|
1
|
Block E: The chemistry of garlic and onions. Sci Am. 252:114–119. 1985.PubMed/NCBI View Article : Google Scholar
|
|
2
|
Ahmed T and Wang CK: Black garlic and its bioactive compounds on human health diseases: A review. Molecules. 26(5028)2021.PubMed/NCBI View Article : Google Scholar
|
|
3
|
Kodera Y, Kurita M, Nakamoto M and Matsutomo T: Chemistry of aged garlic: Diversity of constituents in aged garlic extract and their production mechanisms via the combination of chemical and enzymatic reactions. Exp Ther Med. 19:1574–1584. 2020.PubMed/NCBI View Article : Google Scholar
|
|
4
|
Takemura S, Ihara H, Nakagawa K and Minamiyama Y: S-allyl cysteine blood flow in NO-dependent and -independent manners. Glycative Stress Research. 9:146–157. 2022.
|
|
5
|
Nakagawa S, Masamoto K, Sumiyoshi H and Harada H: Acute toxicity test of garlic extract. J Toxicol Sci. 9:57–60. 1984.PubMed/NCBI View Article : Google Scholar : (In Japanese).
|
|
6
|
Sumiyoshi H, Kanezawa A, Masamoto K, Harada H, Nakagami S, Yokota A, Nishikawa M and Nakagawa S: Chronic toxicity test of garlic extract in rat. J Toxicol Sci. 9:61–75. 1984.PubMed/NCBI View Article : Google Scholar : (In Japanese).
|
|
7
|
Yoshida S, Hirano Y and Nakagawa S: Mutagenicity and cytotoxicity tests of garlic. J Toxicol Sci. 9:77–86. 1984.PubMed/NCBI View Article : Google Scholar : (In Japanese).
|
|
8
|
Syu JN, Yang MD, Tsai SY, Chiang EI, Chiu SC, Chao CY, Rodriguez RL and Tang FY: S-allylcysteine improves blood flow recovery and prevents ischemic injury by augmenting neovasculogenesis. Cell Transplant. 26:1636–1647. 2017.PubMed/NCBI View Article : Google Scholar
|
|
9
|
Chao WW, Chen YK, Chao HW, Pan WH and Chao HM: Fortified S-Allyl L-Cysteine: Animal safety, effect on retinal ischemia, and role of wnt in the underlying therapeutic mechanism. Evid Based Complement Alternat Med. 2020(3025946)2020.PubMed/NCBI View Article : Google Scholar
|
|
10
|
Chao WW, Chao HW, Lee HF and Chao HM: The effect of S-Allyl L-Cysteine on retinal ischemia: The contributions of MCP-1 and PKM2 in the underlying medicinal properties. Int J Mol Sci. 25(1349)2024.PubMed/NCBI View Article : Google Scholar
|
|
11
|
Shin NR, Kwon HJ, Ko JW, Kim JS, Lee IC, Kim JC, Kim SH and Skin IS: S-Allyl cysteine reduces eosinophilic airway inflammation and mucus overproduction on ovalbumin-induced allergic asthma model. Int Immunopharmacol. 68:124–130. 2019.PubMed/NCBI View Article : Google Scholar
|
|
12
|
Nango H and Ohtani M: S-1-propenyl-L-cysteine suppresses lipopolysaccharide-induced expression of matrix metalloproteinase-1 through inhibition of tumor necrosis factor-α converting enzyme-epidermal growth factor receptor axis in human gingival fibroblasts. PLoS One. 18(e0284713)2023.PubMed/NCBI View Article : Google Scholar
|
|
13
|
Ushijima M, Takashima M, Kunimura K, Kodera Y, Morihara N and Tamura K: Effects of S-1-propenylcysteine, a sulfur compound in aged garlic extract, on blood pressure and peripheral circulation in spontaneously hypertensive rats. J Pharm Pharmacol. 70:559–565. 2018.PubMed/NCBI View Article : Google Scholar
|
|
14
|
Matsutomo T, Ushijima M, Kodera Y, Nakamoto M, Takashima M, Morihara N and Tamura K: Metabolomic study on the antihypertensive effect of S-1-propenylcysteine in spontaneously hypertensive rats using liquid chromatography coupled with quadrupole-Orbitrap mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 1046:147–155. 2017.PubMed/NCBI View Article : Google Scholar
|
|
15
|
Matsutomo T, Ushijima M, Kunimura K and Ohtani M: Metabolomic study reveals the acute hypotensive effect of S-1-propenylcysteine accompanied by alteration of the plasma histidine level in spontaneously hypertensive rats. J Pharm Biomed Anal. 168:148–154. 2019.PubMed/NCBI View Article : Google Scholar
|
|
16
|
Miki S, Suzuki J, Takashima M, Ishida M, Kokubo H and Yoshizumi M: S-1-Propenylcysteine promotes IL-10-induced M2c macrophage polarization through prolonged activation of IL-10R/STAT3 signaling. Sci Rep. 11(22469)2021.PubMed/NCBI View Article : Google Scholar
|
|
17
|
Nishikawa-Ogawa M, Wanibuchi H, Morimura K, Kinoshita A, Nishikawa T, Hyashi S, Yano Y and Fukushima S: N-acetylcysteine and S-methylcysteine inhibit MeIQx rat hepatocarcinogenesis in the post-initiation stage. Carcinogenesis. 27:982–988. 2006.PubMed/NCBI View Article : Google Scholar
|
|
18
|
Hsu CC, Yen HF, Yin MC, Tsai CM and Hsieh CH: Five cysteine-containing compounds delay diabetic deterioration in Balb/cA mice. J Nutr. 134:3245–3249. 2004.PubMed/NCBI View Article : Google Scholar
|
|
19
|
Wassef R, Haenold R, Hansel A, Brot N, Heinemann SH and Hoshi T: Methionine sulfoxide reductase A and a dietary supplement S-methyl-L-cysteine prevent Parkinson's-like symptoms. J Neurosci. 27:12808–12816. 2007.PubMed/NCBI View Article : Google Scholar
|
|
20
|
Yang G, Li S, Li B, Cheng L, Jiang P, Tian Z and Sun S: Protective effects of garlic-derived S-Allylmercaptocysteine on IL-1 β-stimulated chondrocytes by regulation of MMPs/TIMP-1 ratio and type II collagen expression via suppression of NF-κB pathway. Biomed Res Int. 2017(8686207)2017.PubMed/NCBI View Article : Google Scholar
|
|
21
|
Zhang Y, Li HY, Zhang ZH, Bian HL and Lin G: Garlic-derived compound S-allylmercaptocysteine inhibits cell growth and induces apoptosis via the JNK and p38 pathways in human colorectal carcinoma cells. Oncol Lett. 8:2591–2596. 2014.PubMed/NCBI View Article : Google Scholar
|
|
22
|
Sumioka I, Matsura T, Kasuga S, Itakura Y and Yamada K: Mechanisms of protection by S-allylmercaptocysteine against acetaminophen-induced liver injury in mice. Jpn J Pharmacol. 78:199–207. 1998.PubMed/NCBI View Article : Google Scholar
|
|
23
|
Zhu X, Jiang X, Li A, Zhao Z and Li S: S-Allylmercaptocysteine attenuates cisplatin-induced nephrotoxicity through suppression of apoptosis, oxidative stress, and inflammation. Nutrients. 9(166)2017.PubMed/NCBI View Article : Google Scholar
|
|
24
|
Nagae S, Ushijima M, Hatono S, Imai J, Kasuga S, Matsuura H, Itakura Y and Higashi Y: Pharmacokinetics of the garlic compound S-allylcysteine. Plant Med. 60:214–217. 1994.PubMed/NCBI View Article : Google Scholar
|
|
25
|
Amano H, Kazamori D, Itoh K and Kodera Y: Metabolism, excretion, and pharmacokinetics of S-allyl-L-cysteine in rats and dogs. Drug Metab Dispos. 43:749–755. 2015.PubMed/NCBI View Article : Google Scholar
|
|
26
|
Park T, Oh JH, Park SC, Jang YP and Lee YJ: Oral administration of (S)-Allyl-L-Cysteine and aged garlic extract to rats: Determination of metabolites and their pharmacokinetics. Plant Med. 83:1351–1360. 2017.PubMed/NCBI View Article : Google Scholar
|
|
27
|
Kodera Y, Suzuki A, Imada O, Kasuga S, Sumioka I, Kanezawa A, Taru N, Fujikawa M, Nagae S, Masamoto K, et al: Physical, chemical, and biological properties of S-Allylcysteine, an amino acid derived from garlic. J Agric Food Chem. 50:622–632. 2002.PubMed/NCBI View Article : Google Scholar
|
|
28
|
Amano H, Kazamori D and Itoh K: Pharmacokinetics and N-acetylation metabolism of S-methyl-l-cysteine and trans-S-1-propenyl-l-cysteine in rats and dogs. Xenobiotica. 46:1017–1025. 2016.PubMed/NCBI View Article : Google Scholar
|
|
29
|
Sklan NM and Barnsley EA: The metabolism of S-methyl-L-cysteine. Biochem J. 107:217–223. 1968.PubMed/NCBI View Article : Google Scholar
|
|
30
|
Mitchell SC, Smith RL, Waring RH and Aldington GF: The metabolism of S-methyl-L-cysteine in man. Xenobiotica. 14:767–779. 1984.PubMed/NCBI View Article : Google Scholar
|
|
31
|
Yang M, Dong Z, Jiang X, Zhao Z, Zhang J, Cao X and Zhang D: Determination of S-Allylmercaptocysteine in Rat Plasma by LC-MS/MS and its application to a pharmacokinetics study. J Chromatogr Sci. 56:396–402. 2018.PubMed/NCBI View Article : Google Scholar
|
|
32
|
Nakamoto M and Kunimura K: Study of the metabolism of S-allylmercaptocysteine to elucidate its metabolites and metabolic pathway in rats. Eur Food Res Technol. 249:1377–1389. 2023.
|
|
33
|
Tsao SM and Yin M: In-vitro antimicrobial activity of four diallyl sulphides occurring naturally in garlic and Chinese leek oils. J Med Microbiol. 50:646–649. 2001.PubMed/NCBI View Article : Google Scholar
|
|
34
|
Lai KC, Hsu SC, Kuo CL, Yang JS, Ma CY, Lu HF, Tang NY, Hsia TC, Ho HC and Chung JG: Diallyl sulfide, diallyl disulfide, and diallyl trisulfide inhibit migration and invasion in human colon cancer colo 205 cells through the inhibition of matrix metalloproteinase-2, -7, and -9 expressions. Environ Toxicol. 28:479–488. 2013.PubMed/NCBI View Article : Google Scholar
|
|
35
|
Yu T, Wang Q, Li XJ, Li M, Liu ND and Xie KQ: Antioxidant mechanism of diallyl sulfide in inhibiting leucopenia in peripheral blood induced by benzene in rats. Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi. 37:737–745. 2019.PubMed/NCBI View Article : Google Scholar : (In Chinese).
|
|
36
|
Jin L and Baillie TA: Metabolism of the chemoprotective agent diallyl sulfide to glutathione conjugates in rats. Chem Res Toxicol. 10:318–327. 1997.PubMed/NCBI View Article : Google Scholar
|
|
37
|
Zheng Y, Li G, Shi A, Guo J, Xu Y and Cai W: Role of miR-455-3p in the alleviation of LPS-induced acute lung injury by allicin. Heliyon. 10(e39338)2024.PubMed/NCBI View Article : Google Scholar
|
|
38
|
Gan L, Geng L, Li Q, Zhang L, Huang Y, Lin J and Ou S: Allicin ameliorated high-glucose peritoneal dialysis solution-induced peritoneal fibrosis in rats via the JAK2/STAT3 signaling pathway. Cell Biochem Biophys: Oct 25, 2024 (Epub ahead of print).
|
|
39
|
Liu S, He Y, Shi J, Liu L, Ma H, He L and Guo Y: Allicin attenuates myocardial ischmia reperfusion injury in rats by inhibition of inflammation and oxidative stress. Transplant Proc. 51:2060–2065. 2019.PubMed/NCBI View Article : Google Scholar
|
|
40
|
Lachmann G, Lorenz D, Radeck W and Steiper M: The pharmacokinetics of the S35 labeled labeled garlic constituents alliin, allicin and vinyldithiine. Arzneimittelforschung. 44:734–743. 1994.PubMed/NCBI(In German).
|
|
41
|
Freeman F and Kodera Y: Garlic chemistry: Stability of S-(2-propyl)-2-propen-1-sulfinothioate (allicin) in blood, solvents, and stimulated physiological fluids. J Agric Food Chem. 43:2332–2338. 1995.
|
|
42
|
Keophiphath M, Priem F, Jacquemond-Collet I, Clément K and Lacasa D: 1,2-vinyldithiin from garlic inhibits differentiation and inflammation of human preadipocytes. J Nur. 139:2055–2060. 2009.PubMed/NCBI View Article : Google Scholar
|
|
43
|
Jiang C, Huang H, Zhong C, Feng S, Wang C, Xue H and Zhang J: Alliin mitigates the acute kidney injury by suppressing ferroptosis via regulating the Nrf2/GPX4 axis. Naunyn Schmiedebergs Arch Pharmacol. 398:1521–1533. 2025.PubMed/NCBI View Article : Google Scholar
|
|
44
|
Zhang M, Zou X, Du Y, Pan Z, He F, Sun Y and Li M: Integrated transcriptomics and metabolomics reveal the mecanism of alliin in improving hyperlipidemia. Foods Sep. 12(3407)2023.PubMed/NCBI View Article : Google Scholar
|
|
45
|
Liu M, Lu J, Yang S, Chen Y, Yu J and Guan S: Alliin alleviates LPS-induced pyroptosis via promoting mitophagy in THP-1 macrophages and mice. Food Chem Toxicol. 160(112811)2022.PubMed/NCBI View Article : Google Scholar
|
|
46
|
Agarwal RK, Dewar HA, Newell DJ and Das B: Controlled trial of the effect of cycloalliin on the fibrinolytic activity of venous blood. Atherosclerosis. 27:347–351. 1977.PubMed/NCBI View Article : Google Scholar
|
|
47
|
Yoshinari O, Shiojima Y and Igarashi K: Anti-obesity effects of onion extract in Zucker diabetic fatty rats. Nutrients. 4:1518–1526. 2012.PubMed/NCBI View Article : Google Scholar
|
|
48
|
Yanagita T, Han SY, Wang YM, Tsuruta Y and Anno T: Cycloalliin, a cyclic sulfur imino acid, reduces serum triacylglycerol in rats. Nutrition. 19:140–143. 2003.PubMed/NCBI View Article : Google Scholar
|
|
49
|
Ichikawa M, Mizuno I, Yoshida J, Ide N, Ushijima M, Kodera Y, Hayama M and Ono K: Pharmacokinetics of cycloalliin, an organosulfur compound found in garlic and onion, in rats. J Agric Food Chem. 54:9811–9819. 2006.PubMed/NCBI View Article : Google Scholar
|
