Analysis and Anti-Helicobacter Activity of Sulforaphane and Related Compounds Present in Broccoli (Brassica oleracea L.) Sprouts

• Published in: Journal of agricultural and food chemistry Vol. 58; no. 11; pp. 6672 - 6677
• Main Authors: Moon, Joon-Kwan, Kim, Jun-Ran, Ahn, Young-Joon, Shibamoto, Takayuki
• Format: Journal Article
• Language: English
• Published: Washington, DC American Chemical Society 09.06.2010
• Subjects: amines; Animals; Anti-Bacterial Agents - analysis; Anti-Bacterial Agents - pharmacology; antibacterial properties; Bioactive Constituents; Biological and medical sciences; Brassica - chemistry; Brassica oleracea; broccoli; butanol; chloroform; enteropathogens; ethyl acetate; extraction; Food industries; Fruit and vegetable industries; Fundamental and applied biological sciences. Psychology; Helicobacter - drug effects; Helicobacter pylori; hexane; human nutrition; Isothiocyanates; nitriles; organic sulfur compounds; plant extracts; Plant Extracts - analysis; Plant Extracts - pharmacology; sprouts (food); Thiocyanates - analysis; Thiocyanates - pharmacology; broccoli sprouts; isothiocyanates; sulforaphane; Anti-Helicobacter pylori; Vegetables; Spirillales; Spirillaceae; Broccoli; Brassica oleracea; Helicobacter pylori; Cruciferae; Dicotyledones; Angiospermae; Bacteria; Spermatophyta; Isothiocyanates
• ISSN: 0021-8561; 1520-5118
• DOI: 10.1021/jf1003573

A crude methanol extract prepared from fresh broccoli sprouts was extracted with hexane, chloroform, ethyl acetate, and butanol sequentially. Residual water fraction was obtained from the residual aqueous layer. The greatest inhibition zones (>5 cm) were noted for Helicobacter pylori strain by the chloroform extract, followed by the hexane extract (5.03 cm), the ethyl acetate extract (4.90 cm), the butanol extract (3.10 cm), and the crude methanol extract (2.80 cm), whereas the residual water fraction did not show any inhibition zone. Including sulforaphane, five sulforaphane-related compounds were positively identified in the chloroform extract, of which 5-methylsulfinylpentylnitrile was found in the greatest concentration (475.7 mg/kg of fresh sprouts), followed by sulforaphane (222.6 mg/kg) and 4-methylsulfinylbutylnitrile (63.0 mg/kg). Among 18 sulforaphane and related compounds synthesized (6 amines, 6 isothiocyanates, and 6 nitriles), 2 amines, 6 isothiocyanates, and 1 nitrile exhibited >5 cm inhibitory zones for H. pylori strain. The results indicate that broccoli sprouts can be an excellent food source for medicinal substances.