Alkylresorcinols are relatively rare in nature and are reported to be found in fungi, bacteria, and some lower and higher plants.
DB-2073 is an antibiotic isolated from the broth culture of
Pseudomonas sp. They are also the main constituents of the outer shell of the cyst of
Azotobacter. Among the plant sources, the shell oil of cashew nut (
Anacardium occidentale L.) has the highest amount of ARs, which consists of 20% phenolic lipids. pulp and leaves of ginkgo (
Ginkgo biloba L.), pulp and peels of mango (
Mangifera indica L.), and in some cereals. In the case of cereals, the hyaline layer, inner pericarp, and testa showed the highest amounts of AR. (2-
n-hexyl-5-
n-propylresorcinol)
Occurrence in cereals The alkylresorcinols alkyl chain, present in cereals, ranges from 15 to 25 carbon atoms. ARs have been reported to be present in high amounts in
rye,
wheat, and
triticale, and in low concentrations in
barley,
maize,
oat, and
millet, while no information is at present available for
Khorasan wheat. They are most abundant in the bran fractions (2600-4100 μg/g; 0.1-0.3% of dry weight), whereas they are in trace amounts in strachy
endosperm and germ. Their presence in the
endosperm (the part of
cereal grain that is used to make white
flour), means that alkylresorcinols can be used as '
biomarkers' for people who eat foods containing wholegrain wheat and rye, rather than cereal products based on white flour. Moreover, they were thought to have
anti-nutritive properties (e.g. decreasing growth of pigs and chickens fed rye), but this theory has been discredited, and a number of animal studies have demonstrated that they have no obvious negative effect on animals or humans,
Biomarkers of a whole grain diet Increasing evidence from human intervention trials suggests that they are the most promising biomarker of
whole grain wheat and rye intake. Alkylresorcinol metabolites,
3,5-dihydroxybenzoic acid (DHBA) and
3,5-dihydroxyphenylpropionoic acid (DHPPA) were first identified in urine and can be quantified in urine and plasma, and may be an alternative, equivalent biomarker of whole grain wheat intake. The average intake of alkylresorcinols in the UK is around 11 mg/person/day, and in Sweden is around 20 mg/person/day. This varies widely depending on whether people normally consume wholegrain/wholemeal/brown bread, which is high in alkylresorcinols (300-1000 μg/g), or
white wheat bread, which has very low concentrations of alkylresorcinols (<50 μg/g).
Biomarkers of cereal presence in archaeological pottery Recently, alkylresorcinols have been widely recognised as a biomarker for the presence of cereals in archaeological pottery. They were previously found in a well-preserved Bronze Age wooden container from Switzerland, and coarse ware vessels from a Roman cavalry barrack at
Vindolanda. A study == Possible biological activities ==