Ammoniation of aflatoxin B1. Isolation and characterization of a product with molecular weight 206

Cucullu, Alva F.; Lee, Louise S.; Pons, Walter A.; Stanley, James B.

doi:10.1021/jf60204a011

Cited by 49 publications

(28 citation statements)

References 7 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Estimation from two-dimensional TLC of non-AFB1 fraction desorbed for the DNA-binding experiment. that reported by Cucullu et al (1976) for the molecular weight 206 compound.…”

Section: Ammoniation Of [3h]aflatoxin B1 In a Sealed Glasssupporting

confidence: 60%

Ammoniation of aflatoxin-containing corn: distribution, in vivo covalent deoxyribonucleic acid binding, and mutagenicity of reaction products

Schroeder¹,

Zweifel²,

Sagelsdorff³

et al. 1985

J. Agric. Food Chem.

View full text Add to dashboard Cite

3H]Aflatoxin B1 (AF ' B,) was ammoniated at 100 OC and the isolated aflatoxin D1 (AFD,) characterized by 'H NMR and mass spectrometry. AFDl was found to be 130-fold less mutagenic than AFB, in the Ames test. In vivo covalent binding to rat liver DNA expressed in the units of a covalent binding index (CBI, a quantitative indicator for genotoxicity) of [14C]AFDl was below the detection limit of 71 and at least 280-times lower than for AFB1, although AFD, still has the 8,9a double bond. After ammoniation of [14C]AFB1-spiked corn grits for 34 days (18.8% H20/2.02% NH3, 25 "C), 14C distribution and CBI were measured: 7% of the radioactivity was CH2C12 extractable but 14% was extractable when acidified prior to extraction. The H 2 0 phase contained 42% 14C with a CBI of 1000 but only 31% 14C with a CBI of below the detection limit of 145 when acidified prior to extraction. The extracted corn had still a radioactivity of 33% (38% respectively) with a CBI of <126. More than 85% of the H20 fraction pass a dialpis membrane with an exclusion limit of 14 OOO dalt~ns. The results indicate that ammoniation reduces the genotoxicity of AFB,-containing corn at least 20 times. Besides unreacted AFBl the aqueous phase contained about 7% of a still toxic AFBl hydrolysis product, which can rebuild AFBl after acidification.Numerous attempts have been made to detoxify by chemical means natural goods contaminated with aflatoxins (Codifer et al.

show abstract

“…Estimation from two-dimensional TLC of non-AFB1 fraction desorbed for the DNA-binding experiment. that reported by Cucullu et al (1976) for the molecular weight 206 compound.…”

Section: Ammoniation Of [3h]aflatoxin B1 In a Sealed Glasssupporting

confidence: 60%

Ammoniation of aflatoxin-containing corn: distribution, in vivo covalent deoxyribonucleic acid binding, and mutagenicity of reaction products

Schroeder¹,

Zweifel²,

Sagelsdorff³

et al. 1985

J. Agric. Food Chem.

View full text Add to dashboard Cite

show abstract

“…4. Studies carried out with microorganisms and physical agents for aflatoxin detoxification also showed structural alterations in aflatoxin molecules after detoxification (Cucullu, Lee, Pons, & Stanley, 1976;Lee, Stanley, Cucullu, Pons, & Goldblatt, 1974). Ciegler et al (1966) screened a large number of microorganisms for their ability to detoxify the fungal toxin, aflatoxin B1 and observed formation of a new fluorescing compound with concomitant disappearance of aflatoxin B1, when toxin was added to acid-producing mold cultures.…”

Section: Resultsmentioning

confidence: 99%

“…The new compound was further identified as hydroxydihydro-aflatoxin B1 (Ciegler & Peterson, 1968). Cucullu et al (1976) identified the ammoniation product of aflatoxin B1 as dihydro-4-hydroxy-6-methoxyfuro [2,3-b] benzofuran, a non-fluorescent phenol similar to aflatoxin D1 but lacks the cyclopentenone ring having a molecular weight of 206. Lee et al (1974) reported that the major product formed from aflatoxin B1 after treatment with ammonium hydroxide had a molecular weight of 286 and exhibited ultraviolet absorption, Y max MeOH 227, 324 nm, non-fluorescent and lacks the lactone group characteristics of aflatoxin B1.…”

Section: Resultsmentioning

confidence: 99%

Detoxification of aflatoxins by seed extracts of the medicinal plant, Trachyspermum ammi (L.) Sprague ex Turrill – Structural analysis and biological toxicity of degradation product of aflatoxin G1

et al. 2010

View full text Add to dashboard Cite

“…Ciegler et al (1966) tested a large number of microbial populations for their ability to detoxify the fungal toxin, AFB1 and observed formation of a new fluorescing compound with concomitant disappearance of AFB1, when toxin was added to acid-producing mold cultures [30]. Cucullu et al (1976), identified the ammoniation product of aflatoxin B1 as dihydro-4-hydroxy-6-methoxyfuro [2, 3-b] benzofuran, a non-fluorescent phenol similar to aflatoxin D1 but lacks the cyclopentenone ring having a molecular weight of 206 [31]. Lee et al (1974) reported that the major product formed from AFB1 after treatment with ammonium hydroxide had a molecular weight of 286 and exhibited ultraviolet absorption [32].…”

Section: Molecular Identification Of Isolated Strainmentioning

confidence: 99%

Inhibition of Aspergillus flavus growth and detoxification of Aflatoxin B1 by the medicinal plant leaf extract- Cymbopogon citratus

2016

IJCBS

View full text Add to dashboard Cite

Aflatoxin contamination in food is a major qualititative problem affecting human health and trade. Detoxification of these aflatoxins has been considered as one of the best strategies to decontaminate the food and animal feed. The aim of the present study was to isolate, identify and detoxify the aflatoxin produced by A.flavus from infected ground nut. The present study was focused on isolation, identification of A. flavus from infected groundnut pods on Czapek Dox Agar medium, and the toxigenic strains were confirmed on Coconut Cream Agar Medium (CCA). Aqueous extracts of C. citratus were tested against aflatoxin producing strains of A. flavus at various concentrations (1, 2.5 and 5% v/v). Further, the detoxifying capacity of these leaf extracts was studied at these concentrations on AFB1 using TLC and HPLC. The toxigenic strain of A. flavus was confirmed based on PCR amplification. Results indicated that C. citratus extracts exhibited high antifungal activity showing inhibition of fungal mycelium to a maximum extent at 5% v/v concentration. However, the other two concentrations of C. citratus were also found to be effective in inhibition of A. flavus mycelia. Detoxification studies indicated lesser levels of AFB1 at all the concentrations under study. Maximum degradation of the toxin was obtained at 5% v/v concentration from 2154 μg/L to 183 μg/L. It was observed that the extract of C. citratus showed significant detoxification and inhibitory effect of growth of A. flavus. Our future studies are directed in characterizing the active principle of the C. citratus plant extract and application of these extracts on detoxification of Aflatoxins.

show abstract

Ammoniation of aflatoxin B1. Isolation and characterization of a product with molecular weight 206

Cited by 49 publications

References 7 publications

Ammoniation of aflatoxin-containing corn: distribution, in vivo covalent deoxyribonucleic acid binding, and mutagenicity of reaction products

Ammoniation of aflatoxin-containing corn: distribution, in vivo covalent deoxyribonucleic acid binding, and mutagenicity of reaction products

Detoxification of aflatoxins by seed extracts of the medicinal plant, Trachyspermum ammi (L.) Sprague ex Turrill – Structural analysis and biological toxicity of degradation product of aflatoxin G1

Inhibition of Aspergillus flavus growth and detoxification of Aflatoxin B1 by the medicinal plant leaf extract- Cymbopogon citratus

Contact Info

Product

Resources

About