Indospicine, a New Hepatotoxic Amino-acid from Indigofera spicata

Hegarty, M. P.; Pound, A. W.

doi:10.1038/217354a0

Cited by 54 publications

(22 citation statements)

References 10 publications

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“…Clinical signs in chicks fed 3‐NPA could not be distinguished from those in chicks fed the plant; however, chicks were not affected by seed material, which contains no 3‐NPA, and dosing of rabbits and mice with 3‐NPA did not produce the expected liver lesions . Subsequently, the hepatotoxic non‐protein amino acid, indospicine, was identified in both seeds and leaves . Experimental administration of pure indospicine confirmed this toxin to be the cause of the liver pathology.…”

Section: Current Determinations Of Voucher Specimens From Previous Tomentioning

confidence: 98%

Indigofera spicata (creeping indigo) poisoning of three ponies

Ossedryver¹,

Baldwin

Stone

et al. 2013

Aust Veterinary J

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Three ponies continuously grazed a pasture containing an estimated 24% Indigofera spicata (wet weight basis) for 4-6 weeks in April and May 2004. They developed ataxia, paresis, depression, muscle fasciculations, dysphagia, ptyalism and halitosis. Two also developed corneal opacity. One pony recovered with supportive treatment, but the other two were euthanased and necropsied. Neuropathology was not present in either case, but both livers had periacinar and periportal lymphocytic infiltrations and hydropic degeneration of mid-zonal hepatocytes, with mild to moderate periacinar necrosis also evident in one. The I. spicata contained 2.66 mg 3-nitropropionic acid (3-NPA)/g dry matter and 1.5 mg indospicine/g dry matter. Indospicine, but not 3-NPA, was detected in serum from both of the euthanased ponies and indospicine was detected in heart, liver and muscle from the one pony in which this assay was performed. The clinical syndrome closely resembled 'Birdsville horse disease' caused by I. linnaei and was similar to that reported in horses poisoned by the closely related species I. hendecaphylla and to 3-NPA poisoning of other animals, including humans. 3-NPA is thought to cause this neurological syndrome. To our knowledge, this is the first authenticated report of I. spicata poisoning in grazing animals. We also report here the first published evidence that 3-NPA and indospicine exist in naturalised I. spicata in Australia and of the formation of indospicine residues in tissues of animals grazing paddocks infested with I. spicata.

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Section: Current Determinations Of Voucher Specimens From Previous Tomentioning

confidence: 98%

Indigofera spicata (creeping indigo) poisoning of three ponies

Ossedryver¹,

Baldwin

Stone

et al. 2013

Aust Veterinary J

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“…An additional 15 dogs (dogs [5][6][7][8][9][10][11][12][13][14][15][16][17][18][19] were identified from clinical records as having also eaten the diet and their serum biochemistry (ALP, ALT, cholesterol and albumin) was determined. Dogs 5,7,8,11,12,15 and 19 had ceased the diet between 4 and 13 days before blood samples were collected ( Table 1).…”

Section: Other Dogs Exposed To the Camel Meat Dietmentioning

confidence: 99%

Hepatotoxicosis in dogs consuming a diet of camel meat contaminated with indospicine

Fitzgerald

Fletcher²,

Paul

et al. 2011

Aust Veterinary J

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“…Diversos produtos naturais apresentam em sua composição o grupo amidina [1][2][3][4] . Como exemplo, temos a distamicina, extraída a partir de Streptomyces, que apresenta significante atividade antiviral 4 (Esquema 3).…”

Section: Introductionunclassified

Principais métodos de síntese de amidinas

Santos¹,

Bernardino²,

Souza³

2006

Quím. Nova

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Recebido em 8/6/05; aceito em 6/1/06; publicado na web em 6/7/06 SYNTHETIC APPROACHES TO AMIDINES. The amidine functional group is found in a wide range of natural products and is biologically active against several pathogens. In addition, amidines have long been regarded as useful intermediates in the synthesis of heterocyclic compounds. Consequently, a great number of methods have been developed for the preparation of amidines. Pinner's method is the most commonly used. Conventional methods include: -the addition of metal amides or amines to nitriles, the addition of amines to imido esters and the condensation of amides with amines in the presence of halogenating reagents. In this report, the main methods for synthesis of amidines will be described.

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Indospicine, a New Hepatotoxic Amino-acid from Indigofera spicata

Cited by 54 publications

References 10 publications

Indigofera spicata (creeping indigo) poisoning of three ponies

Indigofera spicata (creeping indigo) poisoning of three ponies

Hepatotoxicosis in dogs consuming a diet of camel meat contaminated with indospicine

Principais métodos de síntese de amidinas

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