Spectroscopic quantitation of organic isothiocyanates by cyclocondensation with vicinal dithiols

Zhang, Yuesheng; Cho, Cheon Gyu; Posner, Gary H.; Talalay, Paul

doi:10.1016/0003-2697(92)90585-u

Cited by 141 publications

(107 citation statements)

References 12 publications

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“…Microwave-ultraviolet radiation combination had earlier been used to degrade a similar organic compound (humic acid) through a thermal rearrangement of 2-benzyloxyacetophenone in the presence of aluminum pillared bentonite, which gives rise to 1-(o-hydroxyphenyl)-3-phenyl propane-1,3-diones (Zhang et al 1992). Exposure of the varying concentration of BITC (0.0272, 0.0544, 0.0816, 0.1088 and 0.136 μmol) to Fig.…”

Section: Discussionmentioning

confidence: 99%

“…The difficulty in BITC degradation by both microwave and ultraviolet radiations increases with increasing concentration of BITC in samples. BITC can react with 1, 2-benzenedithiol by a cyclocondensation reaction to form 1, 3-benzodithiole-2-thione (Zhang et al 1992). …”

Section: Discussionmentioning

confidence: 99%

“…The latter two benefits had been attributed to the presence of sulfurous compounds with chemopreventive properties known as benzyl isothiocyanate (Cowan 1999;Kim et al 2013;Lohiya et al 2008;Pedro et al 2011), The level ranging from 4.0 to 23.3 g/kg depending on the various processing methods for the pre-treatment of papaya seeds (Kermanshai et al 2001;Lee et al 2011). BITC is also found to have cancer preventive properties by controlling phase I drug-metabolizing enzymes and phase II detoxification enzymes (Kim et al 2013;Zhang et al 1992). However, its presence in extremely large quantities contributes to the limited culinary uses of the seed oil.…”

Section: Research Highlightsmentioning

confidence: 99%

“…The modified method of Zhang et al (1992) was used. The cultivation media was separated and 50 μl of it was added to screw top glass vials containing 450 μl of 100 mM potassium phosphate buffer, pH 8.5 and 450 μl of DMSO.…”

Section: Determination Of Bitc Concentration In Cultivation Mediamentioning

confidence: 99%

“…Organic isothiocyanates have been shown to react quantitatively with vicinal dithiols to form cyclic condensation products (Zhang et al 1992). The cyclocondensation reaction of isothiocyanates gives a product, 1, 3-benzodithiole-2-thione.…”

Section: Use Of Biodegradation Techniques For Bitc Degradationmentioning

confidence: 99%

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Radiations and biodegradation techniques for detoxifying Carica papaya seed oil for effective dietary and industrial use

et al. 2015

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Benzyl isothiocyanate (BITC) is toxic in high concentration. The capacity of Aspergillus niger, microwave and ultraviolet radiations to reduce the BITC levels in Carica papaya Linn seed oil were assessed in vitro. BITC at different concentrations were periodically exposed to microwave and ultraviolet radiations for 30 min and 10 h, respectively; and to identify Aspergillus niger for 4 days. Microwave radiation significantly reduced (p<0.05) BITC levels (0.0272, 0.0544, and 0.0816 μmol) to 12.19, 8.99 and 27.5 % respectively within 15 min. Ultraviolet radiation significantly reduced (p<0.05) BITC levels at all the concentrations. A. niger significantly increased (p<0.05) BITC degradation on days 2 and 4 at 0.816, 1.36 and 2.72 nmol. Glutathione activity was significantly increased (p<0.05) while glutathione S-transferase activity significantly reduced (p<0.05) at all concentrations on days 3 and 4 respectively. The three techniques are possible models for improving the dietary consumption of the oil.

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Section: Research Highlightsmentioning

confidence: 99%

Section: Determination Of Bitc Concentration In Cultivation Mediamentioning

confidence: 99%

Section: Use Of Biodegradation Techniques For Bitc Degradationmentioning

confidence: 99%

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Radiations and biodegradation techniques for detoxifying Carica papaya seed oil for effective dietary and industrial use

et al. 2015

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The nutritional significance, biosynthesis and bioavailability of glucosinolates in human foods

Mithen

Dekker

Verkerk

et al. 2000

J. Sci. Food Agric.

430

300

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The glucosinolates are a large group of sulphur‐containing compounds which occur in all the economically important varieties of Brassica vegetable. Their common structure comprises a β‐D‐thioglucose group, a sulphonated oxime moiety and a variable side‐chain derived from methionine, tryptophan or phenylalanine. When the plant tissue is damaged the glucosinolates are hydrolysed by the endogenous enzyme ‘myrosinase’ (thioglucoside glycohydrolase EC 3:2:3:1), to release a range of breakdown products including the bitter, biologically active isothiocyanates. Although these compounds exert antinutritional effects in animals there is also substantial evidence that they are the principal source of anticarcinogenic activity in Brassica vegetables, and this provides a strong motive for the manipulation of glucosinolate levels in vegetables for human consumption. This review provides an overview of the evidence for a beneficial role for glucosinolates in human health, and describes the current state of knowledge regarding the genetics and biosynthesis of glucosinolates, their chemical analysis, their behaviour during cooking and processing, and their bioavailability to humans. As the genetic basis of glucosinolate biosynthesis becomes more apparent, and tools for marker‐assisted plant breeding become more available, the selective breeding of horticultural brassicas with different levels and types of glucosinolates, whether by conventional means or genetic manipulation, is becoming a practical possibility. However before this strategy becomes commercially viable, the health benefits of glucosinolates for human beings must be unequivocally established. © 2000 Society of Chemical Industry

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Absorption and Metabolism of Dietary Plant Secondary Metabolites

Donovan¹,

Manach²,

Faulks³

et al. 2006

Plant Secondary Metabolites

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Spectroscopic quantitation of organic isothiocyanates by cyclocondensation with vicinal dithiols

Cited by 141 publications

References 12 publications

Radiations and biodegradation techniques for detoxifying Carica papaya seed oil for effective dietary and industrial use

Radiations and biodegradation techniques for detoxifying Carica papaya seed oil for effective dietary and industrial use

The nutritional significance, biosynthesis and bioavailability of glucosinolates in human foods

Absorption and Metabolism of Dietary Plant Secondary Metabolites

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