An Organosulfur Compound Isolated from Oil-Macerated Garlic Extract, and Its Antimicrobial Effect

Yoshida, Hisae; Katsuzaki, Hirotaka; Ohta, Rie; Ishikawa, Kinya; Fukuda, Hiroyuki; Fujino, Takeshi; Suzuki, Atsushi

doi:10.1271/bbb.63.588

Cited by 60 publications

(32 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Velliyagounder et al also confirmed the in vitro antimicrobial efficacy against Aggregatibacter actinomycetemcomitans (23). Further, Yoshida et al confirmed that Z-ajoene has stronger antimicrobial activity than E-ajoene, indicating the impact of the conformation of the compound on its biological activity (22,32). Previous to this study, researchers had not examined the effect of the antimicrobial activity of ajoene and diallyl sulfide on C. sakazakii.…”

mentioning

confidence: 59%

Investigating the Responses of Cronobacter sakazakii to Garlic-Drived Organosulfur Compounds: a Systematic Study of Pathogenic-Bacterium Injury by Use of High-Throughput Whole-Transcriptome Sequencing and Confocal Micro-Raman Spectroscopy

Feng

Eucker

Holly

et al. 2014

Appl Environ Microbiol

View full text Add to dashboard Cite

We present the results of a study using high-throughput whole-transcriptome sequencing (RNA-seq) and vibrational spectroscopy to characterize and fingerprint pathogenic-bacterium injury under conditions of unfavorable stress. Two garlic-derived organosulfur compounds were found to be highly effective antimicrobial compounds against Cronobacter sakazakii, a leading pathogen associated with invasive infection of infants and causing meningitis, necrotizing entercolitis, and bacteremia. RNA-seq shows changes in gene expression patterns and transcriptomic response, while confocal micro-Raman spectroscopy characterizes macromolecular changes in the bacterial cell resulting from this chemical stress. RNA-seq analyses showed that the bacterial response to ajoene differed from the response to diallyl sulfide. Specifically, ajoene caused downregulation of motility-related genes, while diallyl sulfide treatment caused an increased expression of cell wall synthesis genes. Confocal micro-Raman spectroscopy revealed that the two compounds appear to have the same phase I antimicrobial mechanism of binding to thiol-containing proteins/enzymes in bacterial cells generating a disulfide stretching band but different phase II antimicrobial mechanisms, showing alterations in the secondary structures of proteins in two different ways. Diallyl sulfide primarily altered the ␣-helix and ␤-sheet, as reflected in changes in amide I, while ajoene altered the structures containing phenylalanine and tyrosine. Bayesian probability analysis validated the ability of principal component analysis to differentiate treated and control C. sakazakii cells. Scanning electron microscopy confirmed cell injury, showing significant morphological variations in cells following treatments by these two compounds. Findings from this study aid in the development of effective intervention strategies to reduce the risk of C. sakazakii contamination in the food production environment and on food contact surfaces, reducing the risks to susceptible consumers. Cronobacter sakazakii is a motile, nonsporeforming Gram-negative facultative anaerobe (1). It was noted to be an opportunistic pathogen responsible for life-threatening forms of meningitis, sepsis, necrotizing colitis, bacteremia, and meningoencephalitis in preterm neonates and infants (2-6). The mortality rate for neonatal infections has been reported to be as high as 80% (7). C. sakazakii infections may also result in severe neurological sequelae such as hydrocephalus, quadriplegia, and retarded neural development in survivors (8). Epidemiological studies implicated powdered infant formula as a primary source of transmission (6); indeed, this bacterium was detected in 2.4% to 14.2% of powdered infant formula products (5). Antibiotic therapy with a combination of ampicillin and gentamicin is an efficient method to treat C. sakazakii infections (4). However, the emergence of strains resistant to antibiotics has led the design and use of novel antimicrobials. In recent years, plant-derivedbiologicallyactivecompo...

show abstract

mentioning

confidence: 59%

Investigating the Responses of Cronobacter sakazakii to Garlic-Drived Organosulfur Compounds: a Systematic Study of Pathogenic-Bacterium Injury by Use of High-Throughput Whole-Transcriptome Sequencing and Confocal Micro-Raman Spectroscopy

Feng

Eucker

Holly

et al. 2014

Appl Environ Microbiol

View full text Add to dashboard Cite

show abstract

“…Antifungal properties of Allium sativum are well known, especially against human pathogens and against plant pathogens. It contains different antimicrobial components like allicin, E-and Z-ajoene, iso-E-10-devinylajoene, and so forth, which are effective against bacteria, yeasts and phytopathogenic fungi [23,24]. Garlic contains some sulphur containing compounds such as allicin, ajoene, diallysulphide, dithin, sallulcysteine [25,26].…”

Section: Results and Discussion Efficacy Of Medicinal Plant Extractsmentioning

confidence: 99%

Efficacy of Medicinal Plant Extracts Against Collar Rot of Tomato Caused By Sclerotium Rolfsii (Sacc.)

Mahato¹,

Biswas²,

Patra³

2018

International Journal of Microbiology Research

View full text Add to dashboard Cite

“…E -4,5,9-trithiadeca-1,7-diene-9-oxide isolated from oil-macerated garlic extract exhibited antimicrobial activity against Gram-positive bacteria, such as Bacillus cereus , B. subtilis and Staphylococcus aureus and yeasts at the concentration lower than 100 μg/mL, but Gram-negative bacteria were not inhibited at the same concentration (Yoshida et al 1999a ). Its antimicrobial activity was inferior to those of similar oilmacerated garlic extract compounds such as E -ajoene, Z -ajoene and Z -10-DA.…”

Section: Antibacterial Activitymentioning

confidence: 99%

“…Ajoene was reported to be produced most effi ciently from pure allicin and possessed the advantage of a greater chemical stability than allicin (Hassan 2004 ). Other ajoene-type organosulfur compounds Z -4, 5,9-trithiadeca-1,6-diene-9-oxide ( Z -10-devinylajoene; Z -10-DA) (Yoshida et al 1998 ) and E -4,5,9-trithiadeca-1,7-diene-9-oxide, (iso-E -10-devinylajoene, iso-E -10-DA) were isolated from oil-macerated garlic extract (Yoshida et al 1999a ). The latter compound was different from E -4,5,9-trithiadeca-1,6-diene-9-oxide ( E -10-devinylajoene, E -10-DA) only in the position of a double bond.…”

Section: Sulfur Compoundsmentioning

confidence: 99%

Allium sativum

Lim¹

2014

Edible Medicinal and Non Medicinal Plants

View full text Add to dashboard Cite

An Organosulfur Compound Isolated from Oil-Macerated Garlic Extract, and Its Antimicrobial Effect

Cited by 60 publications

References 9 publications

Investigating the Responses of Cronobacter sakazakii to Garlic-Drived Organosulfur Compounds: a Systematic Study of Pathogenic-Bacterium Injury by Use of High-Throughput Whole-Transcriptome Sequencing and Confocal Micro-Raman Spectroscopy

Investigating the Responses of Cronobacter sakazakii to Garlic-Drived Organosulfur Compounds: a Systematic Study of Pathogenic-Bacterium Injury by Use of High-Throughput Whole-Transcriptome Sequencing and Confocal Micro-Raman Spectroscopy

Efficacy of Medicinal Plant Extracts Against Collar Rot of Tomato Caused By Sclerotium Rolfsii (Sacc.)

Allium sativum

Contact Info

Product

Resources

About