Development of an analytic method for sulfur compounds in aged garlic extract with the use of a postcolumn high performance liquid chromatography method with sulfur-specific detection

Journal of Nutrition

Volumn 146, Issue 2, 2016, Pages 450S-455S

  Matsutomo, Toshiaki ^a   Kodera, Yukihiro ^a  

^a WAKUNAGA PHARMACEUTICAL CO LTD   (Japan)

Author keywords

Aged garlic extract; Garlic; Hexaiodoplatinate reagent; Postcolumn HPLC; S 1 propenylcysteine; S allylmercaptocysteine; Sulfur compound

Indexed keywords

1 PROPENYLCYSTEINE; ALLYLMERCAPTOCYSTEINE; CHEMICAL COMPOUND; CYSTEINE DERIVATIVE; DIALLYL DISULFIDE; GAMMAGLUTAMYL ALLYLMERCAPTOCYSTEINE; GARLIC EXTRACT; HEXAIODOPLATINATE; REAGENT; S ALLYLCYSTEINE; SULFUR DERIVATIVE; UNCLASSIFIED DRUG; ALLYL COMPOUND; CYSTEINE; DISULFIDE; PLANT EXTRACT; S-ALLYLCYSTEINE; S-ALLYLMERCAPTOCYSTEINE; SULFUR;

ANALYTIC METHOD; ARTICLE; CHEMICAL REACTION; CORRELATION COEFFICIENT; DRUG STRUCTURE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOMER; ISOMERIZATION; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NONHUMAN; QUALITATIVE ANALYSIS; QUANTITATIVE ANALYSIS; SENSITIVITY ANALYSIS; ANALOGS AND DERIVATIVES; CHEMISTRY; GARLIC; HUMAN; ISOMERISM; PROCEDURES;

ALLYL COMPOUNDS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CYSTEINE; DISULFIDES; GARLIC; HUMANS; ISOMERISM; MASS SPECTROMETRY; PLANT EXTRACTS; SULFUR; SULFUR COMPOUNDS;

EID: 84959298044     PISSN: 00223166     EISSN: 15416100     Source Type: Journal    
DOI: 10.3945/jn.114.208520     Document Type: Article

References (22)

1. Block E. The organosulfur chemistry of the genus allium-Implications for the organic chemistry of sulfur. Angew Chem Int Ed Engl 1992;31: 1135-78.
2. nd Ed. Baltimore: Williams & Wilkins; 1996.
3. Amagase H. Clarifying the real bioactive constituents of garlic. J Nutr 2006;136:716S-25S.
4. Chuah SC, Moore PK, Zhu YZ. S-allylcysteine mediates cardioprotection in an acute myocardial infarction rat model via a hydrogen sulfidemediated pathway. Am J Physiol Heart Circ Physiol 2007;293:H2693-701.
5. Xiao J, Ching YP, Liong EC, Nanji AA, Fung ML, Tipoe GL. Garlicderived S-allylmercaptocysteine is a hepato-protective agent in nonalcoholic fatty liver disease in vivo animal model. Eur J Nutr 2013; 52:179-91.
6. Lawson LD, Wang ZYJ, Hughes BG. γ-Glutamyl-S-alkylcysteine in garlic and other allium spp.: Precursors of age-dependent trans-1-propenyl thiosulfinates. J Nat Prod 1991;54:436-44.
7. Thomas DJ, Parkin KL. Quantification of alk(en)yl-L-cysteine sulfoxides and related amino acids in Alliums by high-performance liquid chromatography. J Agric Food Chem 1994;42:1632-8.
8. Ichikawa M, Ide N, Yoshida J, Yamaguchi H, Ono K. Determination of seven organosulfur compounds in garlic by high-performance liquid chromatography. J Agric Food Chem 2006;54:1535-40.
9. Kubec R, Dadáková E. Chromatographic methods for determination of S-substituted cysteine derivatives-A comparative study. J Chromatogr A 2009;1216:6957-63.
10. Fondarai J, Richert C. Sur une nouvelle technique chromatographique sur papier des amino-acides soufrés. J Chromatogr A 1962;9:262-3.
11. Itakura Y, Ichikawa M, Mori Y, Okino R, Udayama M, Morita T. How to distinguish garlic from the other allium vegetables. J Nutr 2001; 131:963S-7S.
12. Awwad HK, Adelstein SJ. A quantitative method for the determination of the specific radioactivity of sulfur-containing amino acids separated by paper chromatography. Anal Biochem 1966;16:433-7.
13. Fowler B, Robins AJ. Methods for the quantitative analysis of sulphurcontaining compounds in physiological fluids. J Chromatogr 1972;72:105-11.
14. Kawano S, Yasui Y, Hayashi M, Shono T, Chone Y, Hirai-(Emoto) S, Aoki M. Post-column derivatization using hexaiodoplatinate for determination of sulfur-containing amino acids by high performance liquid chromatography. Shimadzu Hyoron. 1997;54:3-8.
15. Yu TH, Wu CM, Rosen RT, Hartman TG, Ho CT. Volatile compounds generated from thermal degradation of alliin and deoxyalliin in an aqueous solution. J Agric Food Chem 1994;42:146-53.
16. Kubec R, Svobodová M, Velisek J. Gas chromatographic determination of S-alk(en)ylcysteine sulfoxides. J Chromatogr A 1999;862:85-94.
17. Kubec R, Dadáková E. Quantitative determination of S-alk(en) ylcysteine-S-oxides by micellar electrokinetic capillary chromatography. J Chromatogr A 2008;1212:154-7.
18. Carson JF, Wong FF. Synthesis of cis-S-prop-1-enyl-L-cysteine. Chem Ind 1963;2:764-76.
19. Namyslo JC, Stanitzek C. A palladium-catalyzed synthesis of isoalliin, the main cysteine sulfoxide in onions (Allium cepa). Synthesis 2006;20:3367-9.
20. Ryu K, Ide N, Matsuura H, Itakura Y. Na-(1-Deoxy-D-fructos-1-yl)-Larginine, an antioxidant compound identified in aged garlic extract. J Nutr 2001;131:972S-6S.
21. Imai J, Ide N, Moriguchi T, Matsuura H, Itakura Y. Antioxidant and scavenging effect of aged garlic extract and its constituents. Planta Med 1994;60:417-20.
22. Martins SIFS, Van Boekel MAJS. A kinetic model for the glucose/glycine Maillard reaction pathways. Food Chem 2005;90:257-69.