutyraldehyde derivatives. The significance of the different pathways is discussed.

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ω-Aldehydo Sugars Prepared by Ninhydrin Oxidation

Canadian Journal of Chemistry ◽

10.1139/v74-583 ◽

1974 ◽

Vol 52 (23) ◽

pp. 3905-3912 ◽

Cited By ~ 21

Author(s):

Alan R. Gibson ◽

Laurence D. Melton ◽

Keith N. Slessor

Keyword(s):

Mass Spectra ◽

Oxidative Deamination ◽

Ninhydrin Reaction ◽

Derivatives Of

The reaction of ninhydrin with 6-amino-6-deoxy-hexopyranosyl sugars has been investigated. 6-Aldehydocyclohexaamylose and 1,2:3,4-di-O-isopropylidene-α-D-galacto-hexodialdo-1,5-pyranose have been prepared by oxidative deamination of 6-amino-deoxycyclohexaamylose and 6-amino-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose, respectively, using ninhydrin. The preparation of the two aldehydes by the ninhydrin reaction is compared with the method of photolysis of the corresponding azido sugars. The mass spectra of the perdimethylsilyl derivatives of cyclohexaamylose and O-methyl oxime of 6-aldehydocyclohexaamylose have been recorded.

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Mechanistic studies on diamine oxidase: oxidation of α,ω-diamines does not involve an enamine intermediate

Canadian Journal of Chemistry ◽

10.1139/v94-006 ◽

1994 ◽

Vol 72 (1) ◽

pp. 31-34 ◽

Cited By ~ 3

Author(s):

Stephen S. Gavin ◽

Angela M. Equi ◽

David J. Robins

Keyword(s):

Mass Spectrometry ◽

Diamine Oxidase ◽

Mechanistic Studies ◽

Oxidative Deamination ◽

Acetophenone Derivatives ◽

Pea Seedling

Three β,β,β′,β′-2H4-labelled α,ω-diamines were synthesized and incubated with pea seedling diamine oxidase. The aminoaldehydes formed by oxidative deamination cyclized to the corresponding imines, which were trapped with benzoylacetic acid. In all three cases the acetophenone derivatives produced were shown by NMR and mass spectrometry to contain four deuterium atoms. The retention of all four deuterium atoms demonstrates that oxidative deamination of α,ω-diamines catalyzed by pea seedling diamine oxidase does not involve an enamine intermediate as previously suggested.

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Analytical expressions for gravity anomalies due to homogeneous polyhedral bodies and translations into magnetic anomalies

Geophysics ◽

10.1190/1.1440973 ◽

1979 ◽

Vol 44 (4) ◽

pp. 730-741 ◽

Cited By ~ 170

Author(s):

M. Okabe

Keyword(s):

Gravitational Potential ◽

Computing Time ◽

Gravity Anomalies ◽

Magnetic Anomalies ◽

Two Dimensions ◽

First Derivative ◽

Second Derivatives ◽

Analytical Expressions ◽

Derivatives Of ◽

The Magnetic Field

Complete analytical expressions for the first and second derivatives of the gravitational potential in arbitrary directions due to a homogeneous polyhedral body composed of polygonal facets are developed, by applying the divergence theorem definitively. Not only finite but also infinite rectangular prisms then are treated. The gravity anomalies due to a uniform polygon are similarly described in two dimensions. The magnetic potential due to a uniformly magnetized body is directly derived from the first derivative of the gravitational potential in a given direction. The rule for translating the second derivative of the gravitational potential into the magnetic field component is also described. The necessary procedures for practical computer programming are discussed in detail, in order to avoid singularities and to save computing time.

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Ornithine decarboxylase in rat small intestine: stimulation with food or insulin

American Journal of Physiology-Legacy Content ◽

10.1152/ajplegacy.1976.231.5.1557 ◽

1976 ◽

Vol 231 (5) ◽

pp. 1557-1561 ◽

Cited By ~ 50

Author(s):

DV Maudsley ◽

J Leif ◽

Y Kobayashi

Keyword(s):

Enzyme Activity ◽

Small Intestine ◽

Ornithine Decarboxylase ◽

Diamine Oxidase ◽

Actinomycin D ◽

Histidine Decarboxylase ◽

Decarboxylase Activity ◽

Adenosylmethionine Decarboxylase ◽

Diamine Oxidase Activity ◽

Similarities And Differences

Ornithine decarboxylase in the small intestine of starved rats was stimulated 3- to 10-fold by refeeding or administration of insulin. A peak is observed 3-5 h following treatment after which the enzyme activity rapidly declines. The rise in ornithine decarboxylase is reduced by actinomycin D or cycloheximide. The increase in enzyme activity occurs mainly in the duodenum and jejunum with less than a twofold change being observed in the ileum. A small (twofold) increase in S-adenosylmethionine decarboxylase activity in the small intestine was observed after food, but there was no change in diamine oxidase activity. Whereas pentagastrin and metiamide administration markedly stimulated histidine decarbosylase in the gastric mucosa, no consistent effect of these agents on ornithine decarboxylase in the small intestine was observed. The similarities and differences between histidine decarboxylase and ornithine decarboxylase are discussed.

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Effects of bombesin on food intake and gastric acid secretion in cats

AJP Regulatory Integrative and Comparative Physiology ◽

10.1152/ajpregu.1989.256.1.r181 ◽

1989 ◽

Vol 256 (1) ◽

pp. R181-R186

Author(s):

A. Bado ◽

M. J. Lewin ◽

M. Dubrasquet

Keyword(s):

Gastric Emptying ◽

Food Intake ◽

Gastric Secretion ◽

Acid Secretion ◽

Gastric Fistula ◽

Single Class ◽

Heidenhain Pouch ◽

Daily Food Intake ◽

Feeding Experiments ◽

Daily Food

The brain and gut peptide bombesin has been reported both to stimulate gastric secretion and to induce satiety. To understand how the peripheral administration of bombesin affects food intake and whether gastric mechanisms are involved, a comparative study of the doses of bombesin active on gastric secretion, gastric emptying, and food intake was undertaken in cats provided with a gastric fistula and a denervated Heidenhain pouch. The smallest dose of intravenous bombesin that stimulated significantly basal acid secretion (20 pmol.kg-1.h-1) by the gastric fistula also enhanced meal-stimulated acid secretion by the Heidenhain pouch (+138%, P less than 0.01), delayed gastric emptying of a liquid protein meal (-30%, P less than 0.01), and suppressed food intake when the test meal was allowed to reach the stomach (-15%, P less than 0.01). Conversely, in sham-feeding experiments, the same dose of bombesin increased food intake (+35%, P less than 0.01). In full-day experiments conducted in nonfasted cats, bombesin decreased both the food intake in the 4-h period after the infusion and the daily food intake, whereas octapeptide cholecystokinin induced a transient satiety but did not decrease daily food intake. These results indicate that in cats the interaction of bombesin with "pregastric" mechanisms is not sufficient to induce satiety and that a relation could exist between the effects of bombesin on gastric secretion, emptying, and food intake. A single class of receptors might be involved in these peripheral effects of bombesin.

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