Protection of humans by plant glucosinolates: efficiency of conversion of glucosinolates to isothiocyanates by the gastrointestinal microflora.
Plant-based diets rich in crucifers are effective in preventing cancer and other chronic diseases. Crucifers contain very high concentrations of glucosinolates (GS; β-thioglucoside-N-hydroxysulfates). Although not themselves protective, GS are converted by coexisting myrosinases to bitter isothiocyanates (ITC) which defend plants against predators. Coincidentally, ITC also induce mammalian genes that regulate defenses against oxidative stress, inflammation, and DNA-damaging electrophiles. Consequently, the efficiency of conversion of GS to ITC may be critical in controlling the health-promoting benefits of crucifers. If myrosinase is heat-inactivated by cooking, the gastrointestinal microflora converts GS to ITC, a process abolished by enteric antibiotics and bowel cleansing. When single oral doses of GS were administered as broccoli sprout extracts (BSE) to two dissimilar populations (rural Han Chinese and racially mixed Baltimoreans) patterns of excretions of urinary dithiocarbamates (DTC) were very similar. Individual conversions in both populations varied enormously, from about 1% to more than 40% of dose. In contrast, administration of ITC (largely sulforaphane)-containing BSE resulted in uniformly high (70%-90%) conversions to urinary DTC. Despite the remarkably large range of conversion efficiencies between individuals, repeated determinations within individuals were much more consistent. The rates of urinary excretion (slow or fast) were unrelated to the ultimate magnitudes (low or high) of these conversions. Although no demographic factors affecting conversion efficiency have been identified, there are clearly diurnal variations: conversion of GS to DTC was greater during the day, but conversion of ITC to DTC was more efficient at night.
Lewis B. and Dorothy Cullman Chemoprotection Center, Department of Pharmacology and Molecular Sciences, Johns Hopkins University School of Medicine, 725 N. Wolfe Street (WBSB 406), Baltimore, MD 21205, USA. jfahey@jhmi.edu
Jed W
JW
Fahey
Scott L
SL
Wehage
W David
WD
Holtzclaw
Thomas W
TW
Kensler
Patricia A
PA
Egner
Theresa A
TA
Shapiro
Paul
P
Talalay
D000328:Adult; D000368:Aged; D000369:Aged, 80 and over; D015142:Baltimore; D001682:Biological Availability; D001937:Brassica / Q000378:metabolism; D002681:China; D005260:Female; D041981:Gastrointestinal Tract / Q000382:microbiology*; D005961:Glucosinolates / Q000737:chemistry*; D006801:Humans; D017879:Isothiocyanates / Q000737:chemistry*; D007700:Kinetics; D008297:Male; D008875:Middle Aged; D009369:Neoplasms / Q000517:prevention & control; D010936:Plant Extracts / Q000494:pharmacology*; D013859:Thiocarbamates / Q000652:urine; D013997:Time Factors
D005961:Glucosinolates; D017879:Isothiocyanates; D010936:Plant Extracts; D013859:Thiocarbamates