Determination of aliphatic nitro compounds in the roots of <i>Lotus pedunculatus</i>—the effect of maceration on levels of components

Greenwood, David R.

doi:10.1002/jsfa.2740520408

Cited by 5 publications

(4 citation statements)

References 20 publications

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“…were determined by analysis of nitrate released on alkaline hydrolysis. This method was validated for quantitation of both total nitro compounds in ethanolic extracts and for individual components from TLC separations 557 Low levels of nitrogen dioxide react with the polyunsaturated fatty acids under anaerobic conditions to give allylic nitro and allylic nitrite derivatives of methyl linoleate and methyl linolenate. These were identified by NICI-MS 558 .…”

Section: E Aliphatic Compoundsmentioning

confidence: 99%

Analytical Aspects of Amino, Quaternary Ammonium, Nitro, Nitroso and Related Functional Groups

Zabicky

Bittner

2009

Patai's Chemistry of Functional Groups

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Section: E Aliphatic Compoundsmentioning

confidence: 99%

Analytical Aspects of Amino, Quaternary Ammonium, Nitro, Nitroso and Related Functional Groups

Zabicky

Bittner

2009

Patai's Chemistry of Functional Groups

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“…Worldwide, more than 450 species and varieties of Astragalus (Leguminosae) (Figures 2 and 3) are known to contain either nitropropanol or nitropropionic acid, but not both, with over half of these plants present in North America (50)(51)(52)(53)(54)(55). Other legumes, such as Coronilla, Indigofera, Lotus, and Hippocrepis, have also been found to synthesize nitropropionic acid (3,(56)(57)(58)(59)(60)(61)(62)(63). Nitropropionic acid is also synthesized by certain members of the Malpighiaceae, Corynocarpaceae (Figure 4), and Violaceae families as well as by certain species of fungi belonging to Arthrinium, Aspergillus, and Penicillium (3,25,64).…”

Section: Distribution Of Nitrotoxins In Plantsmentioning

confidence: 99%

Toxicity and Metabolism of the Conjugates of 3-Nitropropanol and 3-Nitropropionic Acid in Forages Poisonous to Livestock

Anderson

Majak

Rassmussen

et al. 2005

J. Agric. Food Chem.

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Glycosides of 3-nitro-1-propanol (nitropropanol) and glucose esters of 3-nitro-1-propanoic acid (nitropropionic acid) occur in many forages distributed throughout the world. Systemically, nitropropionic acid irreversibly inactivates succinate dehydrogenase, thereby blocking ATP formation. Nitropropanol is not toxic per se in mammals but is converted to nitropropionic acid by hepatic alcohol dehydrogenase. Nitrotoxins can be metabolized by rumen microbes, which may provide a mechanism for detoxification. At least 20 different ruminal bacteria are known to metabolize the nitrotoxins, but most appear to play a minor role in detoxification. Evidence suggests that an obligate anaerobic nitro-respiring bacterium, Denitrobacterium detoxificans, may be particularly important in conferring protection to animals consuming the nitrotoxins as this bacterium metabolizes the toxins at rates near those by mixed ruminal populations. Rates of ruminal nitrotoxin metabolism can be enhanced by modifying the rumen environment through dietary manipulations, which suggests in vivo enrichment of competent nitrotoxin-metabolizing bacteria such as D. detoxificans.

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“…Spectrophotometric method, which was used for quantification, was based on the nitrite ion released from nitro compounds with sulfanilic acid and 1-naphthylamine hydrochloride. However, the method was not specific and could interact with the pigments co-extracted from plants, and the reaction with 3-NPA and 3-NPOH was also found to be incomplete [ 8 ]. Ever since the mid-80s, not much work has occurred on the analysis of those compounds in the plant although some work was found on the analysis of 3-NPA and 3-NPOH in other matrices.…”

Section: Introductionmentioning

confidence: 99%

A Simple and Fast Procedure to Determine 3-Nitropropanoic Acid and 3-Nitropropanol in Freeze Dried Canadian Milkvetch (Astragalus canadensis)

Liu

Shao

Schellenberg

2017

Toxins

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Canadian milkvetch (Astragalus canadensis) is a North American plant species in the legume family and some of this plant is fatally poisonous to livestock. The poisoning is attributed to the natural occurrence of notrotoxins, i.e., 3-nitropropanoic acid and 3-nitropropanol, present as aglycones and conjugated forms in the plant. Those compounds cause nitrite oxidization of hemoglobin and inhibition of cellular metabolism. To determine the toxicity of the plant, it is very important to develop an analytical method for the contents of the compounds in the plant. In this study, we have successfully developed an extraction procedure followed by HPLC-UV analysis to simultaneously analyze notrotoxins. The aglycones could be released from its conjugated forms in the freeze dried plant and extracted by water at room temperature. An HPLC-UV method using a Phenomenex Kinetex 2.6 μ F5 100 Å 100 × 4.6 mm column with pH 3.5 phosphonate buffer as mobile phase have been developed and validated for the detection of the two compounds at 210 nm. This developed procedure for the analysis of 3-nitropropanoic acid and 3-nitropropanol has proven simple and efficient and it has been successfully applied for batch sample analysis.

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Determination of aliphatic nitro compounds in the roots of Lotus pedunculatus—the effect of maceration on levels of components

Abstract: Aliphatic nitro compounds (3-nitropropanoyl esters of glucose) in the roots of

Cited by 5 publications

References 20 publications

Analytical Aspects of Amino, Quaternary Ammonium, Nitro, Nitroso and Related Functional Groups

Analytical Aspects of Amino, Quaternary Ammonium, Nitro, Nitroso and Related Functional Groups

Toxicity and Metabolism of the Conjugates of 3-Nitropropanol and 3-Nitropropionic Acid in Forages Poisonous to Livestock

A Simple and Fast Procedure to Determine 3-Nitropropanoic Acid and 3-Nitropropanol in Freeze Dried Canadian Milkvetch (Astragalus canadensis)

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