Isolation and identification of organosulfur compounds oxidizing canine erythrocytes from garlic (Allium sativum).
Five compounds oxidizing canine erythrocytes were isolated from an aqueous ethanol garlic extract by silica gel column chromatography and preparative thin-layer chromatography. On the basis of nuclear magnetic resonance, infrared spectroscopy, and mass spectrometry, they were identified as three known compounds: bis-2-propenyl trisulfide (1), bis-2-propenyl tetrasulfide (2), and bis-2-propenyl pentasulfide (3) as well as two novel compounds, bis-2-propenyl thiosulfonate (4) and trans-sulfuric acid allyl ester 3-allylsulfanyl-allyl ester (5). A mixture of compounds 1-3 and compounds 4 and 5 induced methemoglobin formation in canine erythrocyte suspension in vitro resulting in the oxidation of canine erythrocytes. These groups of characteristic organosulfur compounds contained in garlic probably contribute to oxidations in blood. The constituents of garlic have the potential to oxidize erythrocytes and hemoglobin, suggesting that foods containing quantities of garlic should be avoided for feeding dogs.
Hu
Qiuhui
Q
College of Food Science and Technology, Nanjing Agricultural University, Nanjing 210095, People's Republic of China.
Yang
Qing
Q
Yamato
Osamu
O
Yamasaki
Masahiro
M
Maede
Yoshimitsu
Y
Yoshihara
Teruhiko
T
D000818:Animals; D002855:Chromatography, Thin Layer / Q000379:methods; D004285:Dogs; D004912:Erythrocytes / Q000378:metabolism*; D005737:Garlic / Q000009:adverse effects / Q000378:metabolism*; D010084:Oxidation-Reduction; D010936:Plant Extracts / Q000378:metabolism*; D013440:Sulfides / Q000097:blood*; D013451:Sulfonic Acids / Q000097:blood; D013886:Thiosulfonic Acids / Q000097:blood
D010936:Plant Extracts; D013440:Sulfides; D013451:Sulfonic Acids; D013886:Thiosulfonic Acids