Biological Functions of Diallyl Disulfide, a Garlic-Derived Natural Organic Sulfur Compound

Song, Xiuxiu; Yue, Ziqi; Nie, Lulingxiao; Zhao, P.-F.; Zhu, Kangjian; Wang, Qi

doi:10.1155/2021/5103626

Cited by 28 publications

(15 citation statements)

References 168 publications

(181 reference statements)

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“…This compound (furfural) was also active against Salmonella bacteria with an antimicrobial zone less than 15 mm at concentrations ranging from 0.35 to 1.4 µM, and MIC/MBC values of about 0.029 µM and 0.121 µM, respectively [50]. In addition, the identified sulfur compounds diallyl disulfide and diallyl trisulfide are known to be potent phytoconstituents for the prevention and treatment of several human diseases, such as endocrine system diseases, cardiovascular diseases, neurological diseases, infectious diseases, and cancerous diseases [51][52][53][54].…”

Section: Allium Hirtifolium [25]mentioning

confidence: 99%

Phytochemical Profiling of Allium subhirsutum L. Aqueous Extract with Antioxidant, Antimicrobial, Antibiofilm, and Anti-Quorum Sensing Properties: In Vitro and In Silico Studies

Snoussi

Noumi

Hajlaoui

et al. 2022

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The present study was the first to evaluate the phytochemical composition, antioxidant, antimicrobial, antibiofilm, and anti-quorum sensing potential of Allium subhirsutum L. (hairy garlic) aqueous extract through in vitro and in silico studies. The phytochemical profile revealed the presence of saponins, terpenes, flavonols/flavonones, flavonoids, and fatty acids, particularly with flavonoids (231 ± 0.022 mg QE/g extract), tannins (159 ± 0.006 mg TAE/g extract), and phenols (4 ± 0.004 mg GAE/g extract). Gas chromatography–mass spectrometry (GC–MS) analysis identified 15 bioactive compounds, such as 5-hydroxymethylfurfural (37.04%), methyl methanethiolsulfonate (21.33%), furfural (7.64%), beta-D-glucopyranose, 1,6-anhydro- (6.17%), 1,6-anhydro-beta-D-glucofuranose (3.6%), trisulfide, di-2-propenyl (2.70%), and diallyl disulfide (1.93%). The extract was found to be non-toxic with 50% cytotoxic concentration higher than 30,000 µg/mL. The investigation of the antioxidant activity via DPPH (2, 2-diphenyl-1-picrylhydrazyl) and FRAP (IC50 = 1 μg/mL), ABTS (2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid); IC50 = 0.698 ± 0.107 μg/mL), and β-carotene (IC50 = 0.811 ± 0.036 mg/mL) was assessed. Nevertheless, good antimicrobial potential against a diverse panel of microorganisms with bacteriostatic and fungistatic effect was observed. Quorum sensing inhibition effects were also assessed, and the data showed the ability of the extract to inhibit the production of violacein by the mutant C. violaceum strain in concentration-dependent manner. Similarly, the biofilm formation by all tested strains was inhibited at low concentrations. In silico pharmacokinetic and toxicological prediction indicated that, out of the sixteen identified compounds, fourteen showed promising drug ability and could be used as lead compounds for further development and drug design. Hence, these findings support the popular use of hairy garlic as a source of bioactive compounds with potential application for human health.

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Section: Allium Hirtifolium [25]mentioning

confidence: 99%

Phytochemical Profiling of Allium subhirsutum L. Aqueous Extract with Antioxidant, Antimicrobial, Antibiofilm, and Anti-Quorum Sensing Properties: In Vitro and In Silico Studies

Snoussi

Noumi

Hajlaoui

et al. 2022

Plants

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“…Experimental animal studies have shown that specific sulfur-containing compounds can chemically suppress carcinogenesis in different organs ( Kim et al, 2014 ). Diallyl disulfide (DADS), a compound composed of two allyl groups connected by two sulfur atoms, is a vital organosulfur compound found in garlic ( De Greef et al, 2021 ; He et al, 2021 ; Song et al, 2021 ). DADS is produced during the decomposition of allicin, and there have been many detailed studies regarding its medicinal applications ( Liang et al, 2015 ).…”

Section: Introductionmentioning

confidence: 99%

Diallyl Disulfide: A Bioactive Garlic Compound with Anticancer Potential

et al. 2022

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Cancer is a life-threatening disease caused by the uncontrolled division of cells, which culminates in a solid mass of cells known as a tumor or liquid cancer. It is the leading cause of mortality worldwide, and the number of cancer patients has been increasing at an alarming rate, with an estimated 20 million cases expected by 2030. Thus, the use of complementary or alternative therapeutic techniques that can help prevent cancer has been the subject of increased attention. Garlic, the most widely used plant medicinal product, exhibits a wide spectrum of biological activities, including antibacterial, hypo-lipidemic, antithrombotic, and anticancer effects. Diallyl disulfide (DADS) is a major organosulfur compound contained within garlic. Recently, several experimental studies have demonstrated that DADS exhibits anti-tumor activity against many types of tumor cells, including gynecological cancers (cervical cancer, ovarian cancer), hematological cancers (leukemia, lymphoma), lung cancer, neural cancer, skin cancer, prostate cancer, gastrointestinal tract and associated cancers (esophageal cancer, gastric cancer, colorectal cancer), hepatocellular cancer cell line, etc. The mechanisms behind the anticancer action of DADS include epithelial-mesenchymal transition (EMT), invasion, and migration. This article aims to review the available information regarding the anti-cancer potential of DADS, as well as summarize its mechanisms of action, bioavailability, and pharmacokinetics from published clinical and toxicity studies.

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“…Naturally occurring OSCs are able to exert beneficial effects in inflammatory and pain processes, similarly to the biological actions of H 2 S [ 10 , 15 , 30 ]. Garlic—representing the most important member of the Allium family of plants—is regarded one of the richest vegetable in OSCs [ 33 ].…”

Section: Discussionmentioning

confidence: 99%

“…Moreover, it is also stable and can be regarded as a slow-release H 2 S donor [ 13 ]. Regarding the biological functions, it has been shown to exert a number of beneficial effects, e.g., anti-inflammatory, antioxidant, antinociceptive, and neuroprotective effects, among others [ 14 , 15 ]. In animal experiments, orally or intraperitoneally administered DADS attenuated traumatic neuropathic and chronic inflammatory pain [ 16 , 17 ].…”

Section: Introductionmentioning

confidence: 99%

Development of a Silicone-Based Polymer Matrix as a Suitable Transdermal Therapeutic System for Diallyl Disulfide

et al. 2022

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There is an unmet need for novel therapeutic tools relieving chronic pain. Hydrogen sulfide (H2S) is highly involved in pain processes; however, the development of ideal matrices for sulfide donor compounds remains a great pharmaceutical challenge. We aimed to establish a suitable transdermal therapeutic system (TTS) using the H2S donor diallyl disulfide (DADS) as a model compound. After the preparation of DADS, its solubility was investigated in different liquid excipients (propylene glycol, polyethylene glycol, silicone oil) and its membrane diffusivity was assessed in silicone matrices of different compositions. Drug-releasing properties of DADS-containing patches with different silicone oil contents were determined with Franz and flow-through cells. We found a correlation between the liquid excipient content of the patch and the diffusion rate of DADS. DADS showed the best solubility in dimethyl silicone oil, and the diffusion constant was proportional to the amount of oil above the 3 m/m% threshold value. The 8-day-old patch showed a significantly lower, but better-regulated, drug release over time than the 4-day-old one. In conclusion, the silicone-based polymer matrix developed in this study is suitable for stable storage and optimal release of DADS, providing a good basis for a TTS applied in chronic pain.

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Biological Functions of Diallyl Disulfide, a Garlic-Derived Natural Organic Sulfur Compound

Cited by 28 publications

References 168 publications

Phytochemical Profiling of Allium subhirsutum L. Aqueous Extract with Antioxidant, Antimicrobial, Antibiofilm, and Anti-Quorum Sensing Properties: In Vitro and In Silico Studies

Phytochemical Profiling of Allium subhirsutum L. Aqueous Extract with Antioxidant, Antimicrobial, Antibiofilm, and Anti-Quorum Sensing Properties: In Vitro and In Silico Studies

Diallyl Disulfide: A Bioactive Garlic Compound with Anticancer Potential

Development of a Silicone-Based Polymer Matrix as a Suitable Transdermal Therapeutic System for Diallyl Disulfide

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