Antifungal Activity of Isothiocyanates and Related Compounds

Drobnica, L; Zemanová, M.; Němec, Pavel; Antoš, K.; Kristián, Pavol; Štullerová, A.; Knoppova, V.

doi:10.1128/aem.15.4.701-709.1967

Cited by 88 publications

(8 citation statements)

References 6 publications

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“…This difference cannot be explained only by the typical volatility of allylisothiocyanate, since a similar phenomenon was observed also in other chemically related derivatives of low volatility. Benzyland 3-phenylethylisothiocyanates also show a low activity against R. oryzae (7), whereas no significant difference in activity on R. oryzae, A. niger, and P. cyclopium is registered with substituted phenylisothiocyanates. For these reasons, several phenylisothiocyanate derivatives, as well as the most active natural isothiocyanate analogues, represent remarkable antifungal compounds.…”

Section: Results Ans Discussionmentioning

confidence: 86%

“…The present paper presents data on the antifungal activity of 57 mononuclear aromatic isothiocyanates, i.e., substituted phenylisothiocyanates. It must be stressed that phenylisothiocyanate itself is different chemically from the natural compounds mentioned in the previous paper (7). This is due primarily to the way in which the -NCS group is bound to the radical, since naturally occurring compounds in which the -NCS group is directly bound to the aromatic radical have not been detected.…”

mentioning

confidence: 81%

“…With other strains of fungi, the activity of a given compound was simply expressed as the lowest concentration of compound capable of complete inhibition of growth after a given time interval ( Table 5). Details are presented in the preceding paper (7).…”

Section: Methodsmentioning

confidence: 99%

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Antifungal Activity of Isothiocyanates and Related Compounds

Drobnica¹,

Zemanová²,

Nemec³

et al. 1967

Applied Microbiology

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Antifungal activity on Aspergillus niger, Penicillium cyclopium, and Rhizopus oryzae, as well as on additional saprophytic and parasitic fungi, was determined in 57 substituted derivatives of phenylisothiocyanate. Most of the investigated compounds displayed rather equal activity against the three mentioned fungi, in contradistinction to the analogues of natural benzyland f-phenylethylisothiocyanate with their characteristic low activity against R. oryzae. Differences occurred in the type of activity of compounds in which the-NCS group is directly bound on the aromatic moiety, as compared with those compounds in which this group is bound to the aliphatic radical or to the aromatic moiety indirectly by means of the methyl group or by a longer aliphatic chain. The results obtained confirm the negative influence of ionized substituents on the aromatic moiety, i.e., of-COOH,-GCH2

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Section: Results Ans Discussionmentioning

confidence: 86%

mentioning

confidence: 81%

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Antifungal Activity of Isothiocyanates and Related Compounds

Drobnica¹,

Zemanová²,

Nemec³

et al. 1967

Applied Microbiology

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“…Mustard oil (agl~cones of the glucosinolates) have been shown to possess antifungal activity (DROBNICA, ZEMANOVA, NEMEC, ANTOS, KRISTIAN, STRUL-LEROVA, KNOPPOVA, NEMEC, 1967) and many of its synthetic derivatives are also useful bacteriostatic agents (McKAY, GARMAISE, 1960).…”

Section: \N-mentioning

confidence: 99%

CONTRIBUTION TO THE KNOWLEDGE OF NIGERIAN MEDICINAL PLANTS – III. Study on Carica Papaya Seeds as a Source of a reliable antibiotic, the BITC

Eltayeb¹,

Kučera²,

Marquis³

et al. 1974

Planta Med

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T h e aglycone of glucotropaeolin benzyl isothiocyanate (BITC) of Carica papaya was studied for its antibiotic and pharmacological activity as well as its toxicity. It is very fast decomposed whilst incubating the powdered seeds, but does not yield the by-products benzyl thiocyanate (BTC) and benzyl nitrile (BCN) as Lepidiun~. In spite of the low concentration amozrnt of BlTC (compared with that obtained from Tropaeolum) the average concentration of G mglg wotrld be sufficient for therapeutic purposes. T o achieve maximal antibiotic effect it wotrld be necessary to use freshly crtrshed seeds. T h e antifungal activity indicates that they are of use for treatment of fungal skin diseases possibly in combination with synthetic drugs. T h e large number o f microorganisms sensitive to BITC would also suggests its possible use as a bacteriostatic and a bactericidal agent in cases of some intestinal and urinary infections. BlTC is also eliminated in urine between 3-9 hours after administration. T h e toxicity of the seed in our experiments is low and that at the usual therapecrtically effective single dose of 4-5 g of seeds (25-30 mg BITC) would not be harmful.

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“…Owing to their antimicrobial properties, naturally occurring GSLs and ITCs have been studied for a long time, with 132 types identified by 2011 [6][7][8][9]. Recently, the role of ITC in human redox regulation and the activation of detoxification enzymes which act against carcinogens have been studied [10,11].…”

Section: Introductionmentioning

confidence: 99%

Salted Radish Root Biology during Food Processing

Matsuoka¹,

Kumakura²,

Kobayashi³

et al. 2019

Root Biology - Growth, Physiology, and Functions

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White radish root (daikon) is an important vegetable in Japanese food culture and has spawned the development of various cooking and processing methods. takuan-zuke is the major processed food derived from daikon. Takuan-zuke is prepared by the dehydration of the root using a salt-press or a weighted stone, or by sun-drying, followed by salt-aging using salt or salted rice bran. The color of takuan-zuke changes to yellow during salt-aging. We determined the effects of dehydration and salt-aging on the metabolism of daikon using takuan-zuke. In the yellowing reaction, the generation of daikon isothiocyanate was significant, requiring a temperature of ≥10°C and pH ≥5. The color change of the sun-dried takuan-zuke was the most significant. Moreover, we investigated the nutritional characteristics of takuan-zuke. In the sun-dried daikon, metabolism progressed for 3 weeks during drying, with increase in the concentrations of γ-aminobutyric acid (GABA) and proline as well as drying stress metabolites. In the salt-pressed daikon, GABA concentrations temporarily increased due to osmotic stress but then decreased on metabolic inhibition by salt permeation. In addition, no change in the concentration of proline was observed under salt-press conditions. The results showed a marked difference between the stress response of the living and processed root.

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Antifungal Activity of Isothiocyanates and Related Compounds

Cited by 88 publications

References 6 publications

Antifungal Activity of Isothiocyanates and Related Compounds

Antifungal Activity of Isothiocyanates and Related Compounds

CONTRIBUTION TO THE KNOWLEDGE OF NIGERIAN MEDICINAL PLANTS – III. Study on Carica Papaya Seeds as a Source of a reliable antibiotic, the BITC

Salted Radish Root Biology during Food Processing

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